Betty Pearl's Sissy Stories 20.1

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=> Topic started by: CuddleBunns on June 01, 2020, 06:57:58 PM

Title: A New Family Dynamic
Post by: CuddleBunns on June 01, 2020, 06:57:58 PM
Hello, Everyone! This is my first time ever posting here, so I just wanted to say how great it is to finally meet you all. I have been a long time lurker on this site but I finally decided to throw my hat into the ring and try writing a story myself. I hope you all enjoy it, and I welcome any and all constructive criticism as I am still trying to improve my writing skills and get better. Anyway, here's the story:

 Nate had only been at college for three months before he was forced by the administration to leave. It was his fault really; instead of focusing on his studies like he should, he used his newfound freedom to go crazy. After multiple warnings about missing assignments, spotty attendence, and an investigation into underage drinking in his dorm, Nate was forced to leave school with his head held down and his tail between his legs. Furthermore, his whole family (or at least what was left of it) had been right about him this whole time. From the insistance that he form better study habits, to the teasing that he was not nearly confident enough to ask for help, their words echoed in his head as his step-sister Jessica, 10 years his senior, wordlessly drove him four hours back home to the very same place he'd so happily left a few months before.

 It just wasn't fair to Nate. After his parents got divorced, he went to live with his dad and his then girlfriend, soon to be his happily married wife. The woman, who's name was Andrea, got along with Nate fine at first, but as the years went by she looked upon him with more and more contempt. It really wasn't fair to Nate. Her daughter, Jessica, was an incredibly gifted child growing up, although when Nate first met her she was just barely an adult. Compared to her, in his step mom's eyes, he was a total loser, pathetic in every way. She was a straight A student, yet he achieved mostly Cs. She was a track star, yet he failed at just about every sport he tried out for. Andrea was a domineering woman, and so was her daughter, who would join along in her mother's constant teasing and belittling of her now step-brother. Nate's father often felt bad about this, but in truth he cared more about his relationship to Andrea, causing him to often take her side. That is until he passed away shortly before Nate's 17th birthday, leaving him alone with these two women that did not think much of him.

 Finally, Nate broke the silence. "Thanks for coming all the way out here to pick me up", Nate said passively as he stared out the window. Jessica looked over at him and shook her head. "You're 19 years old and you don't even have a driver's license, what was I supposed to do, leave you there?", she said somewhat sympathetically. Despite having a low opinion of her step brother, she did care for him on some level, and always had a feeling that she needed to protect him. Mostly she just enjoyed having power over him. At 4 foot 9 inches, he always seemed a bit defenceless and weak, which was not helped by his cowardly and sissy-ish demeanor. Even though she was only 10 years older than him, he always reminded her more of a bratty toddler than the independent man he proclaimed himself to be.

 "Honestly Nate", she continued, "what did you think was going to happen? Me and my mom have been telling you for years that you weren't ready for college and what did you decide to do? Instead of asking for help or deciding to grow up, you just messed around and wasted your father's money. All that inheritence and tuition, down the drain. Gone. Do you think mom is happy?" The words stung Nate like a thousand bees. His step mother was the last person he wanted to see right now. Jessica continued without letting him answer. "Honestly you're lucky she's even letting you come home. She has some words for you Nate, trust me. There's going to be some big changes in your life from now on."

 Silence returned to the car for pretty much the rest of the ride. When they finally arrived at the house, Nate's step mom was waiting for them on the porch. Once the car was unpacked and they all said their goodbyes, Jessica drove off leaving Nate completely alone to walk inside with his step mother Andrea. As they arrived in the house Nathan felt chills. Usually when Andrea was mad at him she would yell with a firey temper, and make a whole scene. Instead, she seemed surprisingly calm and collected for once. Finally Andrea broke the silence. "Honey, go sit in the living room while I pour myself a cup of tea. We need to talk.", she said in firm but quiet tone. Nate did not know exactly what to feel in that moment, but if he was sure of anything, it was that something was not normal.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 01, 2020, 07:01:00 PM
Part 2

 Nathan sat with an uneasy feeling in his stomach for what felt like ages before Andrea returned to the living room. Sitting down next to him on the couch, she took a sip of her tea before gentley placing it down on a coaster. What happened next surprised Nate. Without warning, she placed her arms around him and gave him a hug. She began to speak as she held him tight and rubbed his back. "I know things have been tough for you sweetie, and I want you to know that even though I'm very mad at you that it's all in the past. All I want now is to make sure nothing like this ever happens again. And believe me, it won't." Nathan sat perplexed for a second before gathering his words to respond. "I'm really sorry, I know I blew it. I should have listened to you before I wasted all that time. It won't happen again, Andrea. I promise." As Nate spoke there was a slight tinge of worry in his voice.

 Instead of breaking from the hug, Andrea pulled Nate over so he was sitting directly on her lap, his head held comfortably in her arms. When he tried to get up, she simply pushed him down and held him tighter. "You know, I've been thinking...", she spoke, "When I received the news that you'd been kicked out of school, I fully planned on not letting you come back. After all, I gave you so many chances, and so many warnings, but each time you ignored what I had to say. I can't stress enough how disappointed I am in you". She punctuated this by staring at him with a very angry look in her eye, which caused Nate to look down in shame. Andrea continued, "However, I soon realised that I may not have been very fair to you. After all, I was assuming you could be grown up and act your age, but I don't think that was very thoughtful of me, was it Baby Lilly?"

 Nathan jolted in shock at the mention of that name. Ever since he was a child, Nate had take an interest in the abdl lifestyle, although living at home he had not been able to partake in it. He would instead spend large amounts of his free time writing in his journal about his various fantasies, usually involving his forced diapering by various female figures and some level of crossdressing. Nate had thought the journal to be long gone, and didn't bother looking for it when he moved out to go to college. That was a big mistake.

 Andrea got an amused look in her eye as she continued speaking. "You've probably figured out by now that I found your little journal when I was cleaning out your room. Honestly it's a bit weird, but I didn't think much of it at first. After all, I've never really thought of you as much of a man anyways, I guess it didn't really surprise me that you would want to be coddled like a baby. But then I got thinking. You really have always acted like a little girl, you know? I wondered if perhaps, deep down, it would be better for us all if we stopped playing pretend and just accepted that you'll never really be an adult."

 Nathan could barely even respond. He just looked up at his step mom in shock, stammering in an attempt to respond. Andrea responded in kind by placing her finger on his lips and shushing him. She stroked his hair with her finger as she resumed speaking. "I'm going to do something very nice for you Nate, and I'm only going to offer this once, so you'd better listen to me and not give me any problems. I know I wasn't the nicest step mother to you growing up, and I'm sorry for all the things I've said that may have caused you any pain. That being said, I don't believe I was ever wrong about anything that I insinuated, and these last few months have basically proven me right. You're not an adult, you're certainly not a man, and if I was to kick you out of the house right now in your current state, I'd basically be committing an act of cruelty. The world would eat you alive."

 Nathan's eyes teared up in his stepmother arms as he listened to her belittle him. This just caused her to shake her head. "See what I mean?", she said with a small sigh, "You're already pretty much on the verge of tears just because I'm confronting you. How long do you- a not even five foot tall weeping mess of a child- think you would last out on the streets or in a homeless shelter? It just wouldn't be fair. Lucky for you, mommy has a proposition to make. You see, ever since your sister grew up I've missed having a little one to care for. Ive always had very strong maternal instincts, and unfortunately your step sister was such an independent child that I felt like I barely had any time to be a mom. Couple that with the empty nest syndrome I've been feeling ever since I've had the house to myself these past few months, and you can see why I might feel like I need some sort of motherly bond right now. You on the other hand, compared to my daughter, have clearly been in need of some actual mothering for a long time. That's why I want to make you an offer. You can either accept it, along with all that It entails, or you can say no and leave this house with nowhere to go."

 Nathan felt butterflies in his stomach as he struggled to form a response. "W...wha...whats the offer?" He eventually managed to respond as him step mom continued casually stroking his hair.

Andrea smiled. "I was just getting to that dear", she said as she held him even closer, cuddling him in a warm maternal way that he'd never felt her do before. "Since you clearly can't handle being an adult, and since you've spelled out so nicely what you really are in that journal I found, I think it would be in everyone's best interest if you were to live out the rest of your life as my little baby girl. I've already talked to your sister about this and she thinks it's a great idea. You wouldn't have to worry about a job, or having a place to stay, or making any decisions for yourself anymore. You would live exactly like a baby, wearing and using diapers, sleeping in a crib, and sitting in a play pen all day long. Before you look at me like I'm crazy just remember, I read your journal, I know this is what you really want." Her eyes soon darted over to the door "Or, as you know, you can always leave to fend for yourself on the streets. But if you stay here it will be as my baby girl full time. The choice is yours."
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 01, 2020, 07:05:05 PM
Part 3

 Nate stared up at his step mother dumbfounded as what she said truly started to sink in. He had often fantasized about these kind of scenarios, but now that he was living it, all he could do was stare up at his step mom and try to find the right words. Suddenly Andrea lifted Nate up off of the couch and began carrying him in her arms as if he really was just a baby. It was very easy to do mind you; at nearly six foot one Andrea towered over Nathan in both size and stature. She made her way up the stairs with Nathan in her arms, headed for the room that would become his prison for the forceable future.

 They soon arrived at Nathan's old room, which he thought had been cleaned out and emptied after he left. This was only partially correct. As Andrea opened the door Nathan just about yelled out in shock. All of his furniture was indeed gone, as he expected, but in its place was a full baby's nursery, including a crib, a changing table, Disney princess posters, and pink wall paper with infantile prints.

 "All right baby, clothes off", Andrea cooed as she set him down and began removing his articles of clothing one by one. Nathan knew he should speak up and stop this from happening, but the absurdity of the whole situation left him unable to even comprehend what he should do or say. Instead he just complied. Once he was completely naked, Andrea patted the changing table, motioning him up onto it. He instantly obliged.

 "All right, before we get you all diapered up, I think we'll have to get rid of all that hair down there. Not that there's much of it to get rid of anyway.", Andrea said as she fished for a razor and cream inside one of the cabinets. Once she had the razor in her hand she got to work removing all the hair from the lower half of Nate's body. She did not bother with his torso or arms, as there was not much there to begin with. When she was finished, she quickly disposed of the razor and grabbed a bottle of baby oil, dumping a fair amount of it into her hands as she began to rub it all over Nate's naked body. Nate felt incredibly weird being touched like this, let alone by the very same woman that had barely even so much as hugged him when he was growing up. "Um, Andrea...don't you think this is a bit weird?", Nate asked in a perplexed tone.

 His step mother just laughed. Suddenly she slapped his thigh hard which caused him to yelp in pain. She then began to speak. "First of all, as long as you're under this roof you are going to call me mommy now, is that clear? Your new role is going to be that of my sweet infant daughter, and babies do NOT call their mommies by their first names. I'm only going to warn you once. If you do not accept this new role, you are completely welcome to leave this house forever. I don't care that you have nowhere to go, I will kick you out in a heartbeat". Andrea was lying of course, she had no intention of letting him leave even if he wanted to. Still, she knew the prospect was unlikely, and thought it would be much easier if he accepted his new role of his own volition, instead of by force.

 His step mommy continued. "And second of all, yes, I do think it's weird. I think it's very weird that my own step son, the supposed adult that he is, cannot handle the responsibility of being a real man and fantasizes about being a little baby girl. Well guess what? Mommy has fantasies too darling. Fantasies of having a nice little baby to care for again. I think it's very convenient that our fantasies are so closely aligned don't you darling?". As she spoke she began to grab his diapering supplies off of the shelf next to the bed. Nate sat terrified as she undid a large white and pink disposable diaper, clearly intend on taping him into it. She told him to lift his bottom as he prepared for the inevitable.

 Andrea slid the diaper under him but was caught off guard when his tiny pen-is began to twitch and get hard. Andrea just chuckled to herself and began powering him. "You know I shouldn't be surprised you enjoy this so much. Lucky for me, I have a solution to that problem which should be arriving any day now. In the meantime I want you to know that you do not have permission to play with yourself or remove your diaper ever. If I catch you, you will be punished severely. Understand?", Andrea said to a nervous Nate who simply nodded. She slapped his thigh again. "When I ask you a question I expect one of two answers; Either yes mommy, or no mommy. And if you ever tell me no, then you'd better damn well have a good reason. Do you understand now?"

 Tears appeared in Nate's eyes, he'd never seen his step mother so callous before. "Yes mommy", he replied with a defeated whimper. She simply began taping up his diapers and when she was finished, picked him up and carried him to his crib, dumping him inside and sliding the gate up so he couldn't escape. "Alright baby, time for the rules of your new life", Andrea said with an eeirily genuine smile.
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on June 01, 2020, 08:28:09 PM
CuddleBunns, that is a good start for your story.  You definitely have my undivided attention on this one.  Keep going because your first story is a hit in my books.  Don't get discouraged if you have someone not agree with your story.  It is your fantasy story and others should remember that.  Keep going with your story sweetie.  You are doing just fine.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 01, 2020, 08:33:20 PM
Thank you so much, I really appreciate it! There is definitely more on the way, I have a few parts written ahead of this but I want to proofread them a little more before I upload them. Thank you for the kind words. It really means a lot.
Title: Re: A New Family Dynamic
Post by: PervScenes11 on June 01, 2020, 10:39:24 PM
Thanks for posting. This is a terrific start. Can't wait to see where this goes. I hope he chafes under her rules and tests the limits a little before he totally accepts that his new status is permanent.
Title: Re: A New Family Dynamic
Post by: Ahiru on June 02, 2020, 06:45:24 AM
I would love it if he discovers his choice is fake and he can't leave.  It's a great start and I look forward to reading more!
Title: Re: A New Family Dynamic
Post by: dolly bo peep on June 02, 2020, 09:47:15 AM
Cuddle Bunns,

I agree with Sissy Little Girl, PervScenes11, and Ahiru that your first story has a very good beginning and you have people eager to read your next chapters.

I think that your writing style is good and your paragraph structure makes your story easy to read.

I like to anticipate future storyline developments. Please take them as suggestions, not specific orders. I feel flattered when an author seems to use my suggestions, but I don't take it personally it you don't. This is your story and you are the author.

I am looking forward to your future chapters.
Title: Re: A New Family Dynamic
Post by: Baby Mac on June 02, 2020, 10:07:09 AM
I hope she uses hypnosis on him.
Title: Re: A New Family Dynamic
Post by: babycakes on June 02, 2020, 12:45:37 PM
Excellent work, Cuddle Bunns!  I agree with all above comments.  You've created a realistic scenario where all parties needs seem to be met.  A perfect scenario for a happy life.  I don't know about others but stories with vivid/detailed descriptions of clothing, emotions and others' reactions/interactions are a big plus since it's easier to visualize your textual renderings.  Thanks again for the effort.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 02, 2020, 04:43:16 PM
Thank you all for your kind words! I am still developing parts of the story so I'll try to keep some of your suggestions in mind as I continue to write.

Part 4

 Nate stared up at his step mother, now called "mommy", through the bars of his crib. It was no ordinary crib, clearly made for the body of an adult, even if Nate's body could barely be described as "adult like". Sat there dressed as he was in a diaper and sitting in a crib, it was having the exact psychological effect on him that his mommy had hoped, making him feel incredibly small and dependent. His mommy sat in a rocking chair opposite his crib and grabbed a notebook off the table. She opened it up and began to speak.

 "Well babykins, now that I've got you exactly where I want you, I'm going to set some ground rules for your new future", Andrea said as she licked her fingers and began turning the pages of the notebook. "I think you'll recognize a lot of these, I had a lot of help piecing them together from your old journal. I must say, you have a very creative imagination. Some of these I never even would have thought of if it wasn't for your help." With that she pulled out a pair of reading glasses and fixed them onto her head. It was time to begin.

 "Alright baby, these are going to be the rules around here for the forceable future. Failure to comply with them will lead to strict punishment as I see fit", Andrea began as her eyes darted across the page. "Rule Number 1: Anything mommy says goes. You are not to disobey mommy at any time, nor will you be making any decisions for yourself from now on. I will decide everything for you, from what clothes you wear down to when you receive your diaper changes. Which brings me to- Rule Number 2: Diapers. You will use your diapers for all of their intended purposes, just like a real baby. Yes, that means pee pee and poo poo. When you need changing you may get my attention, but only I can decide whether you will be changed or not. If you try to change yourself or use the big boy toilet you will be severely punished."

 This rule sent a shiver down Nate's spine. He had often fantasized about using diapers, but to be forced to use them, let alone humiliatingly in front of a woman such as his step mother, gave Nate a very bad feeling about what was to come. Andrea continued. "Rule Number 3: Your new status as a little girl. Since you so clearly can't handle being a man like your father was, I have little choice but to treat you like the prissy little girl that you obviously want to be. That means you will no longer be dressing yourself: I will be providing all of your outfits for you, and it also means you will need a new name. In this matter I have chosen the name Lilly for you, because a pretty and delicate flower such as yourself deserves a name that is equally as pretty and delicate. Do you object to this name Lilly?"

 Nate (who from now on shall be called Lilly) thought long and hard for a moment before deciding he should agree rather than face the wrath of his step mother. "Yes mommy, it's a very...pretty name. Thank you for picking it out for me.", he said with an obviously unenthused tone. It was a good enough response for now, Andrea thought. Once the need to be harsh was over he would eventually settle into his new rule.

 Andrea continued to look down at the notebook as she read off the rest of the rules. "Rule Number 4: You will talk and act like a baby at all times. That includes lisping, crawling, playing with baby toys, and using the most childish words you can think of. I'd better not hear any words with more than three syllables come out of your mouth, got it? Rule Number 5: Anyone I leave in charge of you will have full authority to tell you what to do and punish you as they wish. Finally Rule Number 6: You are to stay in any place that I leave you, such as your crib, high chair, or especially your play pen. Do you accept these rules baby? This is the last time I will ask. If you decline you are free to pack your bags and go live on the streets. If you accept I will keep you here as my adorable little baby girl who I will nourish with love and affection, but I will expect you to completely act the part. What do you say?"

 Lilly's head was racing as the full weight of what was happening began to sink in. He wanted to get up and run, but he knew she was right. Any attempt to escape his fate would leave him vulnerable and homeless, and furthermore, he had already let her get him in this position in the first place. Tears filled his eyes as he forced himself to do the unthinkable and agree to his new mommy's terms. "Yes mommy, I accept your offer. I'll be your baby girl from now on if you promise not to kick me out.", Nate cried out as tears began to fall down his cheeks.

 Usually Andrea would find this display pathetic. However, dressed as he was in this incredibly vulnerable position, she felt nothing towards him in this moment but loving maternal warmth. She smiled as she walked over to the crib and slid the bars down, wrapping her arms around him and giving him a soft, motherly hug. "Thank you baby. I know I've been harsh to you in the past. Just remember that I'm not doing this to punish you. Not completely anyway. I really do want this to be a new chapter in our relationship, and I promise that if you listen to me and do what I say I'll be the best mommy you've ever had."
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 02, 2020, 04:51:45 PM
Part 5

 Andrea broke from their hug and made her way over to the closet at the other end of the room. Lilly noticed that her demeanor was much more positive than it had been when he arrived at the house. Perhaps this really was what she wanted, to have a little baby again. Once she reached the closet she opened it to reveal a wide variety of adorable outfits fit for a little girl, including lots of dresses, sailor suits, footed sleepers, onsies, and more. She thought for a second before pulling a cute little pink onsie that snapped at the crotch off of the rack. Once the outfit came further into view, Lilly noticed that in addition to the snaps at the crotch, it was also adorned with a fluffy bunnies tail on the back and the words "Mommies Cuddle Bunny" on the front. Andrea sized it up to Lilly and thought for a moment, before finally giving a smile and a nod.

 "We're so lucky you haven't grown at all in the last couple of years, aren't we sissykins? I was worried none of these cute widdle outfits I bought would fit you, but it looks like they'll fit you just fine", Andrea teased as she began to slip the incredibly babyish article over his head. Once it was properly secured around his body, she reached down and snapped the two ends of the fabric together, which made Lilly's soft, crinkly diaper feel ever so much tighter around his bottom. Lilly was beginning to feel less like a man, and even more like a baby girl with every passing second.

 Next his mommy took a white pair of socks and slid them onto his feet, further uncurling them to reveal a pink layer of lace near the top. She then took some scisors and began cutting his hair to make it slightly more girly, sticking a pink bow into it to further emphasise his feminine look. Her final addition to his outfit was an oversized pink pacifier, which she tactfully clipped onto his onsie before stuffing it into his mouth. "This needs to stay in your mouth at all times. If I see you with either your pacifier or your thumb not in your mouth, I will spank you", she told him in no uncertain terms. Lilly simply nodded in agreement.

 What happened next surprised Lilly as his mommy picked him up and carried him by the seat of his diaper over to the the master bedroom, standing in front of a full length mirror to admire her creation. Lilly was shocked at what he saw to say the least. He had never been a particularly masculine man, but what sat before him could hardly be called a man at all. Adorned in his pink onesie in his mother's arms, pacifier in his mouth and bow in his hair, Lilly looked exactly the part he would be playing from now on. He looked just like a sweet toddler girl. Andrea gave him a wet kiss on his cheek and whispered softly into his ear. "I want you to remember this picture for a long time baby girl. This is the exact moment we stop pretending you're a man and we take a nice long look at the real you. What you see in the mirror is exactly what you are now: My precious, innocent wittle baby girl. Welcome to the rest of your life honey." And with that, she began to carry Lilly back down stairs and into the rest of the house.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 02, 2020, 04:57:42 PM
Part 6

 Lilly's mommy carried him down the stairs and to the other side of the house, where a quaint secondary tv room once stood. However, when they finally arrived, Lilly was surprised to see that instead of the standard couches and book cases that once stood in this small, often forgotten about corner of the house, it had now been converted into a toddlers play room; complete with a collapsable play pen, an over-sized baby bouncer, a plastic kitchen, and buckets of toys such as duplo legos and stuffed animals. The only thing that seemingly remained from before was the television, which had now been placed under strict parental controls, only being able to access Netflix kids with the remote being kept on a shelf high enough to keep it out of Lilly's reach. Even the walls which had previously been a rich mahogany had been painted to be a bright and jovial shade of purple.

 Lilly's mommy placed him on a foam alphabet mat that covered most of the floor. She looked down at Lilly, who was attempting to stand up, but Andrea held his shoulders preventing him from doing so. She raised one eyebrow and looked at him with curiosity. "Do you know any babies your age that can stand on two legs?" She asked with an air of annoyance in her voice. Lilly got the message quickly and plopped down onto his bottom. "That's better", Andrea said. "If you feel the need to move you have my permission to crawl, but that's it. You are to stay in this room unless I say otherwise. If you try to leave I have a nanny cam in the kitchen that will spot you almost immediately. Am I understood?" Lilly nodded his head as he sat defeatedly on his padded bottom, fearing whatever routine his life was to become.

 Andrea grabbed the remote and turned the TV on, selecting an episode of My Little Pony to entertain Lilly with as she prepared a bottle for her. Lilly did not move much while his mommy was gone, although he was horrified when he eventually realised he had been suc-king on his pacifier to soothe himself. Eventually his mommy returned with a large plastic bottle and sat down on the floor next to him. She looked over at him and put her hand on his cheek, looking into his eyes with a loving gaze that he had never really seen before. "Honey, I'm about to give you your first bottle, but I need you to understand something", she said in a surprisingly sweet and sympathetic tone. Nathan looked at her unsure of what to feel. "What is it mommy?", he asked.

 Suddenly she picked him up and moved him onto her lap, looking down at him with a tender, motherly gaze as she cuddled him into her breast and stuck the baby bottle into his mouth. Lilly knew what he was being asked to do and began to suc-k the warm, off tasting milk down his throat. Andrea tapped the bottle with her fingers as she began to speak. "I want you to understand that I really do love this, what we have right here. Mommy and daughter sharing a tender moment together, me holding you lovingly as you gaze up into my eyes. This is the real you darling, at least I think so, and your sister certainly thinks so too. You need to understand that this is what you need, and it's exactly what I need too. You've been surprisingly good so far, and as long as you keep listening to me and acting your part I will continue to give you as much love and affection as I possibly can."

 But suddenly, Andrea's tone changed and she got a concerned look on her face. "The next few days are going to be tough for you. You may be acting the part but I know you're still holding onto the last vestiges of your manhood. Over the next week I will strip that all away until you're nothing more that the sweet little baby that I want you to be. After this is all over, I just want you to know that mommy will always be here for you, and that I love you so much more as my little baby girl". With that she gave him a kiss on the cheek and a slight tickle, which briefly caused Lilly to smile and kick his legs.

 Once the bottle was empty, she picked Lilly up over her shoulder and began to rub his back, producing more than a few embarrassing burps. When she finally decided to leave the play room, Andrea couldn't help but smile as she looked back at Lilly sitting on the ground trying to make sense of her new suppoundings. Furthermore, she was smiling at the thought of what she had placed in the bottle prior to his feeding.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 02, 2020, 06:34:01 PM
Part 7

 Lilly remained on the floor for what felt like hours, occasionally playing with the babyish toys that were strewn about the room. He even attempted to play with the plastic kitchen, although being 19 years old, he did not find much entertainment in doing so. However, as he was playing he began to notice the effects of his bottle begin to take hold. At first he tried to ignore it, but as more and more time went on he began to get desperate. His first thought was to call his mommy and tell her that he needed to pee, but he soon realized what a terrible idea that was. Within minutes he was shuffling foot to foot trying to stem the eventual tide that would release into his embarrassing, emasculating diaper.

 Then suddenly, Lilly heard footsteps as Andrea reappeared in the kitchen that was directly adjacent to the playroom. A wide smile appeared on her face as she noticed him teeter from one foot to the other and whimper around his pacifier. "Oh my, I'd know THAT look anywhere", Andrea said in a sultry voice as she began to enter the playroom. She soon appeared in front of Lilly, towering above him as she put her arms on his sholders and stared down directly at him. A wicked grin appeared on her face. "Whats wrong wittle girlie? Are you afwaid to go pee pee in your wittle diapee for da first time", Andrea cooed mockingly at Lilly, who was now just about crying due to the intense pressure on his bladder. Andrea gave out a small chuckle. "I don't know what you're trying to prove baby girl, I already told you what the rules are. You're going to have to use your diaper eventually, and the sooner you get used to it, the better it'll be for all of us", she said in a matter of fact tone, trying to be as blunt as possible.

 Lilly, for his part, tried to stay strong and prevent himself from wetting, but it was too little too late. A small stream of pee escaped into his diaper causing him to cross his legs in a feeble attempt to prevent any more from coming out. This highly amused Andrea, who by now was pulling her phone out of her pocket in an attempt to record her babies first embarrassing accident. She pointed the phone at a now red faced Lilly and hit record.

 "Awww, are you about to have your first wee wees Lilly? Wave hi to the camera baby! I'm sure your sister will love to see this", she said in a mockingly encouraging voice as she filmed her now wailing sissy step son hold his crotch and dance from side to side in an embarrassingly pathetic display. Suddenly, she reached her hand out and gave his tummy a small tickle, causing him to lose balance as his bladder completely exploded. Lilly fell onto his bottom with a thud as a seemingly endless ammount of wet, warm urine continuously released into his diaper. Andrea continued to enthusiastically record the whole ordeal, which was extremely upsetting to a now sopping wet Lilly, who sat on the floor with his legs spread wide, giving his mommy yet another idea. She reached down and undid the snaps to his onesie, revealing his now yellow-tinted girly diaper to the full view of her camera. "Wow, you really had to go little miss, look how wet that thing is!", she said in a surprised tone as she reached down and felt the moist padding with her fingers. Her demeanor soon changed however, and her face shifted to a much more serious demeanor. "Unfortunatley you tried to resist, which further proves to me that you're still holding on to your big boy mentality. I think you need to stay in that diaper a while longer, so you can really start to feel what it means to be a little baby. After all, big boys don't wet their diaper do they? Also, you weren't exactly crawling when you were doing that potty dance. I'll let it slide this time, but next time you will be severely punished". And with that she left the room.
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on June 02, 2020, 09:08:42 PM
Hey CuddleBunns, this is a story about you.  Kewl.  I was enjoying these segments with relish.  You really can paint a picture with the words that you
use describing each  part of the story.  I don't remember if you said that this was your first try at a story.  If it is, you have a talent with writing.  Keep it up because you are doing a  GREAT job.   :D
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 02, 2020, 09:31:46 PM
Thank you, Sissy Little Girl. It's very relieving to hear that. I held off on writing for a long time because I didn't know if I had the greatest grasp on sentence structure, or if I could be captivating enough. I'm glad you and the others who have expressed their appreciation so far enjoy it, because it's been very fun to write.
Title: Re: A New Family Dynamic
Post by: dolly bo peep on June 03, 2020, 09:05:41 AM
CuddleBunns,

Like Sissy Little Girl, I am really enjoying your story. I agree with her that your writing is high quality.

Today is a diaper day for me, and before I started reading I had changed into a fresh, dry diaper. After I finished reading part 7 with now Baby Lilly's first diaper wetting, my diaper is no longer dry, either.

I'm looking forward to future parts of your story. Baby Lilly has wet her diaper, but the first messing hasn't happened yet. There is also that device which should arrive any day now.



Title: Re: A New Family Dynamic
Post by: miley on June 03, 2020, 01:06:34 PM
Dear CuddleBunns. This such a wonderful story. I am thoroughly enjoying it. Thank you!
*hugs*
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 03, 2020, 05:21:29 PM
Thank you miley and dolly bo peep, I'm glad you are enjoying my story so far. It's been really touching seeing so many people give me positive feedback, especially since I've been reading stories on this site for so long and have been so inspired by all of you to start doing what I love and creating stories of my own. I really am so grateful and I hope I can continue to keep you entertained.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 03, 2020, 05:34:08 PM
Part 8

 Lilly continued to lounge about the playroom as he had done for the past few hours, save for the fact that the diaper around his waist was now uncomfortably wet. Episode after episode of My Little Pony continued to play over the television in mind numbing tedium while he sat there bored and alone, unable to mine any real enjoyment from any of the toys scattered around him. With there being no clocks in the room, his only real method of keeping track of time was by keeping track of how many episodes of the childish tv show had played since he started watching it. He counted about five episodes, his diaper growing colder and more uncomfortable with each episodes passing. In time he found himself so bored that his eyes began to feel heavy, and he decided it was best to just lay down and try to sleep.

 Eventually he was awakened by the sound of approaching footsteps and his mommy's voice. He rubbed his eyes and blinked as he regained consciousness, only to find the sight of his mommy entering the room with her phone held up to her ear. "Oh no", he thought, "who is she talking to now?"

 Andrea stood in the doorway for a few seconds while she finished up her converstion. From what Lilly could tell, it was clearly about him. "Oh yeah, totally...its no problem at all! We'd love to have you over tomorrow night. I'm sure she would love to see you too. What?...Oh stop it! That's mean...it would be funny though. Yep. Okay, bye bye honey", Andrea said with a smile before hanging up the phone. Lilly almost felt the need to ask who that was, but a large part of him somehow already knew. "Honey, that was Jessica. She's going to come over tomorrow night to have dinner with us so she can finally meet you. Isn't that fun? Sissy gets to meet her sister!", Andrea beamed down at a tired and weary Lilly, who was understandably unenthused by the whole situation. "Gee Andrea, that sounds fun", Lilly responded sarcastically, immediately realising what a mistake that was.

 "WHAT DID YOU SAY!?", Andrea yelled as she pulled Lilly to her feet and picked her up in one fellow swoop. She brought Lilly into the kitchen and pulled out a chair from the table, sitting down and laying Lilly face down over her lap. Before Lilly could even so much as apologise, Andrea began to spank the living daylights out of his wet diapered behind. *WHAM WHAM WHAM* Her hand pummeled the seat of his diaper furiously in an angry and rhythmic fashion while he kicked his legs and began to cry out. "You know, you're very lucky you wet your diaper so bad earlier, otherwise I'd be spanking your bare butt right now you naughty girl", said a fuming Andrea between whacks. "It seems I didnt make myself clear earlier so I'll try to be as blunt as I can. YOU ARE A BABY NOW, AND BABIES DO NOT UNDERSTAND SARCASM." She emphasised this point with an especially hard smack, which left Lilly howling in pain. "Furthermore, I told you to call me mommy now, none of this mom business, alright? Any more big kid talk and I will tie that pacifier to your face. Are we clear?" She gave him one last smack yo really drive her message home.

 By this point Lilly's body was limp and he was bawling his eyes out, writhing in pain. "Yes mommy! I'll be good now, I swear!!", Lilly yelled out between sobs in defeat. Andrea rubbed his bottom tenderly, knowing she had almost won. "Okay babykins, I believe you", she said, "but I really think you should be talking more like a baby girl. Can you do a baby girl voice for mommy?"

 Lilly gulped. Already embarrassed by the spanking he had just received, he was incredibly reluctant to demean himself even more. Still, he feared the physical retribution he would once again have to endure if he didn't comply. He braced himself and prepared to pitch his voice high. "Alwight mommy, I do a baby voice for you", he said with an internal cringe.

 Andrea couldn't help but smile at his adorable display. "Awww thank you honey. See, that wasnt so hard, was it? Do you understand what you are now babykins?" She asked him expecting an equally pathetic answer. Lilly sighed. "I'm a wittle sissy baby girlie mommy", he admitted in defeat. Andrea was highly amused by this, giving him a kiss on the head to show that she approved of his answer. Suddenly an alarm went off on her phone, letting her know that it was time to feed the baby his dinner.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 03, 2020, 05:43:13 PM
Part 9

 Andrea picked Lilly up off of her lap and pulled out a high chair that had been hidden away towards the back of the kitchen. It was larger than a normal high chair and painted pink, with built in locking restraints for Lilly's arms and legs. On the back was Lilly's name, painted in purple with pictures of flowers surrounding it. Next thing Lilly knew, he found himself plopped down into the high chair and locked in, unable to move at all. Soon a white bib was tied around his neck, adorned with the words "Messy Eater" in a cursive pink font. "Isn't it so cool what you can find on the internet baby?", Andrea said to Lilly, who was wiggling around to test the strength of the restraints. "Mommy is so lucky she was able to access the money that your daddy left to you. Well, what was left of it anyway. But you won't be needing that anymore, will you snookums?" As she talked she began unsealing a jar of banana flavored baby food, grabbing a small spoon and bringing a small ammount of it to Lilly's lips.

 Lilly was sure she got the baby food idea from one of his various stories, where characters were often forced off of solid foods and forced onto a diet of baby and formula exclusively. Unfortunately for Lilly, the reality of this sort of life style would be anything but a real life fantasy. Lilly reluctantly opened her mouth to accept some of the mushy cuisine, but his mommy quickly pulled back before he could get a taste. "Oops, one second honey. I forgot to add your vitamins", Andrea said as she quickly hurried over to the counter and grabbed a mysterious looking pill out of a pill case. She soon began to crush the pill up, mixing it into his baby food for a few seconds before returning to her previous position. This worried Lilly, who did not normally take any medications, a great deal.

 "Okay honey, here comes the airplane!", Andrea said with a smile as she continued where she had left off. Lilly opened her mouth in anticipation, and was somewhat relieved when his step mommy finally shoveled the mushy food into his mouth. It actually didn't taste that bad, although the texture was slightly unpleasant to an increasingly messy-faced Lilly, who was getting the feeling that he wouldn't be eating much else for a very long time. When all was said and done, Lilly's face and bib were absolutely covered with the yellow mush, prompting his mommy to take out her phone and snap a few pics. She soon cleaned him up and returned with another bottle, which she held for him as he guzzled it down like a good little sissy.

 "Alright baby, Im going to eat my dinner now. You can stay in that chair for the time being, I'm sure you'll need a change after I'm done anyway", Andrea said in a foreshadowing tone, which worried Lilly a fair ammount. The next half hour or so would be torture for Lilly, who was forced to watch his mom cook and eat a delicious garlic chicken dinner in front of him from the confines of his high chair. The intoxicating smell wafted through the air, clearly reminding Lilly who was the adult and who was the baby in this situation. Things would only get worse for Lilly, who began to feel a slight cramping in his stomach. Putting two and two together, Lilly instantly froze up. His mommy was clearly trying to force him to mess himself, he was almost certain.

 The cramping grew stronger in intensity with every passing minute. Lilly began to wiggle and moan as he tried to find a comfortable position to ease the pain in his stomach. Andrea noticed the signs that her plan was working and began to giggle to herself. Soon he would be the messy, defeated baby that she always knew he should be. She walked over to Lilly and put her hands on her hips, shaking her head and sighing. "You know it's going to happen soon baby. Just let it out and go poopy!", she said bluntly to a now sweating Lilly, who was just on the verge of giving in. Then suddenly it happened. A booming fart erupted from Lilly's bottom as a slurry of sludgy poop ejected itself into the seat of his diaper, enveloping his bottom in a disgusting warmth. Despite finally letting go, the cramping did not seem to stop. Wave after wave of cramps continued to hit him until he released a second explosion of dirty poop into his now utterly stinky diaper. The smell was absolutely horrid. He broke down in tears at this latest act of humiliation in front of his step mother. Every time he shifted his body, he could feel the poop move under his bottom, constantly reminding him of what he just did. Andrea smiled and patted his head. "See baby", she said, "it wasn't that bad". She then simply returned to her seat, sat down, and resumed her meal.
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on June 03, 2020, 08:20:41 PM
CuddleBunns, that was another GREAT segment.  I loved the fact that Lilly got her wet diapered bottom spanked for using sarcasm.  I don't think she will talk in big girl talk anymore.  I guess the "vitamin" was actually a pill to make her poo herself.  Keep up the work.  You're doing great.
Title: Re: A New Family Dynamic
Post by: PervScenes11 on June 04, 2020, 12:38:18 AM
Hi, thank you for this terrific story. I love the way Andrea gives love and affection when Lilly embraces her new role, but punishes immediately when Lilly rejects it. Andrea talking to Lilly about the regression process, almost getting Lilly to participate in the end of her own adulthood/masculinity, is incredibly hot to me. So well done. Thank you!
Title: Re: A New Family Dynamic
Post by: dolly bo peep on June 04, 2020, 09:34:28 PM
Cuddle Bunns,

I'm enjoying your story and the path where stepmon Andrea is leading Baby Lilly.

Baby Lilly has now had his first spanking and has pooped in his diaper for the first time.

I think that Sissy Little Girl and PervScenes11 will agree with me that we are looking forward to the upcoming dinner and Baby Lilly seeing sister Jessica for the first time in his new condition.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 05, 2020, 05:11:42 PM
Part 10

 Lilly continued to sit in his messy diaper strapped to the high chair as he watched Andrea slowly finish her meal. No matter how hard he tried, he could not stop noticing the mass of poop stewing in the seat of his pants. It felt incredibly weird against his bottom, not at all like he had imagined when he used to fantasize about it. Worse still, he found that even though it was very unpleasant to sit in, it began to excite him sexually and his tiny pen-is began to become hard. The last thing Lilly wanted was to appear to his mommy like he was enjoying this treatment, so he tried to ignore it in an attempt to get it to go away. It would be a fruitless endeavor however, as every time he shuffled his body in an attempt to feel more comfortable, the feeling of the mess would again give him an erection. He was beginning to become frustrated.

 Soon Andrea was finished with her chicken dinner, and began humming to herself as she washed the plate in the sink. Eventually she made her way over to Lilly's highchair and began to undo the straps that were holding him in place. As soon as she moved the tray, however, she took immediate notice of Lilly's erection, causing her the shake her head and give a small chuckle. "Now that's not very lady-like, is it?", she asked Lilly rhetorically as she placed her arms around him and picked him up out of the high chair. She settled one arm under him to hold him up, further squishing the poo up against Lilly's bottom and causing him to whimper. "You can't help your little pee pee, can you darling? Don't worry, I checked the online delivery tracker and our little solution should be coming tomorrow morning", she assured him ominously, as she stuck his pacifier back in his mouth and began to carry him back up to his nursery.

 Once in the nursery, Andrea set Lilly down on his changing table and undressed him for an incredibly messy diaper change. It was one thing to be put into a diaper in the first place, but the act of having his poopy butt cleaned while looking up his own step mother made Lilly feel incredibly infantile and embarrassed. Every time she wiped his pen-is, a surge of ecstasy would course through his body, further embarrassing him even more. Andrea took notice and stopped for a second, looking him straight in the eyes. "You naughty baby. I know you can't help it, but until we fix this little problem, you do NOT have my permission to play with yourself. If I even catch you so much as rubbing your diaper, you're in big trouble", she said in a stern voice, quickly throwing out his diaper and grabbing another diaper off of the rack. This diaper was similarly girly and babyish in appearance, but it was much, much thicker than the previous one, made to withstand night time accidents. She told him to lift up as she slid it under his body, dumping an excessive ammount of baby powder on his lower regions before taping the diaper up around his waist.

 As soon as the diaper was taped around him, it was immediately clear to Lilly that it's c-umbersome bulk would be hard to get used to. He moved his legs together in an attempt to test the bulk, but the diaper was so thick that he could not nearly get them to touch. For the time being his legs would be forced into a toddler-like gait, making it apparent to anybody that he was very thickly padded. Not only that, but the size and weight of the large diaper would make itself present to him at all times, constantly reminding him of his babified status. Andrea clapped her hands together and smiled, very amused by the image in front of her.

 As Lilly sat on the table getting used to the newfound weight between his legs, his mommy soon found herself digging through his wardrobe, attempting to find something suitable for him to wear during his night time stay in the crib. She eventually settled on a short purple nighty that would keep his diaper exposed for him to look at. She wanted him to see his diaper as much as possible so that the reality of his new existence could more easily settle in. He would have plenty of time to look at it too, considering that it was only 6pm and the sun would be up for quite a while still. She brought the purple nightie over to the changing table and told Lilly to lift up his arms, pulling the garmet onto his body and draping it over his still clearly visable diapers.

 Andrea next led Lilly over to her crib, which she guided him into before pulling the bars up and locking them closed. Lilly wondered why he was being locked into his crib, but his question would soon be answered when his mommy began to speak. "Alright honey, it's bedtime for baby", she said, "I know today has been very long and hard for you, but despite a couple of hiccups you have been a very, very good little girl. Mommy is very sorry she had to spank you earlier, but its important that you learn exactly how things are going to be in your life from now on. This next week is not going to be pleasant for you at all. Mommy is very sorry she has to upset you, but things need to be this way if we are going to break down your male ego and turn you into my perfect baby girl. Over the next week I am going to have to degrade you, humiliate you, and do whatever it takes to make you feel incredibly small. It makes me feel terrible to have to do it, but we can't stop until you are completely broken down psychologically and emotionally, so I can rebuild you into exactly what you were always meant to be. I'm very sorry mommy has to do all this baby, but I promise when it's all over that you will be much happier. Just remember that I love you, and I'd never let anything bad happen to my little baby girl." Andrea punctuated this warning with a loving gesture by asking Lilly to stand up in her crib so she could give him a warm, motherly hug and a kiss.

 As soon as Lilly sat down again, Andrea was headed out the door of the nursery and began walking down the stairs, confusing Lilly as to why she had not turned out the lights. His question was answered when she returned with his night time bottle, handing it to him over the top of his crib. Lilly did not want to drink the bottle for fear of urinating during the night, but knew she expected him to comply with her demands, so he began suc-king down the milk like the thirsty baby she expected him to be. Andrea smiled while she watched him nurse on the large bottle of infant formula. "Alright baby, it's time to get some sleep. By the time I come in tomorrow morning I expect that bottle to be completely empty, okay?", she whispered in a soft tone. It was much less demanding then the ones she had used previously when giving him commands. "Yeth mommy, fank you for da baba", Lilly replied, remembering this time to use his best little girl voice. This made Andrea smile.

 "Alright baby girl. Have a good night. If you need me, just cry and I might be able to hear you. You're going to need all the energy you can tomorrow, so get a good night's sleep", his mommy said with a loving inflection. She then turned on a pink Barbie nightlight in the corner, turned off his lamp shut the door, and left. This left Lilly to sleep alone in a room that, despite having a nightlight on, was still illuminated by sunlight and filled with the sounds of birds chirping outside. It was going to be a long night for sweet baby Lilly.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 05, 2020, 05:17:07 PM
Part 11

 Lilly tossed and turned for hours in an attempt to get some sleep. It was very hard for him to find a comfortable position, especially because of the impossibly thick diaper that was now taped between his legs. The diaper would only become a further nuicance when the concequenses of his previous two bottles caught up to him, causing him to wet his diaper various times over the couse of the night. Usually when he had trouble sleeping he would simply watch television until he eventually drifted off, but with no source of entertainment, Lilly was forced to stare hypnotically at the Disney princess poster on the wall directly across from his bed. He began to play a mental game where he debated to himself which princess was the best. Belle was easily the prettiest, he thought, but in this moment he related the most to Ariel, wishing he could escape his present circ-umstances and arrive into a whole new world just as she had. The debate raged on internally for a few hours until he eventually found himself drifting off into sleep.

 When he eventually awoke the sun was up once again, and he found that his diaper was absolutely soaked. Still, it was so thick that it had not leaked through, which releaved Lilly a great deal. The only thing more embarrassing then waking up in a wet diaper would be waking up in a wet diaper and equally soaked bedsheets. Lilly wondered how long he would have to wait before his mommy would come get him and remove him from his crib, and further pondered whether he should call out and tell her he needed a diaper change. He eventually decided against it, since he did not know what time it was and knew Andrea would be much less accommodating if he were to rudely wake her up.

 It was a moot point, however, because his mommy soon came strolling into the room with a cheery expression on her face, ready to say good morning and get her baby ready for his first full day as a little girl. "Good morning sweetie, did you have a good sleepie in your crib? Let's check if you left me any presents for mommy over night", she said in a chipper voice as she reached down and felt around the bottom of his diaper. "You're a little wet I see. What about stinkies?", she asked him while she turned him around and opened the back of his diaper, noticing nothing in that regard. She gave him praise for not messing overnight, although with how much his system was cleared out the night before it probably wouldn't have been possible anyway. She further praised him for finishing all of his formula like he had been told.

 Lilly then noticed that she had a package in one of her hands. He took out the pacifier that had found it's way back into his mouth sometime in the middle of the night and began to speak. "Mommy, what's dat?", he said, pointing directly at the package. Andrea began casually opening the bars of the crib, simply telling him he would find out during his diaper change. She helped him out of the crib and sat him up on the table.

 His morning diaper change started out fairly standard. Andrea removed his thick night time diaper and threw it into the diaper pail besides the changing table, grabbing another one of the diapers he wore yesterday and sliding under his bottom. He was a bit surprised however, when she took a boxcutter out of her pocket and began to open the package, revealing a pink locking chastity device which she fully intended on placing around his naughty little member. Lilly recognized what it was almost in an instant. He had often incorporated chastity in the stories in his journal, and figured she must have gotten the idea directly from there. Lilly's eyes teared up as he began to realize that everything, from the diapers, to the feedings, to the chastity, were entirely his doing, and if he had not been so careless with his deepest secrets, he would not be confined to the embarrassing, emasculating life he was about to be fully swept into.

 Andrea wasted no time tightening the device around his pen-is and locking it up for good. She gave it a few taps and looked down directly into Lilly's horrified face. "I think you know what this is don"t you?", she said, "after all, I never even would have thought about something this good if I hadn't gotten direct help from your little journal. I thought it was a bit weird at first, the thought of locking my baby up in a chastity device, but then I realised that if these were your fantasies, you might start to get a bit naughty. I know you've never had sex before, so it's a bit of a shame, but it's not like you're missing out on anything. Especially with that little thing. After all, babies don't care about any of that, and from now on neither will you". She then lifted up her shirt to reveal that she was not wearing a bra, and her large naked breasts were on full display.

 In spite of, or maybe because of, how mean she could be, Lilly had always had a bit of a secret crush on his step mother. Despite being 50 years old, she did not look a day over 35, and her large, busty figure was exactly the kind of woman he often fantasized about. His tiny pen-is tried to get hard at the site of his step mommy's breasts but could do nothing except strain against the chastity device. This frustrated Lilly to no end, who grabbed his caged Willy and began to sob.

 Andrea gave a smile and pulled her shirt back down. "See what I mean? Now all your little wee wee can do is make little tinkles in your diaper. Just like a little girl", Andrea said while she began to resume his diaper change. Once he was securely taped up into his new diaper, she began heading over to the closet only to pause and think to herself for a minute. Instead she turned around and opened one of the drawers underneath his changing table to reveal another collection of adorable feminine clothes, although these ones were much more casual, mostly being comprised of tshirts, overalls, and various skirts and play dresses. She took out a pink t shirt that had a picture of a unicorn on it, as well as a fairly standard pair of denim overalls. These, along with a pair of pink frilly ankle socks, would be his outfit for the day.

 Once he was dressed, it was time for the day to truly begin. It was mostly similar to the night before, although Andrea did not give him his "special vitanins" at breakfast this time, figuring he had received the message by now. Instead of spending the day in his play room, Andrea had moved the portable play pen into the living room so she could watch him while she went about her stay at home job as an online columnist. It was a very tight fit for Lilly, who spent most of the day inside of it attempting to play with stuffed animals, drinking from a bottle, and passively using his diaper while the tv droned on in the background. Even though he had fantasized about the baby treatment for a long time, he soon realized that the life of a baby is an incredibly boring one. When his mommy wasn't working, she would temporarily let him out to cuddle with her on the couch or change his diaper, but over all things were pretty mundane. That is until about 4pm or so, when Andrea decided it was time to get ready for his sister's arrival, and to this end, she had big plans.
Title: Re: A New Family Dynamic
Post by: sissyboy1212 on June 05, 2020, 08:59:33 PM
CuddleBunns I love your story.  It is so well written and thought out.  Hugs to you sweetie!
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on June 05, 2020, 09:26:13 PM
CuddleBunns, another great segment.  Lilly is getting the full baby treatment and she is about to meet her sister.  That should really be fun.  Can't wait for the next part of this story.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 05, 2020, 09:57:22 PM
Thank you for the kind words, Sissyboy1212 and Sissy Little Girl. I have a few humiliating ideas in mind for Lilly in the next couple of parts, although I would be lying if I said I had it all planned out in my head already. Needless to say, his sister Jessica is going to love getting the little sister she never had growing up. Maybe even a little too much, to Lilly's dismay.
Title: Re: A New Family Dynamic
Post by: dolly bo peep on June 06, 2020, 09:26:29 AM
CuddleBunns,

I enjoyed reading the newest addition to your story.

Mommy Andrea seems to be following her interpretation of what Lilly, then Nate, wrote in his journal.

Now that wet and messy, stinky diapers, chastity, and having his activities severely controlled and limited with spanking for punishment, Lilly is finding out that when fantasies turn into real life, it's not as peachy keen as it seems when it existed only between the ears.

All of us readers are interested in how Lilly's re-introduction to big sister Jessica will go.

I think that Jessica will love her baby sister to the point of great annoyance to Lilly.

What other fantasies will slowly come to life for Lilly? Will they also not quite turn out what was imagined before it all started coming true?


Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 06, 2020, 04:31:52 PM
You are quite right about his sister, dolly bo peep. I think she's going to become a much more frequent presence in Lilly's life now that she has a little sister to coddle and dote over. If Lilly doesn't learn to accept his new role things could get pretty hard for him.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 06, 2020, 04:46:29 PM
Part 12

 Lilly remained seated in the cramped play pen as the evening drew nearer and nearer. Unlike the rest of his baby furniture, it was not sized for an adult, meaning he had to curl his legs slightly to sit inside of it. By now his diaper was soaking wet for the fourth time that day, and although he had told his mommy about it, she dismissed him on the grounds that it could take much more wetting. All in all, he was not having a great experience with his new life so far, and wondered how long he would really be able to take it before he snapped.

 The monotony was soon broken, however, by the ringing of Andrea's cell phone and the news that his step-sister Jessica was on her way and would be arriving in a half hour. Andrea hung up the phone and immediately started preparations. Lilly now found himself being removed from his play pen and carried up the stairs by a now clearly elated Andrea.

 "I'm so exited sissy. Jessica works with little babies like you, so I know she's going to love how you've changed in the last two days. I mean, why wouldn't she? It was her idea.", Andrea beamed to Lilly as she carried him up the stairs. It was true, Jessica had a full time job as a senior staff member at a local daycare center, and she had always loved babies in particular. Maybe it was because she had not had luck having one herself, but Jessica seemed to instantly dote over any baby that she saw, to an extent that even Andrea had to roll her eyes sometimes. It was the other thing she said that most disturbed Lilly though. Her idea? What role did Jessica have in all this. Lilly had to ask.

 "What do you mean her idea mommy?", Lilly asked as Andrea began to carry him into the nursery. She plopped him down on the changing table, removed his overalls, and started to change his diaper as she continued the conversation. "Well you see baby girl", she said, "I wasn't being completely honest earlier when I said that I found your journal. It was actually your sister who first discovered it, when I let her clear out your room after you moved out. At first she just told me about it and we had a good laugh, but when she noticed how lonely I was, she was actually the first to come up with the idea of regressing you back into a little baby girl. It took some convincing, but I'm glad I listened to her. This new look fits you SO much better".

 Lilly laid there dumbfounded for a second while he processed what his mommy just said. He knew by now that Jessica was in on this somehow, that much was obvious, but the thought of her directly reading his deepest, darkest fantasies right from the source made him want to sink into the floor. As far as he was concerned his old life was already over, and feeling intense shame and humiliation was all that would lay in his future.

 Andrea, for her part, could sense his discomfort and decided to leave the topic of their conversation behind for the time being. She resumed his diaper change, this time changing him into one of his thick night time diapers, and topped it off with a new addition that Lilly had not seen before; A pair of pink ruffled panties. Lilly could only imagine how sickeningly sissyish he must have looked as his mommy lifted him off of the table to inspect his newly ruffled behind. Satisfied with the way that it fit, she next exchanged his pink t-shirt for a soft yellow dress with puffy shoulders and a layer of petticoats to top it all off. For her final touch, she began to do his hair and placed a pink bow on top of it, a proverbial cherry on top.

 Andrea looked her sissy son up and down, admiring her handiwork. She checked her phone and realised they did not have much time until Jessica would arrive, so she put her plan into action fast. She began to dig through the closet until she found a mysterious looking piece of cardboard with some words written on it, although Lilly could not yet tell what it said. She next carried Lilly and the piece of cardboard down the stairs and out the front door, right into their front yard in the middle of broad daylight. This absolutely terrified Lilly, who had yet to leave the house in his babified and sissified state.

 Andrea plopped Lilly down onto the grass and began to explain what was going to happen next. "Okay baby, your sister is going to be here any minute now, and I want you to be the one to greet her!", she explained to a visibly upset Lilly, who had hoped his mommy would be the one to do most of the talking. Andrea continued to explain his next humiliating task, "See this sign here Lilly? I know you're still too young to read, but it says 'BABY SISTER WUVS HER BIG SISTER'. Don't you think she'll love It? Look, I even drew some little hearts!"

 Andrea gave the cardboard sign to Lilly and pointed to a few large illustrated hearts. This did not change Lilly's expression in any way, which was one of nervous bewilderment. She simply ignored his lack of a response and continued. "I want you to stand here and hold this sign until your sister gets here. To really drive the message home that you're her LITTLE sister now, I think you should also suc-k your thumb when you greet her, I just know she'll find that so adorable. Can you do that honey? Can you suc-k your thumb?"

 Lilly did his best to comply and stuck his thumb in his mouth, although it took a bit of further prompting to get him to actually suc-k on it. "Good girl. You look so adorable honey. I don't think I'll ever be able to get her off of you", his step mommy replied with praise. The praise would soon be interrupted by the approaching sound of an automobile that was pulling into the driveway.

 Andrea gave Lilly a pat on the back, signalling that it was time to hold up the sign for his sister Jessica. Lilly tried his hardest to overcome his fear and pointed the sign in the direction of Jessica's now parked car. The drivers side door of the car soon opened and out walked Jessica, who instantly put her hands over her mouth and squeed at the sight of her feminized and babified sissy sister. She closed the car door and nearly sprinted towards the two of them on the grass, making incomprehensible high pitched noises the entire time. By the time she reached the two of them she could barely contain herself and gave her mom a quick hug before turning in the blink of an eye towards Lilly, who she instantly began to dote over with the excitement of a kid on Christmas.

 "OH MY GOD. OH MY GOD! What did you you do to him? He's so cute!", Jessica said in a manic frenzy as she inspected and analysied every square inch of his sissy outfit. Lilly could only stand there speechless as she had her way with him, poking and prodding at seemingly every point on his body before taking notice of the diapers. "You did it! You actually did it! Oh my god I think Im going to faint! You actually put him in diapers!", she said with a laugh as she started to pat his diapered behind.

 "Oh you'll find she's quite the good little girl now", Andrea replied, "Look, she's even got a sign for you." Jessica stood back for a second while Lilly held the sign back in front of him. Jessica gave it a quick once over and an enormous smile appeared on her face. She practically leaped forward and embraced him in a warm hug. "Awww, I wuv you too little sis. We're going to have so much fun together, now that you're just a wittle sissums. And a very pretty wittle sissums at that. I could just about eat you alive! ", Jessica beamed down at a frozen and confused Lilly, who was not used to his sister being this excited to see him.

 "What do you say to your sister Lilly?", Andrea asked him pointedly. Lilly shuffled his feet a bit before working up the courage to respond. "Th...thank..." Suddenly he was cut off. "Thumb in your mouth, baby girl", Andrea reminded him. He stuck his thumb back into his mouth. "Fank youu sisuah Jessica, youwe pwetty too", Lilly replied almost incomprehensible around his thumb. This caused Jessica to clap her hands and envelop him into another hug. "Can I please carry her inside mom? She's so cute that I simply can't let her go!", Jessica asked her mother excitedly. "Of course you can dear", Andrea responded, "but that's exactly what I was afraid of".

 Jessica laughed at her mother's little remark before sliding her arms around and under Lilly, picking him up as the three of them headed inside.
Title: Re: A New Family Dynamic
Post by: sarahpenguin on June 06, 2020, 05:38:45 PM
Hmm they should find him a bigger playpen so he can at least crawl around in a circle and high enough he can't get out for when baby doesn't have someone to watch him in the room :)
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 06, 2020, 06:01:40 PM
That's a great idea, and he probably will get one of those eventually. I only used the portable one in this instance because there's something very humiliating to me about actually having to sit in a play pen made for an actual baby. At 4 foot 9 inches, he can't fit in many things made for actual babies, so he's going to have quite the arsenal of sized up furniture by the time he's fully settled into his new life. 
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 06, 2020, 08:23:57 PM
Part 13

 Lilly remained in Jessica's arms as the three of them entered the house. The first thing Jessica noticed upon entry was his tiny play pen sitting in the middle of the living room floor. "What's the matter, did the furniture website I gave you not work", she asked her mother with a concerned tone. Andrea just laughed. "Oh heavens no dear", she replied, "I just thought it'd be easier to have something small and portable to keep her in when I want to watch her more closely. I've been thinking of getting her a larger play pen though, since she could easily escape that one. If you want to see some of the furniture I ordered, wait until I show you the nursery". Andrea motioned them up the stairs and Jessica nearly bounced up and down with glee.

 When they arrived in the nursery, Jessica was amazed. She had seen the pictures on the internet, but seeing it all in real life was a completely different feeling. She imagined the little sissy in her arms being locked in her crib or being changed on the changing table, which made her feel happy and excited. In truth she had not cared all that much for Nate before, but now that he was Lilly, she imagined him almost as her own real life doll to do as she pleased with. She soon noticed a number of diapers on the shelf next to the changing table and thought to herself for a second.

 "Wait, so are you making her use her diapers as well?", she asked her mother with a curious tone. Andrea gave a small chuckle to herself and stepped on the pedal of Lilly's diaper bin, opening the latch and exposing her previous two days worth of messes to a now hysterical Jessica.

 "OH MY GOD!", Jessica yelled out between fits of laughter, "That's so gross! I guess you weren't kidding when you said you were going to go through with it!". Lilly began to tear up at the humiliating situation unfolding in front of him. Jessica didn't take much notice to this however, and looked one last time at the diaper pail before her mother closed it. "SHE POOPS IN HER DIAPER TOO! OH NO THIS IS JUST TO MUCH", Jessica practically screamed out, unable to contain herself in between fits of hysterics. By now tears were starting to flow down Lilly's face. Clearly there was no going back from this. Even if he were to resume his life as an adult man tomorrow, his sister would remember this moment forever.

 His mommy shook her head and rolled her eyes. "Honestly Jess, you work in a daycare. The fact that she messes herself makes her a perfectly normal baby in my opinion. You probably change a hundred messy diapers a day", Andrea said to Jessica, who was beginning to regain a little composure. "I guess you're right", said Jessica. She turned her face to look directly at Lilly's. "You can't help it can you little sis? Babies like you can't control when they make wetsies and messies. Speaking on which..." Jessica cut herself off mid sentence and stuck a finger underneath Lilly's pink panties and checked his diaper for wetness. "Aw man, completely dry. I was looking forward to changing you", she said with disappointment.

 "Oh believe me", said Andrea, "there'll be plenty of time for that later. Would you like me to heat up a bottle so you can feed her?" Jessica's eyes lit up at the mention of this idea and she agreed that she would love to feed him his bottle. They made their way downstairs where Andrea told Jessica to place Lilly in the play pen temporarily while she showed her how to prepare his bottle. Lilly sat defeated in their absence, realising that Jessica was enjoying this way more that he thought that she would.

 Meanwhile in the kitchen, Andrea was giving Jessica the rundown on preparing Lilly's bottle. "You see, I start with a base of regular infant formula", said Andrea, "but the real secret sauce are these little things I have right here". Andrea pulled out a pill divider with various medications all sorted by type. She began to explain their function to Jessica. First she picked up a blue pill. "This first one here is sort of like an estrogen pill and a testosterone blocker all in one, but it's been specially designed to only feminize her so much. Basically I want to smooth out her features without having her you know, develop." As she said this she shook her breasts causing Jessica to giggle at the thought of her brother with a full rack of boobs. "Now I know it would be pretty funny to see that", Andrea continued, "but the goal here is to basically undo her puberty and make her a bit less masculine, not to turn her into a full grown woman".

 "Now that's the only pill that I add to every single bottle, but I have a few more at my disposal when I need them. For example, this one." Andrea held up a red pill to show Jessica. "This one is a muscle relaxant for if she ever tries to walk around like a big girl. I figured it would be fun for the game we were going to play tonight. You brought all the things we need right"

 "Yeah mom, it's all in the car. I can't wait to see the look on his face when he realises what we are going to make him do", replied Jessica.

 "Excellent", said Andrea, "It'll be cute to watch him stumble around everywhere. Anyways I have one last pill here. This one is a pretty basic laxative. I don't think I have to explain to you what it does, just be prepared to cover your nose". Jessica tried to contain her laughter as her mom crushed up not one, but two of the laxitives and added them, along with the blue and red pills, to the bottle of formula. She gave it a good shake before heating it up in the microwave, and the two of them headed back into the living room.

 "Hey there little sis, time for your baba" Jessica cooed as she approached Lilly's play pen and picked him up, sitting down on the couch and placing Lilly down in her lap. Andrea handed Jessica the bottle and she wasted no time guiding it right to Lilly's lips. He began to suc-k down it's contents while he looked directly up into Jessica's eyes. It was very embarrassing being bottle fed by his sister, although Lilly had to admit that it was at least a bit better than the cold shoulder treatment these two women usually gave him. Jessica, for her part, gave him many loving words of affirmation as she encouraged him to suc-k all of the contents out of the bottle. By the time it was all gone, Lilly had not even noticed that his mommy had pulled out her phone and was recording the whole thing.

 "Okay, up we go baby. Time for burpies", Jessica said lovingly as she picked him up and placed him over her sholder, producing instant burps when she began to massage his back. Jessica had a lot of experience burping babies, and in this moment strangely found herself seeing him no different than any other baby, completely innocent and dependent in every way. It almost made her feel bad for what she was going to do to him later.

 Once the feeding was done, Jessica continued to snuggle up with Lilly on the couch. She wanted to see Lilly with her pacifier, so Andrea went back up the nursery to retrieve it, plopping it into Lilly's mouth as he lay there on his sister's lap enveloped in her loving arms. Lilly almost drifted to sleep as he lay there listening to his mother and Jessica talk, but he was rudely jolted out of his drifting state by a familiar feeling in his stomach. It was happening again.

 "Mmm...Mommy, Mommy! I gotta go poopy", Lilly blurted out, immediately embarrassed at what he just said, but also too distracted by the urgency of his situation to really care. Jessica just giggled and held him tighter. "Awwww, she even calls you mommy!", she said to Andrea as the sissy began to writhe in pain on her lap. "Its okay baby girl", said Andrea, "Your sister has seen lots of babies make poppies."

 "Yeah", added Jessica, "I see babies make stinkies for me all the time. From where I'm sitting I don't see why you'd be any different." The struggle continued for a few minutes as Lilly tried to hold out, but once again the laxatives had won. Tears began to fall like raindrops from Lilly's face as a gigantic mass of mushy poop began to release into the back of Lilly's diapers. Andrea and Jessica knew from the smell alone that he had finally let go almost immediately.

 Jessica placed her hand on the back of Lilly's diaper and felt it expand as she whispered encouraging words to her clearly distressed baby sister. "Come on baby, that's it. Just let it out. It'll all be okay princess, big sister is here for you. You don't have to cry. It'll all be okay", she spoke softly as he continued to cry and release messy poo into his diaper. Worse still, by now his bottles had caught up to him, and he began to wet himself as his sister continued encouraging him to use his diaper, making him feel more babyish than he ever had in his entire life. Jessica genuinely did feel bad for her new baby sister, who was clearly distressed at the whole situation, but she knew that in order for her and Andrea's plans for full babification to work, Lilly needed to be broken down psychologically in a way where he could never see himself as a man again. The only real consultation she could give right now was her loving affection, which she had in spades.

 After he was all finished messing, Lilly lay in Jessica's arms quietly sobbing into her sholder, with Andrea hitting stop on her phones video recorder and looking on with mixed feelings. On one hand she hated seeing him suffer like this, but on the other hand, she knew that she had just broken a psychological barrier. If she planned on having him completely regressed by the end of the week, she needed to go through with her plans. "Alright", said Andrea, "Let's get the baby changed and then we can all have some dinner".
Title: Re: A New Family Dynamic
Post by: PervScenes11 on June 07, 2020, 12:31:11 AM
WOW. This story is terrific. Thank you for all the new chapters. I just cannot put into words how much I love Andrea's goal of breaking down/eradicating Lilly's male ego. And her talking to him about it? So insanely hot. It's like she's getting him to participate in his own regression/reprogramming. I love it. Hope both Lilly's mommy and her big sister breastfeed her soon.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 07, 2020, 01:47:54 AM
Thank you PervScenes11, your nice words mean a lot to me. I've thought many times about incorporating breast feeding, so it's a very strong possibility. I like stories where characters end up living a totally infantillized lifestyle, so the more babyish the activity Lilly is forced to do, the better.
Title: Re: A New Family Dynamic
Post by: sarahpenguin on June 07, 2020, 05:01:04 AM
Kind of hope she's told not to talk like she is told not to talk as that is too adult for her and to cry if she's hungry or uncomfortable and they'll hear her over the baby monitor and go through the crying baby list starting with checking her diaper then trying to feed her a bottle or if she is just lonely and wants horsie rides.  Bonus if she's told to make endless meaningless babble like gooo gaga when she's awake.  She should get some infant toys in her crib to distract her so she can get to sleep easier along with a mobile over it and nursery rhyme player (possibly to be used for hypnotic doctored tracks too.) :)
Title: Re: A New Family Dynamic
Post by: sweet baby katie on June 07, 2020, 08:21:08 AM
Wonderful story.  The slow acceptance of his inevitable, deeply desired outcome is delicious.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 07, 2020, 08:04:53 PM
Thank you for the kind feedback, sweet baby katie. And I think those are all wonderful ideas, sarahpenguin. Perhaps by the end of the week that is where Lilly will end up.

Part 14

 Jessica followed her mother with Lilly in her arms into the nursery for what was going to be a very messy diaper change. "Can I do the honors?", asked Jessica, who Lilly was beginning to think was having a bit too much fun at the idea of taking care of him. "Certainly, honey", responded Andrea, "You have much more experience with changing baby's diapers than I do."

 Lilly felt the mess in his diaper squish up against him as Jessica sat him down on the changing table, prompting him to lay back and hold up the bottom of his dress as she began to remove his diaper. Once the diaper was untaped and opened up, Jessica could not help but laugh hysterically at the sight in front of her. In addition to her brothers bottom being absolutely painted with embarrassing poop, his tiny locked up pen-is was on full display to Jessica for the first time. The very fact that the sickeningly adorable, messy and chastised figure in front of her was once her annoying, pathetic step brother absolutely filled her with glee. Finally, she thought, he was getting his due.

 "Wow mom, you didn't tell me about this", Jessica said, struggling not to laugh as she pointed to Lilly's chastity device. Andrea just shrugged. "Baby girls don't get to play with themselves", Andrea stated matter of factly. "And besides", she added, "considering she seemed to get off on the whole sissy baby thing, and considering that I don't want to stare at a tiny, disgusting boner every time I give her a diaper change, I thought it was the best solution. Plus, I think it suits her pretty well, don't you?"

 Jessica stared at it again for a moment before responding. "You know, you're right! I think it's a great idea. It definitely suits her to a tee. Isn't that right baby Lilly?", Jessica asked a now utterly embarrassed and broken down Lilly, who simply turned his head and suc-ked on his pacifier, wishing she'd just hurry up and change him into a new diaper already. "I think she just wants her bottom cleaned up, honey. Babies don't really care about those sort of things", Andrea responded for him, as if she was reading his mind.

 "Oh sorry, I'll get right on that", responded Jessica, who hadn't realized how distracted she had become from the task at hand. She continued his diaper change with the expert precision of a professional caretaker, having him wiped down, powdered, and taped into a brand new diaper in only about a minutes time. Once she was all finished up, she again picked Lilly up and they all headed back down to the kitchen for dinner.

 Dinner was another embarrassing ordeal for Lilly, who felt like an animal at the zoo as Jessica continued to ask question after question about the daily processes involved in his new life style. From his high chair, to his baby food, even down to the way his mommy washed his face after a meal, she seemed to have questions about everything. For their part, Jessica and Andrea continued to treat him exactly as the baby they proclaimed him to be, cooing him and using congradulatory baby talk as they took turns shoveling baby food into his mouth. Jessica in particular seemed to take relish in his babyish feeding ritual, often pretending to bring the spoon up to his mouth and pulling it away at the last second, or intentionally missing his mouth by just enough that he ended up with baby food all over his face. To add insult to injury, Lilly again got to sit in his high chair alone after his meal and watch Jessica and Andrea as they ate a delicious pasta dinner and each drank a glass of red wine.

 Lilly expected Jessica to quickly say her goodbyes and leave at the end of their meal, but was surprised when she instead ran out to her car and grabbed a stereo and a mysterious CD labelled "Kids Party Songs" from the trunk. When she returned inside, she helped Andrea clear some space in the living room for Lilly's next himilliating task. Andrea quickly returned to the kitchen and made another bottle of formula (This time with only more muscle relaxant added), and then released Lilly from her high chair. She carried Lilly to the living room and set her down on a blanket she had placed on the floor, giving him the bottle and telling him to drink. It was then that Jessica began to explain his next humiliating task.

 "Are you ready to play a game little sis?", Jessica asked with a smile as Lilly looked up at her with a blank expression. Andrea shook her head. "Of course she wants to play a game, all babies love games. Stand up Lilly", Andrea ordered to Lilly, who decided based on her tone that he should seriously comply. Lilly attempted to stand up but was surprised to find that it was much harder to do than normal. His muscles felt surprisingly weak as he struggled to simply balance on the weight of two legs. Jessica clapped her hands and congratulated him for being able to stand up.

 "Okay baby, here are the rules", Jessica said as she walked over to the stereo and inserted the CD. "You know how to do the Hokey-Pokey don't you?"

 Lilly nodded his head, embarrassed of the fact that they were going to make him do this childish dance. "Well", continued Jessica, "You're going to do the Hokey-Pokey for us, isn't that fun? But there is one catch. Babies don't have very good balance, so you might find it hard to do on your own. So if you fall down you're going to have to do something for us." As Jessica said this she reached into a bag and pulled out a few pieces of paper. This momentarily perplexed Lilly until she explained what they were, and then he was horrified. "These here are exerts from the journal of a certain Baby Lilly. What a coincidence, right? She has the same name you do!", Jessica explained with glee.

 Lilly's stomach dropped. These were clearly pages she had saved from his old journal, the same journal that had indeed landed him in this position in the first place. Lilly knew they had both seen his journal of course, but it was still very upsetting to see pieces of it in her possession in real life. Jessica saw the shock on his face and gave a small chuckle as she continued to explain the rules. "Every time you lose balance and fall down I will give you one of these pages to read", said Jeaaica. "Not only will you have to read it, you will have to read it in your best sissy baby voice. Fall down three times and not only do you have to read one of these pages, but you will have to act out whatever is written down on it as well. Do you understand the rules baby sis?"

 Lilly gulped and looked back at Andrea, who was giving him a raised eyebrow. Clearly refusing to play would result in a spanking. He looked back at Jessica and sighed. "Yeth sis", he responded in a defeated tone.

 "Okay baby let's begin!", Jessica said as she walked over to the stereo and turned it on. Within moments an incredibly childish and embarrassing version of the Hokey Pokey began playing out of the speakers and Jessica gave him the signal to start. Lilly tried to move his body in time with the music, but due to the muscle relaxant that had been added to his formula, found himself having a great deal of trouble.

"You put your right arm in..."
Lilly attempted to move his right arm, being able to accomplish the task pretty easily, although finding that his arm felt much heavier than normal.

"You put your right arm out..."
Lilly pulled his right arm back, finding it much harder to remain balanced this time. He stumbled backwards a bit, but he caught himself. For now he was safe.

"You put your right arm in, and you shake it all about..."
Lilly jerked his right arm back in front of him, this time finding himself looking balance again, before catching himslf and giving his arm a shake.

"You do the hokey pokey and you turn yourself around..."
Lilly attempted to twirl his body in a circle, but quickly found his body off balance. He instead found his diapered bottom plopping down heavily onto the floor with a thud.

"That's what its all about!"

 Laughter erupted from the mouths of Andrea and Jessica, who were clearly amused by what they had just seen. Jessica got up off the couch and paused the stereo, grabbing a page of Lilly's old journal and handing it to him. "Okay baby, you know the rules", she said to a mortified Lilly who was still reeling in from the shock of suddenly falling down, "why don't you read us this nice little passage here". Once Lilly grabbed the paper and finally saw what it was that she wanted him to read, he knew this game was only going to get worse for him from then on.
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on June 08, 2020, 12:39:30 AM
Oh man, CuddleBunns, You really pegged my meter with that chapter.  Poor Lilly has been put through the paces of humiliation and both his step-mom and his sister are having a field day with him/her.  Keep up the good work and hurry with the next chapter.  We all want to see what happens next.
Title: Re: A New Family Dynamic
Post by: sarahpenguin on June 08, 2020, 04:03:46 AM
At least sissy went plop in a clean diaper :)
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 08, 2020, 07:26:18 PM
Part 15

 Lilly stared blankly down at the paper in front of him. He knew that he needed to read it, but he simply could not bring himself to do so. Each humiliating word he had written seemed to jump out and attack him like a rabid dog. He was quickly snapped out of his trance by the sound of his mommy's commanding voice. "Honey, you heard your sister. Read us what's on the paper. And remember to use your best sissy voice when you do it. You don't want a spanking do you?", said an increasingly impatient Andrea.

 Lilly gulped. It was now or never for the little sissy. He attempted to stand up again, held the paper out in front of him, and stammered as he began to read the embarrassing text.

 "My...My name is Baby Lilly, and I wuv wuv WUV being a baby. I wish my mommy-", Lilly cut himself off temporarily and looked at Andrea, who was smiling as wide as she possibly could. He gagged a little before continuing. "I wish my mommy could make me wear d...di...diap..."

 "Make you wear what little girl? Speak more clearly", said Andrea, who was clearly very amused by this part in particular.

 Lilly mustered up all of the courage he could to continue. "Make me...wear diapers. I wish my mommy could make me wear diapers"

 Suddenly the room erupted with laughter. "Wow, looks like you got your wish baby girl", said Jessica. Lilly shed a tear as he realised that no matter what he said or did to the contrary, they would never believe him after this if he said he wanted to be an adult again. He had now proclaimed himself to not only be a baby, but to enjoy being a baby as well.

 Once the excitement died down, Lilly continued on with his embarrassing task and began reading the rest of the text in front of him. "I wish I could be a pretty little princess and wear pretty clothes and be a sweet sissy girlie. My big sister Jess gets to wear the prettiest little outfits and I get so jellous sometimes. She is sooo pretty, I wish she would take me shopping sometimes and teach me to be pretty just like her. Jess loves little babies so much. I wonder if she'd like me better if I was a baby? I hope if I was a baby she'd be nicer to me."

 Andrea and Jessica again had a hearty laugh at the scene in front of them, however, Jessica's laughter soon turned to genuine love and sympathy as she got up to give her new little sister a hug. "Awww, but I do love you so much more as a baby, little sis. Seriously, you're the cutest baby sister anyone could ask for", she said as she tenderly rubbed his back and patted his bottom, "I'm afraid all my outfits are a bit too grown up for you though, sissykins. Maybe I can take you shopping sometime." Lilly's face went red with a mix of embarrassment and genuine excitement at this gesture. He knew that in order to save his dignity he should feel disgusted at the offer, but in this moment felt a genuine, sympathetic warmth that he had rarely felt in his life before, which is why he found himself shocked and surprised when he immediately blurted out "I wuv you too Jess!", and hugged her back without much of a second thought. This made Jessica extremely happy. She wondered if the psychological barriers to babyhood in his mind were already beginning to break down. She would have to test him further and see.

 Andrea looked on with a relaxed smile, clearly having the same thoughts that Jessica was. However, the game was not over yet, so she decided that Lilly had to continue. Lilly attempted two more pitiful times to complete the hokey pokey, each time failing sooner than the last. As promised, he was forced to read another embarrassing passage he had written in his journal, and on his third attempt was forced to act one of his passages out. Once he saw the passage he would need to act out for them, he began to sweat, clearly understanding where this was going.

 "Can you read what it says honey?", Andrea said as she handed him the slip of paper. Lilly took a deep breath and began to read the passage aloud. "Mommy asked me if I wanted to play horsey and bounced me on her lap while she tickled me. I had so much fun I...wet my daiper", Lilly read in a clearly unamused voice. By the time he finished, Andrea was already motioning him up into her lap. He understood where this was going to go, but figured he might as well get it over with and put an end to this humiliating game. He started walking over to Andrea, only to stumble over due to the muscle relaxant. Jessica and Andrea just shook their heads. "Um, I think you're going to have to crawl little sis", said a clearly amused Jessica. Lilly realised she was right and began to crawl towards Andrea's feet, who promptly lifted him up and sat him on one of her legs with both of his legs straddling it. "Alright baby", said Andrea, "Giddyup!"

 Andrea began to bounce Lilly up and down on her leg which, to Lilly's dismay, seemed to excite his boy parts quite a bit. Unfortunately for Lilly, this meant that it was now constantly straining against his chastity cage as his beautiful mommy continued to bounce him on her leg. Lilly closed his eyes and moaned in pain as his tiny sissy pecker struggled (and failed) to reach any semblence of satistfaction. He could not tell if either his mother or sister realized what was going on, but he hoped to god that they did not. It would be a short lived ordeal however, as when he opened his eyes he now saw that his sister had moved right in front of him and crouched down so that she was now eye level. "Tickle Time!", Jessica said as she began to tickle him all over his body. Lilly's body began to giggle and shake uncontrontrollably, begging her at every instance to stop. His mother continued to bounce him on her knee while he was mercilessly tickled into submission.

 When the dam finally broke, Lilly lost control and fell back, teary-eyed and still giggling, right into his mommy's lap. He looked up at Andrea as he began to uncontrollably wet his diaper. Andrea looked down and watched him with a loving gaze in her eye. Their eyes locked onto one another and for the first time, despite the constant humiliation, Lilly could feel some sort of a genuine bond between mother and baby. Perhaps, he thought, she actually did love him.
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on June 11, 2020, 10:26:21 PM
CuddleBunns, That was another GREAT chapter.  Lilly is getting the full baby treatment now and he really doesn't which way to go. Keep going and give us another fantastic chapter. :D
Title: Re: A New Family Dynamic
Post by: dolly bo peep on June 13, 2020, 10:10:41 AM
CuddleBunns,

I'm catching up on the last few parts and really like how you are moving the story along.

Big step sister Jessica seems to really love her sissy baby girl Lilly, and is having way too much fun doing it!

Lilly is really getting her ego deflated, being forced to read parts from her journal, having to act out what was just on paper and now it's turning into real life, like it or not!

I'm really looking forward to your next chapters, when more of Lilly's fantasies are brought to light and come true.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 14, 2020, 05:00:17 PM
Thank you everybody for your kind feedback. I am sorry I haven't been posting as much this last week. Things have been a bit hectic for me and I haven't had as much time or energy to sit down and write. Hopefully I can continue to keep up at a decent pace in the future. For now thank you all for sticking with me, it's been very fun writing so far.

Part 16

 Eventually it was time for Jessica to head home. "Thank you for coming over honey, I think we all had a great time", said Andrea, as she motioned her daughter in for a goodbye hug. Jessica broke from the hug and crouched down so she could give Lilly a hug as well. "It was nice to formally meet you little sis. You're as cute as a button now! I hope I can play with you again sometime soon", Jessica lovingly said to Lilly with a pat on his diapered bottom. She soon stood back up and opened the door to leave. As she was walking out the door, she turned around to address them one last time. "Goodbye Mom, goodbye Lilly. You're welcome to come visit me any time, I'd love to have more time with my little sister. Have a good night, everybody", she said with a wave, before getting into her car and leaving.

 This left Lilly and Andrea standing in the doorway, alone at last. "Alright sissy, let's get that diaper changed and get you ready for bed", said Andrea. Lilly soon found himself being carried up the stairs and to his nursery by the seat of his very wet diaper. It had been a very emotionally taxing night for Lilly, who at this point wanted nothing more than to finally be let into his crib so he could get some much needed sleep. Luckily, he would soon get his wish, finding himself locked in his crib for the night after being dressed in cute pink nightie and being given a much needed diaper change. Lilly looked out the still sunlit window as he tried his best to drift off to sleep. He had no idea what time it was, although if he knew it was only 7:30pm he might found himself too upset by the realities of his new life to sleep. Eventually, after hours of twisting, turning, and occasionally suc-king from the brand new bottle of formula his mommy had placed under his arm when she tucked him in, he was finally able to shut his eyes and drift off into a deep sleep.

 Lilly awoke to find himself not comfortably locked inside of his crib as he had expected, but instead laid out on his changing table, looking up at his mommy as she began undoing the tabs of his thick night time diaper. "Good morning honey! Hows my sugar bear this morning?", Andrea asked with a smile as she noticed Lilly's eyes begin to blink and take in the world around him. "Whaaa...when did I-", Lilly stammered, before being cut off by the action of his mother stuffing his pacifier into his mouth. Andre giggled to herself as she casually continued with his diaper change. "You had a big wetsie during the night silly, I'm just changing you into a dry diaper. I'm sorry to wake you up honey bunch, you looked so peaceful laying there", Andrea explained to somewhat surprised Lilly. He had never really been a bed wetter before this ordeal, and could not understand why night time wettings were becoming a nightly occurance for him. This was, of course, due to the bottles Andrea had been feeding him, a fact that Lilly had been theorizing ever since the first laxative laced bottle she had fed him days before.

 Andrea continued to coo and speak baby talk to Lilly for the remainder of his diaper change. Lilly barely noticed the time fly by, too caught up in silent thought about the state of his new life as a baby girl. By the time reality set back in, he had already been changed into a new (thankfully less thick) diaper and was in the process of holding his arms up to let Andrea dress him in his new clothes for the day. Lilly sat there obediently as a pink and white garment was draped over his head and snapped at the crotch. He was then told to step off of the changing table as his mommy helped guide his legs into a sharp looking pink skirt, which she promptly slid up his legs and onto his waist. By the time all was said and done, Lilly had been dressed into a full pink and white sailor suit, with a matching bow in his hair, a pair of knee high socks, and an adorable pair of black shoes to boot.

 Andrea straightened his bow and smiled. "You look amazing darling, perfect for the day ahead of us", she said with a kiss on Lilly's cheek. Lilly very quickly found himself going through the motions as his day began proper. He was fed breakfast much the same way as he had been, locked in his high chair and forced to act like he enjoyed the bland, tasteless porridge that Andrea decided to feed him that day. At least it wasn't baby food, he thought. Lilly was next given his bottle, burped, and forced to entertain himself for the rest of his morning locked inside of the childish playroom that had been set up for him. Much to his surprise, Andrea had set up a child safety gate over night, meaning that even if he wanted to escape, he was stuck exactly where she had left him. Lilly crawled around playing with various toys for hours, still finding himself not getting much enjoyment out of the simple nature of his new playthings. He was very careful not to stand on two legs, painfully aware that his mommy had a nanny cam set up and could potentially see what he was doing at any moment. Andrea watched him from her laptop as she went about her writing job, obviously happy that he was obeying her rules with not much pushback.

 This continued for a few hours until suddenly Andrea appeared in Lilly's playroom, startling him out of his world of make believe with the sound of the safety gate opening. "Hello, baby. Sorry to interrupt your little game", Andrea said as she tactfully reached her finger under his diaper to check for an accident. "All dry! That's good. I guess I won't have to change you then before we go on a little walk."

 Lilly suddenly jolted up in surprise. "Walk! What do you mean walk! I can't go out like this!", he yelled in shock at a clearly unamused Andrea, who slapped his thigh with a hard thud in response. "You've been so good these last few days baby, don't make me spank you again", Andrea replied in an icy, matter of fact tone that sent chills down Lilly's spine. Andrea then reached under Lilly's arms and picked him up, clearly trying to prove that he had no say in the matter. She continued to speak bluntly to him as she carried him yo the other side of the house.

 "First of all it's a nice day out, and you need some fresh air. So yes, we are going for a walk", Andrea scolded him, "And second of all, I don't know if you've forgotten, but babies don't speak to their mommies like that. You are going to be a baby for a long time, and you need to start acting more like one RIGHT NOW, or things aren't going to go very well for you. Babies do not care if their mommies take them on walks through the neighborhood, and they certainly don't care who sees them. I know it's hard for you, because you still have an adults sense of shame, but I promise the faster you get rid of that, the easier your life will be. I intend on treating you 100% like the baby you are, whether you like it or not"

 Lilly had little time to process the harsh words his mommy had just dealt, as he soon found that he had other troubles ahead of him. When his mommy opened the front door, he was utterly shocked to find an adult sized stroller sitting there waiting for them on the front porch. Andrea wordlessly plopped him into the stroller and did up the straps, before returning inside to heat up a bottle for him. Lilly could barely fight off the wave of pure anxiety that was coursing through his veins in anticipation of his humiliating trip through the neighborhood. Andrea soon returned with his bottle, setting it in his hands and giving him a few pats on the head before unlocking the stroller and setting out for the first of what would become many humiliating walks.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 14, 2020, 05:20:17 PM
Part 17

 Andrea hummed to herself as she pushed Lilly's stroller down the street, taking time to wave to each and every passerby that she saw. Thankfully for Lilly, none of them stopped to talk to his mother about his current predicament, although they each did seem to stare directly at his stroller as they walked by. This was until Lilly caught the sight of two young female figures on the horizon. When Lilly noticed who they were, he tried to bury his head in shame.

 The two figures that were quickly approaching were people that Lilly had known back in high school, friends to be exact. Their names were Alexis and Samantha, and they were the last people that Lilly wanted to see in his current state. When Lilly (then Nate) was still a student in high school, he found that friends were quite hard for a kid like him to come by. With his short stature, awkward demeanor, and complete inability to stand up for himself, most of the other students wanted nothing to do with Nate and he found himself completely alone. That was until 10th grade when he was discovered by Alexis and Samantha, two girls who found themselves taking great pity on the boy. The relationship started out fairly innocent at first, with the two girls inviting him to sit at their their lunch table, inviting him over to watch the odd movie or two, even sometimes taking him to the mall to go shopping with them, an activity that Nate pretended not to enjoy but secretly loved every second of.

 However, as they continued to hang out together, Nate quickly found himself quite attracted to Alexis in particular. Neither of them were terrible to look at, mind you. Alexis was a sweet, slender framed girl with strawberry blonde hair and a bubbly personality, and Samantha was slightly thick taller girl with curly back hair and a smile that could melt anyone's heart. Unfortunately for Nate, at not even 5 feet tall and 113lbs soaking wet, he soon found out that they were way out of his league. He made many subtle attempts to let Alexis know that he was interested in her, however she seemed to intentionally act oblivious to all of them. Despite not being the most popular girls in school themselves, Alexis and Samantha found themselves quite romantically successful during their high school years, and did not shy away from talking about their various relationships around Nate. They would often make comments about their dates and the men they were dating right in front of Nate, sometimes showing him the shirtless pictures their boyfriends had sent them and asking Nate what he thought. Usually Nate would just give an uncomfortable smile and respond with something along the lines of "Yeah he's pretty cute I guess", which would often cause the girls to giggle, but deep down It was torture for Nate, who knew he could never compare to the absolute hunk football players and track stars that the two were constantly dating. Alexis and Samantha, for their part, both assumed despite his constant insistence otherwise that Nate was gay, and would constantly make subtle allusions to the fact that he would be much happier if he had a boyfriend too. After all, they figured, a man like him would probably never have a chance with a woman anyway.

 Lilly tried to cover his face as the two familliar faces drew ever closer. Suddenly his mommy stopped the stroller and gave an exagerated wave. "Alexis, Samantha! I haven't seen you two in so long!", she yelled with excitement at the two girls, who by now were running over with brisk excitement. They both said their hellos and gave Andrea a big hug. Despite the distaste Nate had shown for his stepmother back in high school, and vice versa, Alexis and Samantha had both always gotten along well with Andrea. They would often take her side when arguments would break out when they were all over at his house, which made Nate feel even more like the childish nobody that everyone seemed to treat him as. They broke from their hug and the two girls eyes quickly caught sight of Lilly. Alexis had a stumped look on her face, which immediately turned into shock when she realised what she was looking at.

 "Nate, is that you!?", Alexis yelled out in shock as Lilly buried his head and tried his best to brave the situation. "Hi Alexis. Hi samantha", he said with an unenthused mumble as she and Samantha began poking and prodding him all over to get a better look at the baby girl that he had become. Suddenly Andrea spoke up. "Actually she goes by Lilly now, and that's not the only change that's been made to my widdle girls life. Look at this." Andrea lifted up Lilly's skirt and moved the snapped crotch underneath out of the way slightly, revealing the pink edge of a disposable diaper to a now dumbfounded Alexis and Samantha. "Oh my god, you're wearing a diaper! Why are you wearing a diaper Nate!", Samantha said as she tried hard not to laugh at his predicament. Despite the absurdity of the situation, both girls had to admit that they did find him quite cute.

 Lilly just sat there with his hands on his head as his mommy tried her best to explain the situation. Samantha and Alexis stood there opened mouthed while Andrea began to explain everything, from his journal, to his failing out of school, to his wonderful wardrobe of diapers and sissy outfits, even up to the first time she had to spank him for disobeying her. As she went on and on, the two girls expression seemed to change from one of shock to one of amusement. By the time she was finished, they seemed to view their old friend exactly as she did; nothing more than an adorable, pathetic little baby.

 "Well she's right about one thing Lilly", Alexis said with a smile as she turned to Lilly, who was still acting very scared and coy, "This all definitely suits you to a tee." She gave Lilly a small tickle which caused him to kick his feet and release a small drip of urine into his diaper. Samantha looked on lovingly and turned to face Andrea. "She really is so cute like this, I think you made the right choice", Samantha said with a look of sympathy on her face, "after high school we were worried about what would happen to Nate. He was always more like a little brother to us than anything else. I'm glad you have him exactly where he belongs, where you can protect him and keep him safe. We would love to come visit him sometime. Does your little one need a babysitter by any chance? We'd definitely be able to take care of her if you needed some time to yourself."

 Andrea gave a nod at the offer. "Thank you so much for the offer dear", she said, "I don't get out much and I'd love to have a night to myself for once. I'll give you guys a call and maybe we can work something out". Alexis continued to play with a horrified Lilly for a few minutes until it was eventually time to go. They all said their goodbyes and Samantha handed Andrea a piece of paper with their numbers on it in case she wanted to get a hold of them. Lilly began to shed a tear when he heard them laughing as they walked away in the background, his mommy humming a tune as she unlocked his stroller and continued down the path.

 The pattern would continue for quite some time, his mother rolling him down the path and waving hello to strangers as Lilly slowly nursed from the bottle that had been placed with him. This had the exact intended effect one would think, with Lilly's diaper eventually ending up soaking wet. This made him feel even more like an infant. As if being rolled around publicly in a big stroller for all to see was not enough, he now had a wet diaper taped around his hips to really re-enforce what his new role in life was. Eventually they reached a public park with a playground, and much to Lilly's horror, it was crowded as can be.

 Lilly's mommy stopped the stroller next to a bench and looked on at the scene ahead of them. Dosens of kids ran back and forth on the playground in a madness and fury that overwhelmed both Lilly and Andrea, who by now was looking for somewhere slightly more quiet so her baby could play in peace. She soon spotted a sandbox that had about two or so other toddlers playing in it, and figured that was the best place for a baby like Lilly. Within moments Lilly was unbuckled from his stroller and carried over to the sand pit, being let down with a plop as he took in the site in front of him. All around him mothers and fathers were watching their small children play in the sand, some of them giving him a bit of a skeptical eye, but thankfully for Lilly, they did not call any attention to their skepticism. Andrea reached into her diaper bag and grabbed a small toy shovel, handing it to Lilly and expecting him to entertain himself. Lilly spent the next few minutes desperatley digging in the sand, trying to forget where he was and avoid the multitude of eyes that were fixed on him. Suddenly he was interrupted by the sound a small, high pitched voice. "Hello. You're pretty big for a baby", said a toddler girl, who was standing directly over Lilly and giving him a slight look of superiority. Lilly looked back at his mommy, who was looking on with a monstrous grin at the situation at hand. He knew he would need to indulge her.

 "I dunno what you mean. My mommy says I'm just a baby. She says I have to be a good little baby for her. My name is Lilly", Lilly replied in the best little girl voice he could muster. The toddler girl gave out a laugh plopped herself down directly across from him. "My name is Sophie. I'm four years old. Can I play sand castles with you?", she asked in a sweet innocent voice, obviously seeing Lilly as nothing more than a new friend. This clearly concerned the girls mother, who quickly walked over to Andrea in an attempt to find out what was going on.

 Lilly continued to play in the sand with Sophie for quite some time. Occasionally he would look back at Andrea and Spohie's mother, who were clearly locked in a very long conversation. Every time he looked back, he noticed that her mother's face was slightly less worried, and by the time ten or so minutes had passed, she was smiling and seemed to be getting along with Andrea great. Eventually both Andrea and Sophies mother walked over to greet their happily playing babies in the sand pit. "I see you made a new friend Sophie. Are you two having fun?", asked Sophie's mother (who Andrea learned was named Jane) to a happily playing Sophie, who looked up and excitedly ran over to give her mother a hug. "Mommy! This is Lilly, she's my new friend! She's such a pretty baby isn't she?", Sophie said as she jumped up and down next to Jane in excitement, causing Lilly's face to turn pink. "Its so nice that Lilly could make a new friend. Maybe our little girls should have a playdate sometime", Andrea pondered. Jane briefly looked over at Lilly and gave a smile back at Andrea. "Certainly", said Jane, "I'm sure that would be all sorts of fun. Are you two around a week from now? My husband is the main breadwinner so I'm pretty much around all day, I'd be happy to supervise them while they play together."

 Andrea clapped her hands in excitement at the proposal. "Of cousre!", she said with glee, "consider it a playdate!". Sophie jumped up and down in excitement at the news while Lilly just sat there embarrassed. Jane quickly announced that they needed to leave, but gave Andrea her number in case she had further questions. When they were finally gone, Andrea slipped her hand under Lilly's diaper for a very embarrassing diaper check. "Oh no, you're wet baby!", she said as she picked Lilly up out of the sand pit and brought him to a slightly more secluded spot on the grass. She layed down a blanket and set Lilly down, worrying Lilly a great deal at the prospect of having a very public diaper change.

 "Mommy, what are you doing?", asked a skeptically curious Lilly as Andrea began digging in her diaper bag for her supplies. Andrea gave a raised eyebrow and shook her head. "Changing you silly, your diaper is soaking wet!", she said with boop on his nose, nonchalantly continuing to prepare for his very public diaper change. Lilly began to internally freak out. "Not here mommy, please!", Lilly begged, "everyone can see me here. Please don't mommy!". Andrea silenced him with a pacifier as she began to unsnap the bottom of his onesie and pull his dress up. "Lots of people change their babies at the park sweetie", she replied dismissively to now incredibly embarrassed Lilly.

 Andrea undid the straps to Lilly's diaper, exposing his body to the slight breeze that was coursing through the warm summer air. Lilly closed his eyes as he felt her start to wipe him down, intentionally making himself oblivious to all the prying eyes that were pointing their direction. Andrea casually continued with his diaper change, removing his old diaper and replacing it with a new one, humming to herself as she added a clearly excessive ammount of baby powder to it's seat. If he's going to be a baby, she thought, he should at least smell like one. Lilly felt a newfound sense of both relief and shame when she finally pulled his fresh new diaper up between his legs and taped it closed. With that, she picked him up and brought him back to the stroller, plopping him in and turning around to head home. As they left, a multitude of prying eyes looked to each other in shock, unsure of what they just witnessed.
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on June 14, 2020, 06:46:34 PM
CuddleBunns, You hit a homerun with these chapters.  Lilly got to meet the girls from when he was in school and he made a friend with Sophie.  Now she will have a playdate in one week with Sophie.  The diaper change in the park had to be mortifying for Lilly.  This was great. :D :D :D :D :D
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 14, 2020, 07:13:54 PM
Thank you so much, Sissy Little Girl. It's definitely going to be hard for Lilly to adjust to everyone seeing him as a little baby girl. I guess it's embarrassing for him to be paraded around like that, but believe me he is much too cute for his mommy to keep him all to himself. I haven't written any more chapters, but I have a feeling that Lilly is going to be quite the popular little sissy when all is said and done. Thanks for reading!
Title: Re: A New Family Dynamic
Post by: dolly bo peep on June 15, 2020, 09:31:12 AM
CuddleBunns,

I agree completely with Sissy Little Girl and really enjoyed the last 2 parts you wrote.

I read the stories here on my diaper days, and imagine myself in Lilly's place. After I finished reading your newest parts, my diaper is wetter and stickier than when I started.

I'm looking forward to reading your future chapters on Lilly's adventures.
 
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 16, 2020, 05:24:28 PM
Part 18

 As the first week of Lilly's new life went on, he began settling more and more into his baby routine. Every day he found himself being woken up by his mommy around 7am, when he would be promptly changed, dressed, fed breakfast in his high chair, and left to play in his playroom for the remainder of the morning while his mommy completed her work. Around lunchtime she would usually feed him a bottle of formula, often using it as an opportutity to cuddle with her new baby while she tenderly held the bottle for him on the couch. After a routine burping he would be let back into the playroom, where he would remain until dinner, which again was fed to him in his high chair. Once dinner was completed he would usually be changed, dressed, and sent to bed.

 This routine continued for the first five or so days of Lilly's new life. As the days wore on however, Lilly increasingly began to feel more and more bored. It was a life completely devoid of any real mental stimulation. Lilly spent each and every day sitting in the same room, staring at the same toys, and generally following the same schedule as the day processing it. Until one day, something changed.

 It all started when Andrea walked in around lunchtime to the sight of a very tired and wet Lilly lying on the ground. Although he was completely awake, he seemed to be paying no attention to either the bright and cheery episode of paw patrol that was playing on the television, nor to his toys, which had been scattered about as if he had gotten tired of playing with them and simply left them where they were. Andrea walked over to Lilly and tapped him on the shoulder to get his attention. "Hey there sugarplum. Its time for your afternoon baba", Andrea said, as she effortlessly lifted him off up the ground and began to carry him into the living room. Andrea had gotten much better at picking Lilly up over the past few days, not that she ever had any real problems to begin with. Lilly was finding himself not using his legs for much of anything anymore, and Andrea was insistent on carrying him almost any time he needed to move from one place to another. The muscle relaxant that was being fed to him on a daily basis did not help much either. As time went on, Lilly was increasingly finding it difficult to stand on two legs, and even crawling was starting to become much more of a chore. The fact was, by now he was pretty much dependent on his mommy to take him where he needed to go, and for her part Andrea seemed to relish the power she now had over him.

 Eventually they arrived on the couch, with Lilly's head being propped up against Andrea's shoulder for his daily afternoon feeding. Lilly accepted the bright yellow teat when Andrea offered it to him, and he began to suc-k down the warm contents inside. Andrea watched with tender, motherly eyes as Lilly slowly drained the bottle before her. She began to slowly rock Lilly's body in her arms, humming to him and cooing him as if he truly was becoming the baby that she so desperatley wanted him to be. It all made Andrea and Lilly both feel very relaxed and peaceful. A little too peaceful. Andrea suddenly looked down, only to see that Lilly's bottle was still just as full as the last time she had looked at it. She quickly removed the bottle from his mouth. In a moment of complete surprise, he did not seem to react at all. It was almost as if....

 Andrea turned Lilly so he was face to face with her, taking full notice of his closed eyes and heavy breathing. A slight hint of a snore ejected from his mouth. Her assumptions were correct; Lilly had fallen asleep during his afternoon feeding. Andrea shook her head and picked him up, throwing him over her shoulder as she brought the slumbering little sissy up to his nursery.

 Lilly awoke a short time later in a state of panicked confusion. Standing in front of him were the pink, painted bars to his crib. All around him, the unmistakable glare of afternoon sunlight illuminated his nursery, clearly signifying to Lilly that it probably was not morning or night time the next day. "When was I put to bed?", he asked himself mentally. Next thing he knew, Lilly heard the knob to the nursery door turn and Andrea entered with the half drinken bottle he had been suc-king from earlier. "Why hello there sissykins, thought you might be thirsty after your nap, so I brought you this", she said as she handed him the bottle over the top of the crib. Lilly knew better than to disobey so he instantly began suc-king. After all, his mommy did not like unfinished bottles.

 As Lilly began suc-king, an expression of curiosity developed across his face. "Nap?", he asked with a curcurious tone, unaware that he had indeed passed out in his mommys arms earlier. Andrea gave a small chuckle. "Yeah silly goose, your nap. You fell asleep when I was giving you your baba earlier. Honestly I think you should start taking one every day from now. You seem so tired lately. And besides, babies your age need a lot of sleep. Thats why from now on, after your afternoon feeding, I'm going to put you in your crib for exactly two hours every day. That way my baby can wake up nice and chipper!", his mommy said in a proud voice, almost as if he should be happy she came to this revelation. Lilly just stared down with a blank, sad expression on his face. He didn't think his days could get any more boring or mundane, and yet he now realized that he'd be spending even more time in his crib without even so much as the childish television programs or cornucopia of toys he had been offered inside of his playroom. Somehow the life of a sissy baby was not turning out as he had planned.

 From that day forward, Lilly began to resent the daily naps he was expected to take. Because his naps were proceeded almost immediatley by an afternoon feeding, he was certain to wake up wet every single time. Andrea seemed to cherish his naps as an opportunity to make him feel even more like a baby, sometimes feeding him two bottles laced with sleeping pills so he would fall asleep and inadvertently wet himself even more than he would otherwise. One time she even laced his bottle with laxatives, forcing him to spend the entire nap with a sticky, disgusting mess inside of his diaper. When he asked her why she did it, she simply laughed, picked him up, and began bouncing him on her knee in the rocking chair, dirty diaper and all.

 However, naps were not the only method Andrea would begin using around this time to ensure his total and complete infantilization. On the same day as the dirty diaper incident, annoyed by his constant questioning of her and complaints about his new lifestyle, Andrea instituted a new rule regarding his speech. Gone were the days of sissy girl voices and two syllable words. From now on Lilly would be forced to babble like a baby, banned from ever using any "real words" again. Needless to say, Lilly's reprogramming was happening much more rapidly than expected, and it would all come to a head one fateful day a week from when he had gone to the park. On that day, Lilly was finally due for his first playdate as a fully infantillized and feminized baby girl.
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on June 16, 2020, 08:18:25 PM
CuddleBunns, I guess his nap time is all set and he will wake up with a wet diaper.  His mommy is really making him into a helpless infant with the baby babbling and the muscle relaxants that she is giving him.  Great chapter. 8) 8) 8) 8) 8) 8) 8) 8)
Title: Re: A New Family Dynamic
Post by: PervScenes11 on June 17, 2020, 01:17:59 PM
This is a really outstandingly well done story. Thank you! I do wonder if the depth of regression/ego-destruction you're describing could happen in a single week, but that's a minor issue. Overall, you make the reality of baby life seem so stark. I love the battle Andrea is waging against Baby Lilly's ego. I wondered if you might ever use she/her pronouns for Lilly in the narration? Also, would still love to see breastfeeding! But ALL of this has been great, thank you and please keep it coming!
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 17, 2020, 04:28:59 PM
I understand what you are saying about using she/her pronouns, PervScenes11. It does feel a bit awkward still using male pronouns to refer to Lilly at this point, to be completely honest. I originally did it to more easily distinguish between Lilly and Andrea during scenes where it's just the two of them. I hope it's not taking anyone too much out of the experience, and maybe in the future I'll find a way to change it and still maintain narrative cohesion. I also hope nobody on this forum who identifies as trans or non-binary thinks I'm doing it intentionally to prove some sort of point about biological sex and gender, because that is 100% not the case and I sincerely am sorry if anybody saw it that way. This is the first real story of this nature that I've ever written, and I'm definitely still learning.
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on June 17, 2020, 06:14:28 PM
CuddleBunns, I'm transgender and have never had any thoughts about the misgendering of Lilly.  I have been enjoying the story and you haven't violated any transphobic rules.  Just keep doing what you are doing.  You are doing GREAT!!!! ;D ;D ;D ;D ;D
Title: Re: A New Family Dynamic
Post by: PervScenes11 on June 17, 2020, 10:17:07 PM
CuddleBunns! I did not mean to suggest or imply that your story was transphobic. I'm cis myself, so I'm likely not the best judge of that. But I didn't mean to imply that I found anything with the pronouns offensive. I just find it hot when a guy gets called she/her. It was just a suggestion, and I'm sorry if it caused you any grief. This is a terrific story I really hope continues.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 19, 2020, 08:27:28 PM
Thank you everybody for re-assuring me. I never got the implication that anyone felt that way, but I also wanted to make 100% sure that nobody was misinterpereting what I was writing that way after Lilly's pronouns were brought up. The story will go on for sure!

Part 19

 Andrea's shiny back SUV trotted along at a brisk pace as Lilly sat in the back and stared longingly out the window. Last time he had been in a car, it had been as an adult, sitting in the front seat and able to talk freely as he pleased. Now, however, his circ-umstances could hardly be described as adult. For one thing, he found himself strapped into a colorful oversized booster seat, complete with straps that came down from above his head and buckled between his legs. Second, he had a bright purple pacifier with the words "cutie pie" engraved on it sandwiched between his lips with strict instructions not to remove it unless he was ordered to. Any disobeyment of this rule would result in physical punishment, as he had learned the day before when he attempted to remove it during his morning feeding before being instructed to. And lastly, a thick pink and white diaper was taped between his hips, topped off by an equally pink toddlers play dress that had been draped over his body. I'm addition to the play dress he had been given a pair of pink fuzzy socks for his feet, a black pair of strapped little girl style shoes, and an adorable plastic tiara adourned with shiny purple jewels, which had been placed on top of his head. According to his mommy, the tiara was there to complete his "princess look", as she put it.

 The SUV came to a screeching halt in front of an ordinary looking suburban home, no different than the countless others Lilly had been watching pass by out the window for the last half hour. "Number 433. This is it I think", Andrea said as she began to slowly back her car into the driveway. Lilly sat and waited while he watched his mommy exit the vehicle and walk to the trunk. From the back of the car suddenly emerged Lilly's portable crib, which his mommy had decided to bring along last minute for his nap. With the crib in one arm, Andrea opened the back door of her car with the other hand and dexterously maneuvered Lilly up into her clutches, carrying both him and the crib to the front door. Lilly could only sit silently in nervous anticipation as Andrea rang the doorbell with an amused smile.

 Within mere seconds, the door in front of them opened. Jane gave them a warm welcome and a hug as she ushered Andrea and Lilly into the house for Lilly's playdate. "Now I forget, did I tell you about Lilly's new circ-umstances when we were on the phone yesterday?", Andrea asked Jane. Jane held up her hand and nodded her head. "Of course", Jane replied, "Although I don't know how happy Sophie will be that her new friend can't talk to her. I've already explained to her that Lilly is still a baby and we can't play too many big kid games, so I think she'll be understanding. She absolutely loves when I watch her 6 month old cousin. I don't think she'll mind having another baby to play with." Jane directed Andrea to bring Lilly into the living room, where Sophie was laying on her belly deeply engaged in a coloring book. Jane smiled and called out to her daughter in a sing song voice. "Oh Sophie, guess who's here!"

 Sophie turned around and visibly gasped. She instantly jumped up onto her feet and ran over to Andrea, jumping up and down with excitement as she looked up at Lilly. "Lilly! Lilly! You're here!", she chanted with glee, clearly happy to see an old friend. Jane laid down a blanket and Andrea set Lilly onto it. As soon as he touched the ground, he felt Sophie run over and give him a hug. "My mommy says you're even more of a baby now", Sophie said with an air of conference, causing Lilly to blush. "She says since you wouldn't grow up you can't talk anymore, and she said you still have to use diapeys like a baby. I havent had to do that in a year, I'm a big kid now, see?" Sophie pulled up her skirt and showed Lilly her pull ups, causing Lilly to blush even more. It was very humiliating seeing a 4 year old girl get treated more mature than he was. "Its okay though, I love little babies!", Sophie continued to explain, "We can play house later and I can be your mommy. You can be my pretty little baby and I can take care of you! I won't change you if you make a stinky though."

 Jane and Andrea laughed with eachother in the background. They were both obviously amused by Lilly's lack of maturity compared to this literal toddler. Sophie handed Lilly a crayon and started showing him her coloring book, freeing Andrea's attention so she could begin explaining Lilly's routine to Jane. "I brought his changing supplies in case he makes any messes. Thank you for agreeing to change him, I know it's a bit burdensome", Andrea said gratuitously. Jane smiled and shook her head. "I've changed babies before, it's completely fine, even if he is a little...er...big", Jane replied with a giggle. Andrea handed her his diaper bag and looked to the portable crib on the ground. "Just remember, he takes his nap at 1pm", explained Andrea, "I've also packed a bib and a couple jars of baby food for lunch. He can take his bottle whenever you want, but I usually give it to him before his meals and during his nap. I know he looks a bit older, but remember that as far as we are concerned, he is nothing but a baby, so make sure he listens to anything you have to say and you have my permission to punish him as you see fit. You have my number, so call me if anything happens. I talked to him before we left the house, so I'm certain he should be very good for you."

 Andrea and Jane said their goodbyes and before Lilly even knew it, his mommy had left. Now he was alone with what were basically two strangers, unsure of what would happen next. As Sophie continued showing Lilly how to color, Jane snuck up behind them and reached her hand down to perform a surprise diaper check on Lilly. This caused Lilly to jump and turn around in shock. Jane gave him a small giggle. "Sorry honey bunch, your mommy said I should check your diaper every once in a while", Jane said. "How about you Sophie, are you dry honey?"

 "Yes mom!", Sophie replied, rolling her eyes at the implication that a big girl like her would still wet herself. Jane continued to look on while Sophie resumed coaching Lilly on the process of coloring. She thought it was adorable how her daughter would command him on what color to use, chiding him if he accidentally used the wrong one, and congratulating him whenever he complied with her demands. She knew from that point forward that Lilly would not be difficult to manage if he would let a four year old take charge and boss him around. Lilly, for his part, knew he must comply in order for the afternoon to go as smoothly as possible. He knew that no matter how humiliating things were now, there would be hell to pay later if he did not go with the flow and do whatever was asked of him.

 Jane soon left the room to prepare drinks for the children. She pulled Lilly's bottle out of the bag and filled it to the brim with milk. She brought it over to the microwave and heated it for 20 seconds, testing it on her hands to make sure the temperature was okay. For her daughter, she would pour apple juice into a sippy cup, as Sophie had outgrown bottles long ago. As soon as Jane returned to the living room, she saw her daughter run up to her with an energetic air to her temperment. Sophie began shaking excitedly. "Mom! Mom! Can we watch The Princesses of Swan Castle? Lilly has never seen it before!", she asked her mother enthusiastically. Jane looked at Lilly, who looked back with a completely neutral face, and smiled to her daughter. "Of course we can Sophie", Jane said, "Just let me give the baby his bottle".

 Jane handed the sippy cup to Sophie and walked over to the blanket where Lilly was sitting. Without even asking, she took Lilly in her arms and walked over to the couch, sitting down with him and resting his head on her shoulder. She picked the tv remote up off of the coffee table and selected the DVD option. Since it was Sophie's favorite film, it was already set up and ready to go in the DVD player. Jane pressed play on the menu screen and began bringing the teat of Lilly's bottle to his lips, which he instantly took and began to suc-k on. Lilly soon found himself passively suc-king the warm milk down his throat while Sophie stared transfixed at the television screen, which had now become a window into the glittery, flowery world of a pair of beautiful princesses. Jane watched her daughter get up and sing the theme song aloud, happy (but secretly somewhat annoyed) that she still got so excited by a movie that she watched every single day. She gave Lilly a pat on his diaper. "I think you'll like this movie, Lilly", she said in a soft voice, watching him continue to suc-kle milk. "Its about a pair of pretty princesses that become the bestest of friends. Sound familiar?"

 When the bottle was completely drained, Jane hoisted Lilly up so his head was rested over her shoulder for his familiar burping ritual. Sophie watched them from the floor, giggling to herself as Lilly produced a few mild belches. Jane soon returned Lilly to his blanket so she could read a book while the two little girls watched the rest of the movie. Lilly, who did not particularly care for the film, now found himself nodding along while Sophie began to explain every intricate detail of the plot to him. She asked him question after question regarding which princess was his favorite, which outfits he liked the best, which prince each princess should marry, and so on. It was probably a good thing that she didnt seem to give him any chances to answer, especially considering his recent ban on saying anything resembling actual words. By the time it was done, Lilly was more than ready to do something else. However, he had more pressing problems.

 Not wanting to risk embarrassing himself, he decided to take a gamble. He began crawling over to Jane and tapped her arm in order to get her attention. She put her book down and looked down at Lilly sympathetically. "What is it honey?", she asked. Lilly took out his pacifier and drew in close, holding his hand up to block his mouth as he began to whisper. "I'm so sorry, but I really have to go-"

 Jane picked his pacifier back up and shoved it in his mouth. "Sorry baby, your mommy said no talking from you. I'm afraid I'm going to have to follow her rules", Jane said in a tough but fair tone, cutting off his sentence completely. Lilly quickly thought of another way to communicate with her and clutched his stomach, pointing to a bathroom he had noticed upon entering the house. Jane followed his finger and looked back down at him with a sorry expression on her face. "Oh baby, is that the problem? Do you have to go poopy?", she asked him loud enough for Sophie to hear. Sophie put her hand over her mouth and giggled. "Uh oh, baby has to make a messie", she sang out in a musical tone. Lilly felt a wave of embarrassment wash over him. He had intentionally tried to fly under Sophies radar, full well knowing that his pre school aged friend would find great enjoyment if she knew he may have to use his diaper. It was a hard bet for Lilly, who knew the chances of being allowed to use the bathroom were slim, but not non-existent. His hopes were crushed when Jane put down her book and crossed her arms, shaking her head at the poor sissy.

 "I don't think you're quite old enough to use the toilet yet, honey. Otherwise your mommy wouldn't have given me all these diapers." Jane gestured to his diaper bag to emphasise her point. "You're just going to have to go poopy in your diaper sweetie. Don't worry, I'll change you when you're done. I know it's not nice to have to mess yourself like a baby, but if that's what your mommy wants, that's what's going to happen".

 Lilly's eyes began watering at the thought of having to mess himself right then and there. Utterly speechless, he started instinctually suc-king on his pacifier while he looked down and tried not to cry. Sophie started to laugh hysterically when Lilly finally resigned himself to his fate and squatted. His face went red as he began to grunt and push a solid lump of poo into his diaper. Sophie laughed and laughed at the sight in front of her. Jane however, was somewhat sympathetic to his plight, although the degrading act the boy was having to partake in somewhat amused her too. Despite her sympathy, it still did not stop her from using this as a lesson for her daughter. "You see Sophie", she said, "This is what happens to little girls that never grow up. If you act like a baby, you get treated like one." Sophie scrunched her nose at the smell. "But I dont use my diapers anymore. I'm a big kid, right mommy?", Sophie asked with a genuine hint of concern in her voice. Jane walked over and gave her daughter a hug. "Of course you are honey. Much bigger than the baby girl you see in front of you", Jane replied, much to Sophie's relief.

 When Lilly was finished, he looked over to see Sophie and Jane standing together with wide smiles plastered across their faces. Sensing his uncomfortability, Jane decided it was best to change him as fast as possible. "Stay here Sophie, I have to change Lilly", Jane said to her daughter, who responded by crossing her arms and frowning. "Awww, but you let me watch you change the other babies", Sophie said in a disappointed tone. Jane laughed at her daughter's response, unsure of how to even explain the current circ-umstances to her. "Yeah but this baby is...different", Jane responded unconvincingly. In truth, she could probably let her daughter watch and be fine, but because she could not find an age appropriate way to describe what a chastity device was, and because she did not want to further humiliate Lilly, she thought it may be best to change him in private.

 Jane walked over to Lilly and put her arms around him, lifting him up into the air like the infant that he was. She told Sophie to stay put as she brought him into the bathroom and placed a small changing mat onto the floor for him. Laying him down on the mat, she told him to hold his dress up as she began to untape his dirty, disgusting diaper from around his hips. To her credit, she managed to keep herself from commenting on his very obvious chastity cage while she tenderly cleaned him up and placed him into a new diaper. It was a very strange experience for Lilly to be changed by what was essentially a stranger for the first time. His pacifier bobbed in and out of his mouth as he desperatley tried to distract himself from the fact that he was being changed by a woman he barely knew after messing himself in front of her like a total baby. Before Lilly knew it, he was taped into a new diaper and was being carried into the kitchen for his lunch.

 When they arrived in the kitchen, Lilly immediately noticed two things. One, Sophie was already sitting at the table eagerly awaiting her food, and two, there was a pink plastic high chair waiting there that was surely for him. His suspicion was immediately confirmed when he was casually set down into it and locked in with the snap of a tray. It was a tight fit, but somehow the chair still seemed to manage to hold him, despite clearly being made for an actual baby. "Sorry princess, I know it's not much but it's all we have", Jane said with a knowing pat on Lilly's head. She soon walked over to the counter and began preparing a peanut butter and jelly sandwich for Sophie. Taking a knife, she cut the sandwich into triangular quarters before handing it to her hungry daughter, who began to devour them like a t-rex. Jane next grabbed a spoon, a jar of baby food, and a bib out of Lilly's bag, and there was no mistake who it was for. Lilly prepared for what would surely be a very babyish meal as Jane began to shovel the sloppy food into his mouth. Throughout lunch, Sophie and Jane would take turns making embarrassing offhand comments to each other about Lilly as he ate, both clearly viewing him as nothing more than a real life little baby by this point. Halfway through his feeding, Sophie wanted a turn at it, to which Jane delightfully gave her the go-ahead. Pushing a chair up in front of his high chair, Jane set Sophie on top of it and steadied her as she began to sloppily attempt to spoon feed Lilly his messy baby food. Being a four year old however, her coordination was quite poor, resulting in much of it ending up anywhere but his mouth. Sophie gave a laugh when she noticed how sloppy his face had become. "You messy baby!", she said to him in a disappointed tone, as if it was his fault. Lilly simply sat in silence, patiently awaiting his nap when he could finally get some peace and quiet.

 When breakfast was over, Lilly was forced to sit in his high chair while he watched Sophie help Jane clean up. By the time they were finished, Lilly had become quite bored, and was glad when he learned that it was finally time for his nap. Jane reached down and unsnapped the cramped tray from the chair, but Lilly was surprised when she not only picked him up, but her daughter as well. Carrying them both in each arm, Jane headed for Sophies room which was decked out exactly as you would expect a four year old girls room to be. There was purple carpet, white walls adorned with purple drapes covering the windows, a small white dresser covered in pink hearts, and various posters of a multitude of children's properties, mostly Disney. In addition to Sophies regular bed, which was covered in an Elsa themed comforter and covered with stuffed animals, her room had been blessed with a new addition, Lilly's small travel crib. Jane placed Sophie down onto her bed and placed Lilly into her crib, which already had another bottle sitting there waiting for him. She leaned down and gave Sophie a kiss on the cheek, and smiled at the sight of Lilly sitting in a tiny crib staring up at her. "Alright girls, it's time for your naps. You can play more later, but for now you need to be quiet and get some sleep, alright?", Jane said with a loving voice. "Yes mommy", Sophie replied, already stretching in a way that showed sleep was clearly imminent. "Alright, sweet dreams lovelies", Jane said as she turned off the lights and closed the door. Within moments, Sophie was already fast asleep, and Lilly figured he should probably get some sleep too.
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on June 19, 2020, 08:58:38 PM
CuddleBunns, it looks like Lilly's playdate has started out with a bang.  I know Lilly would like to be anywhere other than playing with Sophie.  Sophie is quite the little hostess, teaching Lilly how to color and sharing her most favorite movie with.  Keep up the good work. :D :D :D :D :D
Title: Re: A New Family Dynamic
Post by: dolly bo peep on June 20, 2020, 09:17:56 AM
CuddleBunns,

I am catching up and I am enjoying your story.

I think that you should use the pronouns of your choice for Lilly. I don't feel offended in the least by them.

As Lilly is being regressed, he may very well eventually reach the point where he starts thinking of himself as a baby girl and the feminine pronouns become the only appropriate ones.

I am looking forward to future chapters from you.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 20, 2020, 02:38:27 PM
Part 20

 Lilly awoke to find two strange pairs of eyes staring down at him. Or rather, one pair was staring down at him, and the other was staring directly at him through the netting on the side of his travel crib. Lilly rubbed his eyes and suddenly remembered who they were and where he was. It was Jane and her four year old daughter Sophie, the latter of which he was still supposed to be on a playdate with. He sat up only to realize that his pacifier had fallen out of his mouth, and had somehow been replaced with his thumb sometime during his nap. He wondered why he had removed his pacifier, only to notice an empty baby bottle besides him in the crib. Lilly quickly removed his thumb from his mouth in shock. If he had indeed drained a bottle before he had taken his nap, then that probably meant...

 "Mom! Look! The baby went pee pee!", Sophie suddenly called out with exitement. Lilly looked down and noticed that his diaper was indeed visibly wet. In fact, it was so wet that it was practically drooping. He looked up at Jane, who had a wide smirk plastered across her face. "Yes, she did Sophie. She's going to need a quick change", Jane replied to her daughter. Lilly soon found his pacifier being guided back into his mouth as Jane lifted him out of his crib, giving him a few pats on his bottom as she started bringing him to the bathroom for a quick diaper change.

 When Lilly eventually exited the bathroom in Jane's arms, he had been stripped out of his clothes (save for a fresh new diaper and his plastic tiara) and was curious as to why, until he saw Sophie sitting besides two colorful piles of clothes on the floor. One pile was clearly much smaller than the other, and was for Sophie, and the other looked a fair bit larger. Lilly had a strong hunch that the second pile was for him. Jane sat Lilly onto the floor and walked over to his pile, picking up what looked like a poofy blue dress and holding it out for him to see. "Sophie really wanted to play dress up with you today, but we didn't really have anything big enough for you to wear. Thankfully her older cousin had some old stuff she outgrew that she was willing to part with. Doesn't that sound funny Lilly?", Jane asked him with a smile. Lilly looked over at Sophie, who looked genuinely happy and exited to play dress up with a new friend. Despite not being too enthusiastic about the prospect of being dressed up and fawned over like a doll, Lilly did not want to upset or disappoint his innocent new friend, who seemed to see him exactly like another little girl. Lilly turned to Jane and nodded his head. Jane gave him a smile and Sophie clapped her hands. "Great! My little princesses are going to look so pretty. I'm sure your mommy will want lots of pictures", Jane reponded with excitement. It seemed she was just as eager to see Lilly play this game as her daughter was.

 Lilly and Sophie spent the next two hours being dressed in pretty outfit after pretty outfit, with Jane taking plenty of pictures to savor the memories for later. Many of Lilly's outfits seemed to be Disney Princess themed Halloween outfits, sized for an 8 or 9 year old girl. Sophie took great delight in seeing Lilly dress up as Cinderella, Belle, Elsa, Anna, and more as Jane dug through both piles looking for the cutest outfits to dress the two little girls in. Some of the outfits even seemed to match, such as a pair of ballerina tights and a tutu that Lilly and Sophie were made to wear together. Jane took picture after picture of her two balarinas in multiple graceful poses. Well, gracefully for Sophie at least. Lilly, on account of his weakened muscles and deteriorating coordination, found himself falling onto his padded bottom more than a couple of times as he attempted to strike the gracefully poses he was instructed to. Eventually he was allowed to simply crawl along the floor, with Jane taking plenty of pictures from the back of his giant white diaper on display. As their game grew longer and longer, even Lilly found himself giggling and enjoying himself a little bit while the two little girls continued to dress in adorable outfit after adorable outfit and complement eachother. By the time the session ended, they were so caught up into it that none of them could even tell how much time had passed.

 "Oh no", Jane suddenly blurted out as she glanced at her phone. "Its almost 5pm. Lilly's mommy is going to come pick her up soon". Sophie frowned and crossed her arms. "But we're having so much fun! Why can't baby Lilly stay?", Sophie pleaded to her mother in a pouty voice. Lilly looked over at Sophie with sad eyes. On one hand, he was happy to go home where he wouldn't be exposed to the whims of Jane and Sophie anymore. On the other hand, he did regret how sad Sophie seemed to feel about his departure. He wondered why he felt a sense of genuine friendship and comrodery with a four year old girl that he ultimately had almost nothing in common with. Perhaps it was how genuine she seemed to act towards him, not viewing his existence as anything out of the ordinary through the innocent eyes of a child. Or it could even be (as much as he desperatley did not want to admit it to himself) that he in fact DID have something in common with his little friend. After all, he had been just as lost in this game of dress up as they were, and although he would never show it, kind of enjoyed it when Jane would do things like call him "princess" or "little girl". Lilly looked up sadly while Jane began to clean the pile of clothes up off the floor and put them back into a big cardboard box.

 Lilly and Sophie spent the next 20 minutes or so playing while Lilly waited for his mommy to return. Eventually, the sound of the doorbell ringing signalled to Jane that the boys mother had arrived, and she went to go answer it. The two women gave each other a friendly hug and said their hellos before Jane eventually let Andrea inside.

 "How was Lilly? Did she behave herself well enough for you?", Andrea asked Jane with a cautious nervousness as she entered the house. "Oh she was an angel! Our little ones had a great time together!", Jane replied, much to Andrea's relief. "I don't know how you did it Andrea. That sissy daughter of yours is the most meek, mild mannered, obedient little thing I've ever met! I swear she acts just like an actual toddler. I was a little apprehensive about this whole playdate thing at first, but honestly, I know with certainty now that I have nothing to worry about. I think Sophie and Lilly are going to become great friends. Oh by the way, did you get those pictures I sent you?"

 Andreas face lit up. "Yes, I did! Those were the most adorable pictures I've ever seen! Lilly even seemed to be enjoying himself a little in them. He'll have to play dress up again sometime", Andrea gushed. The two women walked into the living room to find Sophie and Lilly each holding a baby doll, with Sophie coaching Lilly on the correct way to, as she put it, "feed your baby like a good mommy". Jane and Andrea stood there for a good minute or two, watching Sophie boss Lilly around and chide him for being a clumsy mommy. Andrea knew for a fact in this moment she had made the correct choice for Lilly. Every time the four year old got upset at him for doing it wrong, he seemed to feel a genuine sense of disappointment, and would try again and again trying to please her, until she gave him the eventual praise he deserved. Andrea wondered as she watcjed on if he was finally psychologically broken and seeing himself as the baby that everyone else did.

 Eventually Jane spoke up. "Oh Lilly! Look who's finally here to see you!". Lilly turned around with the baby doll still in his hand to see his mommy standing there with a loving look on her face and open arms. "Mommys here darling, crawl over so I can give you a big hug!", Andrea said. Lilly was relieved his mommy had finally come to take him home. He dropped the doll and began to crawl towards her, although it did not matter much, since she would simply walk over to him and pick him up anyway. Andrea enveloped Lilly in a big hug and gave him a wet, sloppy kiss on the cheek. "I'm so glad to see you babykins! Did you have fun with your friend Sophie?", she asked. Lilly nodded and cuddled into his mommy's shoulder as he sat there in her arms. He did not know why, since he resented everything she had done to him, but over the last few hours he had desperatley missed her physical affection, something he didn't realise until he had just seen her a second ago.

 Andrea sat with Lilly on the couch as Jane gathered up all of his supplies and brought them down by the doorway. Lilly said his goodbyes to both Sophie and Jane while his mommy carried him to the door, ready to leave back for home. "Bye bye baby Lilly, I hope we play again sometime!", Sophie called out to him through the doorway as his mommy carried him further down the driveway. Soon she had opened the back door to her SUV and had strapped him tightly into his car seat, ready to head back home and feed him a nice dinner in his high chair before putting him to bed.
Title: Re: A New Family Dynamic
Post by: PervScenes11 on June 20, 2020, 03:04:59 PM
Terrific work, CuddleBunns. Thanks for the quick updates. My favorite moments are always when the story focuses on Lilly's mental regression and the destruction of her male ego. Bravo!
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on June 20, 2020, 09:47:47 PM
CuddleBunns, Lilly looks like she had fun on her playdate.  I thing she really likes being with her 4 year old friend.  Lilly is getting to learn all about what it is like being a baby girl.  She is a play toy for Sophie and I think Sophie really thinks that Lilly is a real baby.

Great story and I can't wait for the next chapter.  HUGS.   8) 8) 8) 8) 8) 8)
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 23, 2020, 06:23:52 PM
Part 21

 A few days after his playdate with Sophie, Lilly's mommy would unveil to him a new instrument of his regression that he would become quite familiar with in the future: A full adult sized playpen. Pretty soon he would find himself locked into this pink, wooden prison for the majority of his days, forced to play with whatever toys Andrea felt like dumping in with him, and looking out longingly as Andrea flexed her freedom to move throughout the house in front of his face. To make room for this babyish new addition to his lifestyle, Andrea cleared out everything else in his previous playroom except for the television, which still stood exactly where it always had been, and his toys.

 As the months wore on, the days would start to blend together in Lilly's mind. Week after week, he would go through the same exact babyish routine, with only the odd visit from Jessica or playdate with Sophie to break up the monotany. In a suprising twist of fate, Lilly began to actually look forward to visits from his sister. She would often play games with him and give him small presents such as various sweets and candies. Sure, the visits were often humiliating for Lilly, the games she forced him to play had to be "age appropriate", and she did seem to treat him like an actual infant, but as far as Lilly was concerned, this was par for the course in his life now. His mother, Jessica, Jane, even Sophie seemed to see him as nothing more than an actual toddler that needed to be taken care of at this point, and as far as Lilly was concerned there was no escape in sight.

 In some ways, Lilly was even beginning to enjoy some of the babyish affection that was being afforded to him. Despite the relatively mundane nature of his daily life (or perhaps because of it), one thing Lilly began to look forward to more and more every day were the brief moments of affection he would spend with Andrea. Whether it was bottle feedings, burping, or just plain cuddling, Lilly seemed to be warming up more and more to the physical sensation of being close to his mommy. Andrea seemed to sense this a bit, and began to lean in on it hard. Whenever Lilly was good or acted adequately babyish for her, Andrea would scoop him up in her arms and give him some mommy-daughter time on the couch with her, which would usually involve lots of cuddles, tickles, and kisses on the cheek. As more and more time passed, and as Lilly became more and more isolated from society at large and his previous adult life, it all began to feel less and less weird to him. That is until one day when Andrea decided to push things even farther.

 Lilly was sitting in his playpen watching the baby programming on his television when Andrea came in to give him his morning feeding. "Hey sugarplum, ready for your num-nums?", she said casually, reaching her arms in to lift Lilly out of his playpen. Lilly did not think much of this, as this had been a daily occurance for quite some time. However, it quickly became apparent that something was up when Lilly felt the bare skin of her shoulders touch his in a moment of genuine shock. Lilly looked down at Andrea only to notice that she was completely topless except for a lacey red bra, which covered up her noticeably large breasts. Furthermore, she did not seem to have a bottle in her hand as she normally did. Lilly's stomach sank as he put two and two together. "No, she wouldn't. She would never", he thought nervously as he bounced in Andrea's bare arms as she brought him to the living room.

 Andrea arrived at the couch and sat herself down, positioning Lilly into his normal feeding position. As Lilly stared up at his topless step-mother, his pen-is almost began to strain against it's cage in a moment of intense shame and humiliation (the full feeling of strain he had received when he was first put into chastity, for reasons unknown to Lilly, seemed to be happening less and less lately). He had always known she had large breasts, but other than the brief glimpse he had gotten months earlier, he had never seen them to their full extent before. Her breast almost seemed to dwarf his face. While Lilly looked up with hungry yet cautious eyes, Andrea began to undo her bra, removing it and setting it on the coffee table in front of her to reveal the full extent of her majesty. "Do you like what you see, baby?", Andrea said in a sultry voice.

 Lilly could not believe what was happening to him. It felt so wrong, to be talked to this way by his own step mother, a woman who changed his dirty diapers no less. Lilly simply nodded as he continued to stare up at her. Andrea laughed. "Well I don't know what you're thinking honey", she said with a smile, "but when babies look up at their mommy's breasts like that it can only mean one thing."

 Andrea removed Lilly's pacifier and began to lift his head closer to her. Lilly instinctually tried to move away, but was quickly course corrected by the strong grip of his mommy's hand. Eventually his head met her large busom, and he was greeted by a drop of fresh milk which had appeared on her nipple. He again attempted to move back, but Andrea only seemed to double down, now pushing his head directly onto her breasts and forcing her nipple against his lips. "Open up and suc-k, sissy", Andrea said in a stern, motherly voice. "If you don't you're going to get the spanking of a lifetime later". Without fail, this line would always convince Lilly that he should comply.

 Lilly closed his eyes in shock as he finally gave in, opening his mouth to reluctantly accept his mother's nipple. The sweet taste of milk instantly dotted Lilly's tongue, and the fragrance of her sweat mixed with the sweet smell of her perfume engulfing him. Lilly felt his mommy's nipple in his mouth while he did his best to suc-k down all of her breast milk, still in utter disbelief that this was even happening. As Andrea held him up to her breasts in one arm, she began to use her other free hand to softly caress the back of his head.

 Lilly thought this was being done to help comfort him. As it turns out, Andrea had pretty much the opposite plans. "Boy I hope you really feel like a baby right now little girl", Andrea said with an amused tone, "because you really, REALLY look like one. I don't know how you can deny it. I mean, suc-king milk from my breasts, really? I don't think it gets much more babyish than that, does it sissypants?"

 Lilly made a small moan as milk continued to pour down his throat, knowing she would interperate this as a form of agreement. Andrea sighed and continued stroking his hair. "Thats right honey", she said in a much more loving tone, "I'm only here to help you admit it. I hope seeing how far this has all gone has taught you a thing or two about your place in the world. You're nothing more than a baby. My baby. You'll never be an adult again. I hope you remember this moment for a long, long time baby girl. I hope you think about it when I feed you like this every single day until I can't anymore. This is what you are. It's not what you've been reduced to, it's not what I made you; it's all you've ever been. Remember that snookums."

 Suddenly, both Andrea and Lilly felt the well dry up. Lilly detached from her nipple and slowly backed away, giving Andrea space to retrieve her bra and put it back on. Lilly's face had no expression, he was to lost in thought about what Andrea had just said and what just happened. Andrea however, was all smiles. She ignored Lilly's obvious mental turmoil and lifted him up over her sholder with glee. "Okay baby, now give me some burpies!", she told him in an obviously amused baby talk voice. She casually rubbed Lillys back, causing him to give a loud belch for which he was praised. His expression, however, did not change. Lilly seemed almost shell shocked for the rest of the night, right up until he was locked in his crib. An intense mental debate raged on in his mind. On one hand, it was torture, seeing himself forced to suc-k on Andrea's breasts like an actual baby, with no regard for his dignity whatsoever. On the other hand however, and this was the thing that scared him the most...a part of him seemed to enjoy it. Lilly tossed and turned in his crib. It was not sexual at all, not after he started drinking the milk at least. Why then, did he enjoy it so much? Lilly looked around his flahlight-illuminated nursery in the dark of knight and wondered if he was honestly, truly starting to break.

Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on June 23, 2020, 09:19:11 PM
CuddleBunns, Poor Lilly, being a little baby in the eyes of his step-mom, Jessica and Sophie.  Now he is forced further into babyhood by being breast fed.  Lilly is really in turmoil now.  Can't wait for the next chapter. 8) 8) 8) 8) 8) 8) 8) 8)
Title: Re: A New Family Dynamic
Post by: billykins on June 24, 2020, 05:35:09 AM
Billykins likes a very lot!  Lucky Lilly!
Title: Re: A New Family Dynamic
Post by: dolly bo peep on June 24, 2020, 09:32:34 AM
CuddleBunns,

I'm really enjoyed the last two parts, with Lilly being the less mature playmate of 4 year old Sophie, and now being breastfed by Mommy after being reminded of his status.

I'm eager to read your future chapters of Lilly's further descent into babyhood.
Title: Re: A New Family Dynamic
Post by: PervScenes11 on June 24, 2020, 04:23:38 PM
Phenomenal work in Part 21. Not only did you write a very hot breastfeeding scene, I love how it closes with a reminder that Andrea does not JUST want Lilly's physical compliance. She also wants to totally eradicate any maleness and any adulthood from Lilly, mentally. The total domination here is so very beautiful. Thank you.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 25, 2020, 07:26:02 PM
Thank you so much everyone! You are all so nice and sweet, I'm glad I can continue writing my story for such a positive and receptive crowd. I'm so happy that you all enjoy what I've written so far. More on the way for sure.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 25, 2020, 07:34:47 PM
Part 22

 Lilly would soon come to find that breastfeeding would become a daily part of his new infantillized lifestyle. Sure, his mommy would still give him bottles during his meals and when he was put into his crib, but otherwise he found his bottles being replaced with more and more breastfeeding as time went on. Andrea seemed to simply relish in the act of feeding her feminized sissy baby. She felt an intense sense of power every time she would look down at Lilly during his feedings, especially on occasions where their eyes would meet. He looked so vulnerable, dressed in his diapers and pretty toddler clothes, looking up at her with his defeated, powerless eyes. That was not the only reason he looked more vulnerable, however.

 As time went on, the effects of the hormones Andrea had been feeding Lilly were starting to become much more noticeable. His skin was now much softer than it had previously been, and his facial features and body fat distribution were starting to become slightly more feminine. Lilly barely noticed, however. The only time the poor sissy would ever have access to a mirror was on the rare occasion that his mommy would feel like showing him a particularly pretty outfit she had dressed him in. Lilly, in fact, would remain oblivious to this aspect of his transformation for quite some time. The only thing Lilly would really notice was the fact that it was getting much harder to keep his emotions in check. This, naturally, would lead to lots of crying.

 One such crying episode happened on a night that Jessica was over to take her mother out to dinner and a movie. She had come over early to see Lilly, who was in fact happy to receive a special visit from his sister. However, when she later announced that she and Andrea were leaving for the night, Lilly began to feel a wave of intense emotion wash over him for reasons unknown. Lilly was completely helpless to stop himself as teardrops began to fall down his face, which soon turned into a full barrage of intense sobbing. He tried to stop it, tried to articulate what he was feeling rationally, but it was no use. Jessica sadly watched on as the little sissy that had minutes ago been happily eating in his high chair broke down in a hysterical fit in the middle of the kitchen.

 "Aw what's the problem lil sis, did you use your diapey? Or are you just tired?", Jessica asked the sobbing baby. She reached down and checked his diaper. All dry, he was good on that front. But what could it possibly be? Jessica unsnapped Lilly's high chair and took him in her arms. She brought him over to the couch and began to slowly cuddle him and rock him back and forth, singing a lulliby to him all the while. In all her years as a daycare worker, Jessica seemed to have a mystical, snake like charm to her when it came to babies. Any crying baby seemed to instantly be comforted when her sweet, soothing voice began to sing a lulliby. In this moment, held snug in her arms and locked in a deep trance, Lilly seemed to be no different.

 Slowly but surely, the crying would cease. Lilly looked up into Jessica's eyes and gave her a light smile, nuzzling deeper into her lap as he began to feel a bit more comfortable. "See, nothing to worry about baby", Jesaica whispered to him lovingly, "Big sis will always be there for my widdle sister when she gets upset. Don't you worry your pretty little head". Suddenly the sound of footsteps could be heard in the distance. Andrea's voice echoed through the house, calling out from the bottom of the stairs to her daughter. "They should be here soon, are you ready?"

 "Yeah, I'm ready mom. Just let me put princess pampers here in her playpen so I can grab my stuff", Jessica yelled back. All of Lilly's anxieties suddenly returned in an instant. Who were "they"? "They" were coming here? Thoughts raced around Lilly's mind as Jessica deposited him into his playpen, which had already been filled with various toys and coloring books to keep him entertained for the night. She grabbed the remote and turned on Netflix kids, selecting the most babyish show she could find to drone on in the background while they were gone. Suddenly the doorbell rang. "They're here!", Jessica exclaimed. She ran to the door and opened it to reveal two familiar faces, both of whom she knew quite well.

 "Alexis! Samantha! It's been so long", Jessica cried out in excitement. The three women came in close for a hug, obviously happy to see each other. "How've you been Jess? Long time no see", Alexis asked as they broke from the hug. "Oh you know, same old same old. Except for the pretty new addition to the family of course", Jessica replied. Samantha gave a small laugh. "And just where is the little doll we're here to babysit? I bet she's dying to see us again after all this time", Samantha asked with a mildly sadistic smile. Jessica gave a sadistic smile back. "She's in her playpen of course, silly! Where else would a little baby be?", Jessica responded.

 The three of them headed for the room in the back of the house where Lilly was currently located. When Lilly saw his two former friends accompanying Jessica, his pacifier nearly fell out of his mouth. Both girls were dressed to the nines in amazingly sexy and skin tight clothes, as if they had gotten ready for a date or a trip to the mall. Alexis was wearing a red tube top as well as a shapely pair of cutoff denim shorts that barely touched her thigh. Samantha had on a similar tube top, except it was grey, as well as a pair of very, VERY form fitting black Victoria's secret yoga pants. Strapped over Samantha's shoulder was a diaper bag, which was clearly intended for Lilly. Lilly stared dumbfounded and anxiously at his former best friends as they giggled at the sight of the feminized and babified boy in the play pen in front of them.

 "Hey there, Lill-ay!", Alexis blurted out to him in an almost muciscal tone, making sure to put lots of emphasis on his new feminine name. Lilly knew he could not talk with Jessica in the room, so he opted to instead return her greeting with a small wave. Knowing these two, he figured, there would be plenty of time for talking later. "Awww, what a cute little wave. Are you exited for us to watch you baby? I know it's been such a long time". Alexis seemed to hold onto every word and savor it as she spoke. Her voice had taken on the tone one uses when talking to a baby, except obviously exaggerated at Lilly's expense. Clearly she was having fun with this.

 "That's right little girl, we're your babysitters tonight, and that means you have to do everything we say. Isn't that right Jess?", Samantha teased with a devilish grin. Jess nodded her head in agreement. "That's right Sam. Tonight, you two are in charge. Don't do anything I wouldn't do", she responded.

 The three of them quickly turned around to the fast approaching sound of footsteps. Suddenly Andrea appeared from the distance, dressed as stunning as ever in an exquisite black dress with a shimmering pearl necklace draped across her neck. Her eyes lit up at the sight of Lilly's former friends, and she held out her arms for a hug. "Hello girls, it's so nice to see you", Andrea said as she leaned in for a group hug, "I take it you received all of the instructions I sent you in the email?" Samantha held up a printed out piece of paper. "Yup, got it right here!", Samantha replied. Andrea gave out a relieved sigh. "You two were always so so on top of things, unlike that lazy old step son of mine. I wonder what ever happened to him anyway?" Everybody seemed to laugh at Andrea's little remark. All, that is, except Lilly, who sat there with his arms crossed and with an upset look on his face. "Beats me Andrea", Alexis responded between her laughter, "All I see here is Jessica, Samantha, and a little baby girl".

 Once the laughter died down, Andrea began to verbally go over her instructions one last time, giving his new sitters a run down just in case. She showed the two girls almost everything in the house that they would need for the night, including his nursery, his high chair, and the piles of diapers and clothes that she kept in the nursery. Lilly was busy burying his head in shame when they all returned to the playroom. "...and he won't be up too much later, but if you want to feed him a bottle, I made some up for you already. They're in the fridge", Andrea continued explaining. "We should be back later, probably around eleven. If you have any problems just give me a call. Thank you so much again for doing this, I feel safe knowing my little one is in good hands"

 "Its no problem at all", Alexis replied, "I'm sure we're going to have lots of fun with Lilly. You two enjoy your dinner and your movie. Everything will be just fine". They all then took a moment to say their goodbyes, with Lilly still looking on from his playpen as Andrea and Jessica left the house. As soon as they left, he knew the coast was clear.

 Alexis and Samantha soon returned to the room in high spirits. Samantha was giggling at something Alexis had said, although what that was, Lilly could not tell. He quickly removed his pacifier and began to get their attention. "You guys, thank god! I can explain everything!", he cried out from his play pen in a sudden relieved expression. Samantha shook her head. "Explain what Nate? How your mother found your Journal and now you live like a baby full time? How she dresses you up like a little fairy and makes you crawl around in disgusting, poopy diapers? We already know. And frankly, we think it's about time", Samantha responded with the roll of her eyes. Alexis walked up closer to the play pen to get a better look at Lilly. Lilly had been dressed in his pink bunny onesie and looked absolutely pathetic sitting on the floor of a full sized play pen, surrounded by baby toys. Alexis put her face in her hand and laughed hysterically at the sight in front of her. "Do you know how pathetic you look right now you sissy?", she said in a teasing voice, "we spent three whole years of high school trying to be your friend and it turns out we barely even knew you. I mean, what even is all this? Is this really what you wanted? To be reduced to this?"

 Lilly's eyes began to tear up. "You don't understand, my step mother made me. I had no choice", he whimpered pathetically. "Clearly", Samantha responded snarkilly, which elicited more deep laughter from Alexis. "Hey Sam", said Alexis as she reeled in from laughing so hard, "Didn't Lilly's mommy say that she wasn't allowed to talk?"

 Samantha put her finger to her chin and made an exaggerated pondering gesture. "You know...you're absolutely right! I do explicitly recall her mommy saying that to us multiple times. She has her pacifier out too, which I'm pretty sure is also against the rules. Is it time for a lesson?"

 Alexis' grin grew even wider. She certainly liked the sound of that. "I think a quick lesson is definitely in order for our bratty little baby", she said enthusiastically. Samantha joined Alexis at the edge of the play pen and reached down to grab Lilly. "Hey, stop! What are you doing?", Lilly yelled as he struggled against Jessica, who had little problem ignoring him and picking him up anyway. Jessica made her way to the couch and threw herself down with Lilly in tow. She held the still struggling boy down while she began to unsnap his onesie, soon exposing the seat of his adorable girly diapers. She did not stop there, however. Lilly soon heard the sound of his diapers untaping behind him and began to struggle harder. It was useless however. Soon his diapers were undone and his bare ass (as well as a bright yellow spot that had recently appeared in his diaper) was exposed. He felt Jessica's hand come down on his behind hard with a loud slap.

SMACK!
 "That's for using big kid words without permission", Jessica yelled at the now sobbing boy.

SMACK!
SMACK!
SMACK
 "That's for removing your pacifier as well!" By now tears ran down Lilly's face like a waterfall. He kicked his legs and wailed at the pain he was recieving from this humiliating spanking.

 Suddenly, Alexis cried out just as Samantha was about to smack him again. "Wait, stop!", she yelled. Samantha abruptly stopped and looked over at her best friend. Alexis began to dig through her purse, pulling out a large cellphone and pointing it at the two of them on the couch. "I really want a picture of this!", Alexis said with a laugh. Samantha gave a photogenic smile and posed with her arm held high in the spanking position before Alexis snapped a few pictures of the humiliating scene. She looked down at her phone and gave a thumbs up. "Okay, we're good", Alexis said, giving Samantha her permission to continue punishing the frail sissy.

SMACK!
 "That's for ogeling at our tits all the time back in high school!"

SMACK!
SMACK!
SMACK!
 "That's for keeping all of your secrets away from us and going no contact even though we are your best friends and we love you!"

 The last one really hurt Lilly. He knew he had messed up when he stopped talking to them after he went to college. He wanted a new start, and decided to leave his old life behind. In this moment he realised how much he must have hurt them, and felt genuinely awful.

SMACK!
 "And finally, one for wetting yourself like a pathetic child, just because I feel like it!"

 Samantha gave him one final smack, and then began to calm down. She rubbed his bottom tenderly before taping his diaper back up and re-snapping his onesie. Tears continued to stream down Lilly's face, which was now almost as red as his behind. Samantha hugged him close, and was soon joined in by Alexis. They began to coo him and speak to him tenderly. "We're sorry baby, we know this is hard for you", Alexis whispered softly in his ear, "We really were hurt how you left us like that though. I know it may not seem like it, but we really have been concerned about you. It always seemed like you were so soft and delicate. You always needed us to stick up for you back in high school. We always felt like you were kind of like a little kid or a lost puppy, and we needed to help you navigate the world. Me and Sam were concerned about what would happen when you left for college. This may sound weird, but we were talking earlier and we wish you told us about this side of you sooner. We could have helped you baby. We could have helped you accept who you really are."

 Lilly's sobbing continued, although the emotions had by now turned from anger to emotional confusion. Samantha began to rub his back and took her turn speaking. "Your mommy made the right decision, honey, and everybody knows it. You need to accept that. The sooner you realise you're way more cut out for this than being a man, the better you'll feel about it. And we'll be there with you the entire rest of the way, we promise."

 "However...", she added, flipping him down so his butt was exposed and giving him one last hard slap, "You need to accept your place and learn to do as you're told."

 Alexis nodded. "That's right baby girl", she chimed in, "We may be your friends but we're also your baby sitters. We're in charge from here on out, no Ifs, ands, or butts. Got it?" Lilly nodded and returned their gentle affection with a warm group hug. The two girls awwed at the cute sight. Mostly though, they were just happy to have their friend back.
Title: Re: A New Family Dynamic
Post by: sissyboy1212 on June 25, 2020, 09:19:57 PM
CuddleBunns,

Sending you much respect.  I was all set to post another part of my story, but then I saw your new chapters. This one does not deserve to be pushed down the page just yet.  Great job!

Hugs, and I'll post mine later.

Awesome story!
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 25, 2020, 09:29:11 PM
sissyboy1212,

Thank you, but by all means, please do! I'm absolutely loving your story so far. I'd hate to keep it from the rest of the world. Thanks for the hugs and I really appreciate your feedback. Best wishes!
Title: Re: A New Family Dynamic
Post by: sissyboy1212 on June 25, 2020, 09:44:17 PM
Hee Hee!  Ok, but a big kiss and kudos to you!
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on June 25, 2020, 10:29:19 PM
CuddleBunns, Poor Lilly, she is in such a conundrum.  She's breast fed, told not to talk, must keep her pacifier in her mouth at all time and is now going to have a babysitter.  What she didn't know was the fact that her babysitters were going to be two of the girls from his former school. 

The girls will enforce everything they have been told, especially not letting Lilly use big girl words.  The spanking that ensued should have made the point very clear to Lilly.  :'( :'(

Another GREAT chapter and I can't wait for the next chapter.
 :P :P :P :P :P :P :P :P :P :P
Title: Re: A New Family Dynamic
Post by: dolly bo peep on June 26, 2020, 08:03:16 AM
CuddleBunns,

I agree 100% with Sissy Little Girl and love your last chapter.

It certainly looks like Sissy Baby Lilly is getting everything he wished for in his journal and then some!

I think that former high school friends Alexis and Samantha are the perfect choices for babysitters and look forward to future babysitting scenarios with them.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 26, 2020, 05:03:52 PM
Thank you, Sissy Little Girl and dolly bo peep. I'm very excited to have more of Alexis and Samantha involved in the future. Let me know what you all think about the dynamic of their relationship with Lilly, because after I'm done with this story I've been planning on writing another (albiet probably shorter) story with a similar sort of dynamic in it.

Part 23

 Alexis jumped in surprise when her phone suddenly went off. She looked down at her screen and saw it was an alarm she had set hours before. "Aw man. Sam, it's already time to start getting the baby ready for bed", she said sadly. Samantha looked at Lilly for a moment, then over at Alexis, then back at Lilly again. "Hmmm...", Sam began to ponder aloud, "I guess thats true. Its been so long since we've all been together though. I really want to spend some more time together, the three of us. Maybe...". Sam paused and looked Lilly directly in the eyes before continuing, "...and this is a big maybe....if our baby is co-operative we could all watch a movie or something after we give Lilly a bath and get her all dressed in her pajamas? Her mommy and sister won't be home until 11, and its only 6:30 now. That would give us plenty of time to eventually put her down to bed before they return. It would have to stay our little secret though."

 Alexis clapped her hands together and smiled. "That sounds perfect! What do you say girly girl? Do you want to spend some more time with your lovely babysitters?", she asked Lilly in a cute and playful tone. Lilly was unsure how to respond. He was not allowed to talk, and nodding felt so impersonal. Still, it was the only real way he'd be able to answer. After a few moments of silence he reluctantly nodded, and was rewarded with an exited squeal and another big hug from Alexis. This caused his tiny member to get exited and strain against his cage. Alexis had always been a hugger, but now that he was not considered a sexual threat whatsoever, both girls seemed to be much more touchy-feely with him then he ever remembered them being in high school. He felt Alexis' breasts push up against him as she wrapped her body around his and squeezed.

 "I'll start her bath while you get her night time clothes ready. Find something really pretty for her", Alexis said to Samantha. Her friend nodded and got up to head into the nursery. As Samantha left, Alexis suddenly picked Lilly up and giggled at the ease with which she was able to do it. "Wow baby, you weigh practically nothing", she teased while Lilly sat comfortably perched in her arms. She began to carry Lilly up to the bathroom, where she turned on the hot water in the bathtub and began to fill it up. Lilly had been bathed by his mommy at least weekly in the past couple of months, but it was usually a very efficient and mechanical affair. However, the idea of being washed all over by his high school crush was very overwhelming to Lilly, who knew there was absolutely no way he would feel comfortable in his chastity cage for any of this ordeal. His pen-is was already straining when he heard the words he had been fearing for the past couple of minutes: "Alright Lilly, time to take your clothes off!"

 Alexis reached down and unbuttoned his pink onesie, taking the opportunity to remove his wet diaper before instructing him to hold his arms up so she could remove the onesie entirely. Soon Lilly was standing (albeit with unsteady legs) completely naked save for his pathetic pink chastity device, which Alexis could not help but snicker at when she saw it in its full glory for the first time. "Now that, I definitely approve of", said Alexis with absolute certainty. "Before you get in the tub, I want you to see something real quick"

 Lilly watched as Alexis pulled out her phone and started to look through it. She eventually found what she was looking for and gave him a mischevious smile, flipping the phone around so that he could see it. Sitting there right in the middle of her brightly illuminated screen was a picture of an absolutely hung, thick pen-is that easilly dwarfed Lilly's in size, even without his chastity cage. Alexis giggled to herself. "That's my boyfriend's", she explained, "Isn't it nice sissy? He's big and thick, like a real man. I wonder how it compares?"

 Alexis held the phone screen side by side with Lilly's caged pen-is and shook her head at the comparison. It was absolutely no contest. Alexis could feel the abject shame exhuding from Lilly's beet red face, and she was starting to feel absolutely intoxicated by it. In truth, even though she had always thought of Lilly as a friend, she had always enjoyed teasing him, even back in high school. Although she never had any real sexual feelings for the boy, a part of her always enjoyed the idea of him being a pet of sorts, or a completely subservient toy she could bend to her every whim. Now she was here with the perfect opportunity to do just that, plus the added bonus of there being absolutely no way he could get the wrong idea. A lightbulb went off in her head as she stared at his tiny sissy clit side by side with a real man's coc-k.

 "Wow that thing is absolutely tiny", she said to Lilly, who could only stare at the floor ashamed of himself. "It's honestly more of a clitty than a real dic-k. I'm sorry baby, but do you see what your competition is? You should be glad you don't have to try any more. The life of a baby is honestly what you've always needed. I wish you told me this is what you really wanted in high school so I wouldn't have had to keep worrying about you trying to date me all the time. Instead I could have just dressed you up in pretty clothes and we could have spent all of our time cuddling together. You could have been like my little doll!". The harsh words left a sting on Lilly's ears, causing his eyes to start watering at the verbal humiliation he was receiving. Alexis started to feel a bit bad about this, so she reeled back a little. "Oh baby, dont cry. It's just the facts of life. I like you much better like this. And to show it, I'm going to let you do something you've always wanted to do."

 Lilly's ears piped up curiously at what Alexis said. It could be any number of things, god knows he had wanted to do a lot over the years. Alexis smiled when she noticed his tears temporarily stop and met his eyes when he finally looked up at her. "See? No need to cry baby. This will be fun!", she exclaimed. She next began to remove her top, much to Lilly's surprise, and threw it at him in a playful manner. Her body looked absolutely stunning as she walked in front of Lilly and put her hands on his shoulders, crouching down slightly so she was at eye level. Not that it mattered, Lilly was too busy staring at her wonderful shapely breasts to notive, which were pressed together by a sexy black push up bra. She leaned in closer and began to speak softly into his ear.

 "If you do exactly what I say right now, I'll let you do the one thing I know you've most wanted to do since tenth grade". Lilly felt a tinge go down his neck when she began to speak into his ear. His tiny pen-is seemed to be straining against his cage constantly by now, like a moth trying to fly in through a closed window. Her touch felt like a surge of electricity to him, edging him on as she continued talking. "I know how badly you want to kiss me. I know you've been dying to since we met. Well guess what? I'm going to let you do it. Is that what you want puddle pants? A kiss from your sexy babysitter?"

 Lilly's eyes were beginning to tear up again as he nodded. The strain against his cage was becoming too much to bare, driving him absolutely insane. Alexis laughed at the sad sight in front of her. "You can answer me when I ask you questions baby. I won't tell your mommy", she said.

 "Yes! God yes!", Lilly cried out in a constrained voice. His pain was making it hard to concentrate.

 "That's what I thought", Alexis responded. Her grin was growing wider by the second. She was loving this more than she thought she would. "Now remember, you have to do exactly what I tell you if you want to kiss me. Right?"

 "Yes! Yes! I'll do anything!", Lilly spat out impatiently. It was becoming too much to bare. Lilly wished she would get to the point already before he broke down from all of the anticipation. Alexis grabbed her phone and held it up to Lilly's face. He now found himself staring directly at the huge, bulbous coc-k she had shown him before. Alexis' voice grew much more stern as she began to bark orders at him. "Kiss my boyfriends dic-k, you pansy", she commanded, "and kiss it like you mean it".

 Lilly closed his eyes and shuddered as he prepared for what he was about to do. He leaned in reluctantly and kissed the screen on Alexis' phone. As he pulled away from the meaty digital coc-k in front of him, Alexis shook her head in dissapointment. "You call that a kiss? I said kiss it like you mean it, not like it's your great aunt on thanksgiving. Kiss it again, and give it a little more love this time. Show me that you crave his coc-k. Make me think you're really savoring it". Lilly sighed and leaned in once again, puckering up in an exaggerated manner as he passionately grinded his lips against her phone, making loud moaning sounds as if he was enjoying every second of it. He felt absolutely disgusted with himself, but he figured the reward would be well worth it.

 Alexis tried her best to contain her laughter as Lilly pulled away from her phone again. With a highly amused voice, she praised him for obeying her. "Good girl. See Lilly? It wasn't so bad was it?", she said with a pat on the head. Lilly tried his best to forget what happened and began to grow anxious about getting his reward. "C..can we kiss now?", he asked Alexis in an unsure voice that could only be described as pathetic. Alexis responded by giving a chuckle and waving her finger at him. "Ah ah ah", she teased in the voice one might use for a dog, "you still have to do one thing for me".

 Lilly bunched his fist in disappointment. Despite being disgusted by what he had just done, his pen-is had not stopped in its quest to try getting hard, and although he wanted the pain to end, the same sensation that drove his pen-is to insanity was driving him to keep pursuing the one thing he had wanted for the last four years. Lilly shook as he demanded to know what more he could possibly have to do.

 Alexis swiped the screen on her phone and brought up a picture of her boyfriends face. He was the exact kind of hunk she had always ignored Lilly for back in high school. His chin was perfectly chiseled, his skin was well tanned and smooth, and his eyes were confident and domineering. He was everything that Lilly wasn't. Alexis giggled and held the phone out again. "Isn't he cute? His name is Mark. I want you to look him in the eye, and I want you to say thank you daddy", she commanded him with a cruel smile.

 Lilly was very close to the verge of crying now. He tried to compose himself, thinking about the kiss from Alexis he wanted so much. His voice stammered as he looked directly at the mirror opposite of what he was on Alexis' phone and forced himself to get it over with. "Thank you d...daddy", he finally managed to say after quite some hesitation. Alexis pulled the phone away with a look of accomplishment, clearly very proud at what she had done.

 "You absolute pansy...that was great! You're a natural!", Alexis praised Lilly with a hug to his naked body. By now Lilly could take no more. He needed his kiss and he needed it now. Alexis seemed amused by his obvious discomfort. She leaned down directly at Lilly's eye level, finally ready to give him his reward. "Alright baby, you earned your reward. Come give your cute old babysitter a kiss".

 Lilly leaned in to kiss Alexis only to be held back before their lips could meet. Alexis giggled at the confused boy. "Oh no no no, I think there's been a big misunderstanding here. I said you could give me a kiss. I never said you could kiss me on the lips, you silly baby. I have a boyfriend you know."

 Lilly stood there in shock. What was this nonsense! Had she really just tricked him into humiliating himself for nothing? Alexis put her arm around Lilly and turned her face, exposing her bare cheek to the upset and degraded sissy in front of her. "Come on baby, you earned it. Give me a wet one right on the cheek. It's the only time it's probably ever going to happen, so make it count", she said to him.

 Lilly started to break down sobbing as he leaned in and planted a tiny peck on the cheek of the woman he once wanted more than anything in the world. It was a perfect book end to any thoughts he may have had about the nature of their relationship, Alexis thought, because from now on he would know exactly where he stood in her eyes. She felt a bit bad for him, of course, she did like him as a person after all. Still, she couldn't deny that she really enjoyed the power she felt as she sadistically told him what to do, and looked forward to the future of their relationship as babysitter and baby. "Alright doll", she said as she suddenly picked him up and brought him over to the tub, "time for baby to take his bath".


Title: Re: A New Family Dynamic
Post by: sissyboy1212 on June 26, 2020, 05:49:33 PM
Love it love it.  The excruciating denial and humiliation for little Lilly is wonderful.  Poor little Lily is getting all she wanted and more.

Lovely story ??
Title: Re: A New Family Dynamic
Post by: sweet baby katie on June 27, 2020, 12:04:18 PM
This is a wonderful story.  You capture the sweet ambivalence of slowly accepting the feminization and infantilism that is the deepest heart felt desire of all sissy ABs.  Sigh...
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on June 27, 2020, 02:19:08 PM
CuddleBunns, THAT WAS HOT!!!  I think you have surpassed yourself on this chapter.  Poor Lilly has been run thru so many emotions and humiliations that she doesn't know what to do.  That was mean making Lilly have to kiss Alexis' boyfriend's picture of his huge, bulbous coc-k.  Can't wait for your next installment.  I guess we will just have to tune in next time; Same Bat Time, Same Bat Channel.   :D :D :D :D :D :D :D :D :D
Title: Re: A New Family Dynamic
Post by: CuddleBunns on June 30, 2020, 04:42:57 PM
Thank you so much everyone. I'm glad you are enjoying Lilly's escapades with his former high school friends. I know that the particular sort of humiliation in my last chapter is not everyone's cup of tea, but I just couldn't help myself. I would absolutely love it if a girl I liked forced me to do something like that. I'm glad people seemed to also enjoy it.

Part 24

 Lilly sat in the tub in disappointed silence as Alexis wrung out a soapy washcloth and began to rub it all over his body. Here he had just been driven to commit an act of pure humiliation, and now his babysitter was continuing on with his bath as if nothing had happened. It just was not fair. Alexis paid no mind to the gloomy moping of her humiliated sissy friend. She just hummed to herself as she casually cleaned every corner of his body, including, to his great surprise, his tight little rosebud. Lilly jumped in shock when he felt her fingers probe around the edge of his hole. "Oops, sorry baby. Just trying to make sure your whole body is clean", she immediatley told him apologetically. Lilly could not tell whether it had indeed been an innocent act or another one of her cruel games to humiliate him. Either way, he was not happy with Alexis.

 "Why did you do it Alexis. Why did you have to humiliate me like that?", Lilly asked suddenly in a cold, icy voice. Alexis stopped bathing him for a second and put her hand on his shoulder. She patted his shoulder softly and shook her head at the poor little sissy. "I'm sorry baby, I know it was a bit cruel, but I needed to teach you a lesson. I guess it was just a little payback for all those years you spent perving on me and Sam. Not that I ever minded really. I mean, I've always thought it's really cute how you'll just do whatever me and Smantha say because you like us so much. But if we're going to be in each others lives again, you need to learn that we're going to be operating under a completely different dynamic."

 "Yeah? And what's that?", Lilly asked. He would receive his answer when Alexis reached down and grabbed his hand, curling his fingers into a fist and extending out his thumb, which she then promptly plopped into his mouth. "One where you're not the one who gets to ask the questions around here. Don't talk unless I tell you to baby", she responded, giving out a small laugh at his complete lack of resistance.

 Alexis was busy finishing up Lilly's bath when Samantha finally burst through the door with Lilly's pajamas. "Oh my gosh, I'm sorry I took so long. You should see everything in her closet, it's unreal", Samantha blurted out before being stopped dead in her tracks by the sight in front of her. "Um Alexis...why aren't you wearing your top?", Samantha asked her friend with a raised eyebrow of suspicion.

 Alexis shrugged her shoulders. "I don't know, Sam. I guess it's just hot in here", she responded sarcastically, before grabbing it off the floor and draping it over her body. "Happy?"

 Samantha just rolled her eyes. "Alright Alexis, alright. Just don't humiliate the poor thing too much", Sam said with not too much confidence. It was clear that Alexis was getting a lot more enjoyment out of embarrassing their pathetic former friend than she was, although Sam would be lying if she said that it wasn't a lot of fun for her as well.

 Alexis hit the drain on the tub and began to grab Lilly's towel from the rack next to her. She wrapped Lilly in the towel like a tiny mummy and scooped him up in her arms, sitting him on her lap at the edge of the tub so she could pat him down until he was completely dry. Once he was dry, Samantha set his clothes on the edge of the bathroom countertop and grabbed a diaper and a bottle of baby powder from the top of the pile. Alexis removed his towel and laid it on the floor to use as sort of a makeshift changing mat. Lilly was promptly let down onto the towel and told to lay back for his inevitable changing.

 Samantha looked about 10 feet tall to Lilly from his current position, looking up at her from the bathroom floor. She seemed to absolutely tower over him as she began un-taping the new diaper that was soon to be freshly placed around his hips. "I've been looking forward to this all night, Lilly", she beamed down at him in a loving yet patronising voice. It was as if she wanted nothing more than to actively partake in reducing her friend to the state of a complete baby.

 "Alright puddles, time to lift your bum bum! Here comes your diapey-wipey!", Samantha suddenly sang out in a ridiculous caricature of a voice one might use for an infant. Lilly lifted his butt and felt the diaper slide under it, being met with praise for being a "good little sissy-pants" for complying. Lilly soon found himself being forced to endure one of the most humiliating changes of his life while the girls seemed to absolutely savor every second of the role he was now forced to play. They seemed to coo and baby-talk at him constantly as they powdered him and slowly did up the tapes, stopping every few seconda to comment on something or other. When all was said and done, his diapering that should have taken 30 seconds ended up taking 3 minutes. By the end of it he was finally diapered up and ready for his pajamas.

 "What's our princess wearing to bed tonight?", Alexis asked rhetorically as she lifted up the clothes Samantha picked out to study them. Her face expanded into an explosive smile as she saw the adorable outfit that Lilly would soon be forced to wear. It was pink Barbie themed footed sleeper, decorated with lots of white hearts along with an adorable bonnet for Lilly's head. Alexis nearly jumped up and down with glee at the thought of Lilly being locked into her crib in the aggressively cute outfit. Samantha grabbed Lilly's arms and helped him up as he was motioned towards the adorable, sissy-ish pajamas. Lilly began to gulp and looked down, preparing for the inevitable. Alexis quickly left to go grab another pacifier from Lilly's room to complete the infantile sissy-ish look. When she returned, Lilly had been completely dressed in his adorably emasculating pajamas, looking like a true baby with his giant pink bonnet almost completely engulfing his face.

 As the two babysitters left the bathroom, they looked just like any other pair of babysitters, with Samantha carrying what would look to anyone else to be any other toddler, only larger. To Lilly however, the situation at hand was anything but normal, and he dreaded what these two former friends of had planned for the rest of the night.

 Samantha brought Lilly down to the Living room and sat with him on the couch as Alexis left to go prepare a bottle for him. "Okay baby", she said, looking down at him lovingly, "we're going to watch a movie now but you have to be really good alright? If you're very good we'll give you lots of love and cuddles, but if you're bad we can always spank you and send you to bed. Plus, if you're really bad, we have these."

 Samantha took out her phone and presented Lilly with multiple pictures and videos that had been taken of him over the last couple of months, including pictures of his dress up playdate with sophie, and even more embarrassingly, the video his mommy had taken of him messing himself on Jessica's lap. Lilly felt the room go hot as he realized that his former friends had seen every single one of these humiliating snapshots of his current life. Samantha laughed and patted his head. "Relax baby girl", she cooed, "Your secret is safe with us. If you're good. But you have nothing to worry about, you'll be fine. Me and Alexis are going to have a sweet night with our precious little doll who's finally where she was always meant to be, cuddling and playing and having a good old time."

 Alexis soon came back with Lilly's bottle and sat down next to them, pulling in close so she could be close to Lilly while he sat there in Samantha's arms. Samantha grabbed the remote and turned on the TV, selecting a cute looking movie about cats that seemed like it was tailor-made for a three year old girl. She seemed very happy to finally spend some time as all three of them, just like old times. Lilly quickly found himself snuggling deeper into Smanthas lap, suc-kling his bottle while his babysitters loudly talked to each other over the sound of the infantile film, not that Lilly cared very much about what was going on. However, he soon wished the audio on the film was louder when the topic of his sitters' conversation soon turned to relationships.

 "Oh my god, Sam. He took me out to the most amazing dinner last night...", Alexis went on and on to her eager friend as Lilly sat there forced to listen. "Theres just something about the smell of a man's cologne paired with a nice champagne that can make anywhere feel like a five star restaurant. I felt like the luckiest woman in the world."

 Samantha looked down at Lilly with a knowing smirk as he uncomfortably continued to suc-k on his bottle. "That sounds amazing", she said, returning her attention to Alexis. "How'd things go afterwards?" Lilly continued fidgetting with anxiety in the seat of Samantha's lap, clearly wanting to be anywhere but where he was now. Alexis patted Lilly's diaper and looked down at him with a concerned face. "I don't know if I can tell you Sam", she said, "Its not really appropriate for a little baby to hear."

 "Aw man", Samantha said dissapointedly, "well can you at least tell me how long it lasted? You know...later?" Alexis gave a coy smile and looked away for a second, before putting her hand over her mouth and leaning into Samantha's ear. "Four hours", she whispered softly, but still loud enough for Lilly to hear. "FOUR HOURS?!", Samantha yelled in shock, "That's crazy. How did you manage to get up in the morning?"

 "Beats me", Alexis responded, "especially with the way Mark likes to...". Alexis trailed off and looked down at Lilly, who was beginning to tear up. "Never mind, innapropriate", she said with a smile as she gave Lilly a knowing wink. Lilly's shame was only compounded when he began to unintentionally wet his diaper after he could take no more of the thought of some stranger having his way with his high school crush. Somehow Samantha noticed and stuck her hand down to give him a surprise diaper check. "Well well well, the baby finally wet."

 Alexis gave a surprised grin and reached down to feel for herself. "Aww, you poor, poor baby", she said in an exaggerated mocking tone. "Unfortunatley for you, it'll look suspicious if we change you this late. You'll just have to keep it on until your mommy can change you in the morning". Lilly continued to alternate between the laps of his two babysitters for the remainder of the childish movie, being forced to endure countless bottles and burping sessions while his diaper began to grow colder and colder. By the time he was done, his diaper was absolutely drooping and soaked. It would remain that way after the movie had already ended, when his babysitters unceremoniously brought him to his nursery and dumped him in his crib.

 Lilly looked out the bars of his crib with large, sad eyes while his babysitters gathered their things and said their goodbyes. "Have a good one sissy, you definitley won't be seeing the last of us", Alexis teased with a wave. Samantha then walked up to the crib and blew him a little kiss. "See you around Lilly", Samantha said, "Your mommy should be home soon, it's time to go to sleep". Lilly could hear the girls whisper to each other and laugh as he watched them turn on his nightlight and shut off the lights, closing the door to his nursery as they left. The sound of their giggling voices from beyond the nursery door became a cruel reminder to Lilly that he now lived on an entirely different plane of existence to his former friends. Even worse, a part of him now understood that perhaps, that had always been the case. Lilly spent the remainder of his night suc-king hard on his pacifier, trying to forget it all so he could get some much needed sleep.
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on June 30, 2020, 07:02:14 PM
CuddleBunns  All I can say is, "Poor Lilly."  She was put thru so many humiliations with Alexis & Samantha.  The bath was bad enough, especially when Alexis cleaned his bung hole.  Then to be dressed in that Barbie sleeper and have to endure the two girls talking about Alexis' date. 

You've done fantastic job.  Keep up the good work. :D :D :D :D :D :D :D
Title: Re: A New Family Dynamic
Post by: Ahiru on June 30, 2020, 07:20:15 PM
I suspect his Mummy sees the girls' behaviour on nanny cams and retaliates.  Lilly can't be held responsible for their actions but he can for talking.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on July 01, 2020, 10:55:17 PM
Part 25

 Sunlight flowed strongly into Lilly's nursery through his windows the following morning, forcing him to finally wake up and open his eyes. The first thing he noticed upon waking up was that his diaper was still extremely sodden and cold, to the point where even the bottom of his pajamas had started to become a little moist. The second thing he noticed was the sound of his sister's voice talking to his mommy, a very surprising development considering it was rare for her to stay the night. He listened to her voice become louder and louder as it seemingly got closer and closer to his nursery. Suddenly, the door to his nursery popped open and in walked Jessica, who seemed to already have a bright and cheery demeanor about her as she walked over to Lilly's crib and unlocked it.

 "Good morning little sis! How was baby's night with his two lovely sitters?", Jessica asked him with a warm, loving smile on her face. She didn't really expect an answer from Lilly, nor was he stupid enough to attempt one. He simply sat there and looked up at Jessica while she went about his usual morning routine, not showing and signs of suprise when she picked him up in her arms and brought him over to his changing table. Lately Lilly found himself no longer receiving diaper checks from his mommy when he woke up in the morning. She must have told Jessica not to bother either, as he would almost certainly be wet by now. As soon as Jessica went to remove Lilly's pajamas, she quickly realised that "wet" was a bit of an understatement. He was absolutely soaked!

 "You silly little girl, look what you did!", Jessica snickered as she bunched up his now removed pajamas as threw them into a nearby hamper. "Your diaper soaked all the way through! I'm going to have to tell mom to get you some plastic panties or something. I honestly don't know why mom didn't get you a pair or two already. This is so gross!"

 Jessica soon began the process of removing Lilly's embarrassingly wet night time diaper and changing him into a new one. He quickly found himself freshly powdered and taped into a dry new diaper, with Jessica quickly making her way over to the closet to find him a new outfit for the rest of the day. She studied his rack of clothes curiously before coming across a few particular garments that caught her eye. She gathered up the clothes of her choosing and walked back over to Lilly, showing him the sickeningly sweet and childish outfit that she had picked out with gleeful cheer. The first item was a light blue shirt featuring a bedazzeled crown on it and the words "princess in training" written in a pink cursive font. To complement his adorable top, she had also picked out a matching light pink fuzzy skirt that seemed agressivley juvenile and feminine (not to mention short), as well as a pink pair of socks and a Disney princess pair of white toddler sneakers that had straps in lieu of actual laces. By the time Lilly was fully dressed in the embarrassing outfit, he looked like an adorably sissyish piece of bubblegum candy, with the eye catching pinks and blues complementing each other and giving him a sweet, playful look. Jessica held her hand over her mouth as she studied the outfit she had dressed Lilly into, squealing with delight at his complete and successful transformation. "Oh my god. Oh my god! You look so incredibly adorable!", Jessica nearly screamed, "I can't wait to take you out later and show you off to everyone!"

 The last part really concerned Lilly, who by now was used to going on frequent walks and trips to the playground, but still dreaded every public outing none the less. Jessica paid his worry no mind, simply retrieving his pacifier from the crib and re-inserting it into his mouth to complete his babyish appearance. Lilly would find himself heading down the stairs in Jessica's arms moments later as the two of them headed to the kitchen for breakfast. Upon arriving, Lilly could smell the delicious omelet his mommy was cooking up for herself and Jessica, fully aware that what he would be eating would be quite different. His mommy's face lit up when she caught sight of Lilly, obviously amused by his adorable appearance and the pretty clothes Jessica had picked out for him. "Well good morning sunshine! Don't we look ready for the movies today", Andrea beamed out to Lilly in a warm, motherly voice.

 Lilly gave a confused look at his mommy while Jessica began to settle him into his large pink high chair. Jessica noticed his confusion and, upon locking him in, leaned down and planted a small kiss on top of his head. "Mom is headed downtown today for a meeting with one of her clients", she explained to Lilly, "I figured that would give us the perfect opportunity to spend some quality time together! I'm so excited, I can't wait to show you off to everyone! Big sister and little sister!"

 Lilly looked up at Jessica with uneasy eyes at the thought of her parading him around in public dressed and treated as he currently was. Jessica could sense his unease and tried to reassure her little sister that everything would be all right. She gave him a small tickle and tried to force a smile on his face. "Oh relax you big baby, it'll be fun! Nobody will even notice that you're not a real little girl, anyway. I plan on spoiling my pretty little sis rotten. We'll have a great time, you'll see!"

 The remainder of breakfast went on as it normally did, with Lilly watching in jealousy as Andrea and Jessica scarfed down delicious Greek omelets, followed by Lilly's receiving of his own slightly less appetizing breakfast, which consisted of a jar of peach baby food fed to him by Andrea and a warm bottle of special formula to wash it down. Jessica was cleaning his face with a warm wash cloth after his meal when he noticed Andrea get up and grab her purse from the counter. She turned to Lilly and gave him a mildly upset look. "Sorry I can't give you your breastfeeding this morning Lilly", Andrea explained, "but I need to leave for my meeting quickly if I don't want to be stuck in traffic. Be a good girl for your big sister and don't give her any problems, okay? If you're a good little baby and do everything she says I have a nice little surprise for you later." Andrea threw on her coat and blew a kiss at her two children as she started to head out the door. "Goodbye kids! If anything bad happens just give me a call."

 Jessica said her goodbyes to her mother as the sound of the front door closing echoed throughout the kitchen. She soon walked over to Lilly's high chair and put her hands on her hips, looking at the sissy with exited anticipation as she pictured the day ahead of her. "Well sis, guess it's time to get this show on the road. Just let me gather up the things we need and I'll come back to get you so we can head out. I'm so exited to spend some time together, you have no idea!"

 Lilly could only look on and watch Jessica leave the kitchen while he sat there, still strapped into his pink wooden prison. He dreaded her eventual return and began to mentally prepare for the long day ahead of him. He wondered if he should even care at this point, having been dressed up and paraded around for months before this, with his situation not improving, but only getting worse. He decided he would take things one moment at a time and try not to think about it. After all, at this point that was all he could really do. The sound of approaching footsteps signalled to Lilly that it was finally time, and he gave out and audible sigh, preparing to face the inevitable. "Okay Lilly", he heard Jessica's voice call out as she began to walk over and remove him from the high chair, "time to go have some fun!"
Title: Re: A New Family Dynamic
Post by: CuddleBunns on July 01, 2020, 11:02:09 PM
Part 26

 Jessica's car came to a sudden halt as it pulled into the large movie theater parking lot. Lilly looked out the window at his surroundings from the confines of his car seat, and was relieved to see that there were not many other cars present. Still, there were a few, so it was not like he would go completely unseen. Jessica removed the keys from the ignition and turned around exitedly to face her little sister. "Pretty weird going to a movie this early, huh? There's barely anyone here right now", she said, as if she was reading Lilly's mind.

 Jessica got out of the car and walked to the back door, opening it so she could unbuckle Lilly from his car seat and carry him into the theater. Lilly felt himself bounce up and down in Jessica's arms while the two of them began to make their way across the parking lot. Lilly quickly buried his head into Jessica's shoulder upon noticing the sight of people entering and exiting the cinema, hoping that no one would notice that he was not really a baby, nor a little girl. Jessica could feel Lilly's relative discomfort and held him tighter in turn, although she knew the sooner he got used to people seeing him in all his glory, the easier things would be for her little baby sister. She decided to lighten the mood with some light chatter to distract his mind. "It's pretty great that they don't charge for kids under three before 11am, isn't it baby? You're going to get in completely free!" Needless to say, this did not help calm Lilly's nerves whatsoever.

 Eventually they made their way into the small box office section in the front of the building. Jessica opened the front doors and headed straight to the booth where customers pick up their tickets. The box office attendant was a slim, goth looking girl in her mid twenties, with short blue hair and a sleeve of tattoos that ran across her arms. The attendant blew a small bubble with her chewing gum and gave them a mischevious grin as she tried not to laugh at the sight in front of her. "Hello miss. Can I help you?", the attendant asked Jessica in an amused tone, staring directly at Lilly's beet red face which was still buried deeply into Jessica's shoulder.

 Jessica smiled back at the attendant and began to dig though her purse for cash. "Yes, one adult and one infant for 'Priscilla: Princess of Dream Castle' please", she repleied with all the confidence in the world, as if everything that was transpiring was completely normal. The attendant laughed and shook her head in disbelief. "Alright, but I'm going to need some ID for your little one. I don't usually see too many four-foot tall three year olds around here"

 Jessica gave her a knowing look and lifted Lilly's skirt up, exposing the seat of his fluffy, girly diapers for the attendant to see in full. The attendant burst out laughing at the sight in front of her, much to Lilly's dismay, and even Jessica couldnt help but also give a small chuckle at the absurdity of the situation at hand. "Is this enough ID for you? I'm afraid she's still far too young for a driver's license", Jessica said to the attendant with a few loving pats to Lilly's diapered bum.

 The attendant was struggling to reel in from her laughing fit as she printed up their tickets and handed them to Jessica. "Works for me! There's no real arguing against that. Enjoy the show you two."

 With that, Jessica and Lilly were finally ready to head into the theater proper. Other than a few questioning looks from the ticket checker and the employees working the concession stand, things seemed to go out without at hitch as the two of them found their way to the correct screen and looked for their assigned seats. Upon finding their seats, Lilly was surprised when instead of being placed in the seat that had been assigned to him on his ticket, Jessica instead sat down in her own seat and held Lilly in place on her lap. She began to bouce her knee up and down slightly and whispered to Lilly in a quiet voice. "Sorry baby, but you're far too cute not to sit on big sis' lap. Plus, with your coordination lately I'm too scared of you falling down to let you sit on your own."

 Lilly secretly did not mind this latest development, as the theater was slowly starting to fill up with other movie goers. As much as it made him feel like a pathetic little sissy to admit it, having someone else there to hold onto was very comforting for his current anxieties. He leaned back and rested his head into his sister's bosom as he tried to comfort himself from his fears of being seen in public. Jessica responded in kind by looking down at him and giving him a big smile, hugging him tight and reaching down to give him a light kiss on the cheek. "See widdle sis?", she said, "This isn't that bad. Just act natural and we'll have a great time."

 Soon enough, the lights began to dim and the screen in front of them became illuminated with the bright pinks and pastels that one would expect from a movie aimed at little girls. Lilly looked on from the confines of Jessica's lap at the wonderful frilly and exceedingly cheerful imagery that was being projected onto the screen, and for once found himself entertained. Maybe it was because he had mostly been restricted to shows made for actual babies for the last few months, many of them with no real plot or conflict to speak of, but Lilly began to feel himself get lost in the world of the film, giving it his undying attention as time began to quickly pass by. He was so engrossed in the film, in fact, that he didn't even notice when he began to wet himself somewhere towards the third act. Jessica reached down and felt the seat of his diaper, noticing the mild dampness on the edge with her finger. She gave herself a small chuckle and decided not to make a big deal of it. If he hadn't even noticed, and the diaper could take much more wetting, then what was the point? She decided it was best to let him finish the movie and deal with the problem later.

 Lilly would continue to give the film his full attention for its entire duration. When the end credits finally began to roll, he suddenly found himself being snapped back into reality, as if finally breaking free of a spell that he had been under for the last hour and a half. He looked around at all the other patrons that were beginning to leave the theater. There weren't many of them, mostly parents with small kids, and they weren't paying him any mind. He began to feel Jessica's body stir as she started to gather up their things, signalling to Lilly that they would soon be leaving the theater.

 Before Lilly knew it, he felt himself being lifted into the air with one arm. Jessica gave his hair a playful ruffle with her other and smiling at her baby sister with a loving grin. "How was the movie little sis? You really seemed to be enjoying it", she said in a sweet tone.

 Before Lilly could even process his response, he suddenly found himself blurting out an answer. "I wuved it Jess! Priscilla was so...". He looked over at Jessica's face and noticed her raised eyebrow. "Sorry...", he said with a sad expression, quickly remembering the no talking rule his mommy had given him. Jessica shook her head in response and gave him a sympathetic laugh. Her hands reached for his pacifier and she guided it back into his mouth. "There", she said to him, taking a moment to take in his adorably innocent look, "Maybe that will help you remember that babies don't talk. I know mommy usually punishes you for speaking out of turn, but I feel like this time it's really my fault for asking you questions like that. Sorry baby."

 Before she could properly get up and leave, however, a lightbulb quickly went off in Jessica's head. Never the one to let an opportunity go to waste, she turned her attention back to Lilly and began to speak to him in a somewhat playful, mischevious tone. "You know what, the rules are the rules though. I may still have to punish you for speaking like that. It wouldn't be right if I didn't. Unless...". Her voice trailed off and she reached up to once again remove Lilly's pacifier from his mouth, looking him right in the eye as her fingers rhythmically tapped the seat of his diaper. "Unless, of course, you can show me what a good baby you are by babbling like one. Can you do that baby girl? Can you say goo goo ga ga?"

 Lilly looked around the theater to see if anyone else was left. There was still one other family remaining, but they were seated quite far away. Lilly gulped as he prepared for the inevitable, trying to use a voice that was still quiet enough that they wouldn't be able to hear it. Just as Lilly began to speak however, the movie's end credits came to a sudden stop and the music cut out completely. "Goo goo, ga ga!", he cried out suddenly in a high pitched babyish tone.

 Lilly froze up upon realising that his infantile babbling was the only noise that could now be heard in the entire theater, which was now so quiet that you could hear a pin drop. "That was great baby!", Jessica praised him in an unnecessarily loud, exited voice, "I guess I don't have to punish you now that you finally understand how to talk your age. Next time I ask you a question, you can just respond like that, okay?" Lilly nodded to Jessica in embarrassment, very anxious to leave the quiet theater where their entire embarrassing conversation could currently be heard. In response, Lilly felt Jessica squeeze his arm slightly. "I said...okay???"

 Lilly sighed. If he wanted to leave, he would need to get this over with quickly. "Ga!", he exclaimed in an excessively high pitched infantile voice, clapping his hands together in order to really sell the response to his sister. Jessica found this highly amusing, and praised him for being such a compliant little girl. When they finally left their designated theater, Lilly was taken a bit back when instead of exiting the cinema like he had thought they would, Jessica instead made a direct beeline for the ladies restroom. Lilly tried his hardest to avert his eyes as they entered. He was used to this area being off limits to him in his previous life as an adult man. He would quickly learn that this was certainly not the case when it came to being a little baby girl.

 Jessica made her way to the baby changing station that was attached to the wall and brought it down into the changing position. Lilly seemed puzzled for a second when she promptly placed him on top of it, but soon realized with a shocked expression that he was, in fact, very wet and in serious need of a diaper change. "This is bad. Really bad. I don't remember wetting myself at all", he thought to himself as Jessica casually laid him back into position. Lilly closed his eyes and prepared for the inevitable embarrassment of being changed in public, something he was still incredibly unused to. Jessica could notice his face growing red and signs of Lilly's general uncomfortability, but paid it no mind as she casually untaped his wet diaper and began to remove it from under his body.

 "Re-lax sissykins!", she sang out in a playful voice, taking a new diaper out of his bag and ushering his body up so she could slide it under him, "There's nobody else in here with us. Nobody is going to see you, so you don't need to close your eyes and act like a scaredy-pants just because I decided to change you where every other baby gets their diapey changed without a care in the world. Besides, even if someone did see me changing you, there's nothing weird about that. People change their little babies in the restroom all the time!"

 She gave his belly a small tickle, causing him to briefly convulse with laughter and give her a tiny smile. Jessica found her heart briefly warmed upon seeing the small smile that quickly appeared on Lilly's face, and gave him a small smile in return. "See baby? If you just shut your brain off and act your age this can all be lots of fun! You still keep thinking of yourself as an adult man, I really dont understand why. You know that everyone else sees you as nothing more than a little baby girl, and you know that there's no way you're ever going back to the adult world again, so why not just embrace it? Doesn't it sound better to just accept that you're going to be a baby girl now and indulge in it, rather than living in constant embarrassment and humiliation, worrying how everyone else perceives you?"

 Lilly thought long and hard about his big sister's statements as she continued on with his diaper change. Perhaps she was right. Maybe if he just indulged in his new role more, the shame would eventually go away and his constant feelings of embarrassment and low self esteem would stop. Still, there was a part of him that could simply not let go. Try as he might, a part of him was still very aware of the fact that he was a 19 year old man laying on the changing table of a womens rest room in a toddler girl's clothes, having his butt powdered by his step sister as she prepared to tape him into a babyish white and pink diaper. No matter how hard he attempted to forget his previous life, the fact that he had been reduced to this would never escape his mind, causing an entire new wave of humiliation to wash over him.

 Jessica quickly finished up his diaper change and lifted him off the changing table, giving him a small hug to help calm him down after the latest humiliation ordeal. "It'll all be okay baby. Big sister is here to protect you. Everything will be fine." The two of them would soon exit the movie theater and walk back to Jessica's car, where she would snuggly strap Lilly into his carseat, ready to head to their next outing. Jessica glanced at the time on her phone and nodded approvingly. "One thirty", she thought, "still plenty of time until mom gets back". With that, she backed her car out of its parking space and began to drive quickly into the distance, ready for her next adventure with her adorable baby sister.
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on July 02, 2020, 12:52:18 AM
CuddleBunns, Every time that I read a chapter, it brings out feelings in me that makes me want to be baby Lilly.  She has been thru so many embarrassing situations and the theater was the latest.  Having to have her diaper changed in the ladies room was the ultimate embarrassment.  You have a knack for putting your readers into whatever situation you are writing about.
 ;) ;) ;) ;) ;) ;) ;) ;) ;) ;) ;) ;)     
Title: Re: A New Family Dynamic
Post by: CuddleBunns on July 02, 2020, 04:03:43 PM
Part 27

 The sound of Lilly's rumbling stomach could be audibly heard from the back of Jessica's car as the two of them continued to drive down busy streets. It was around 2pm now, which was about two hours after Lilly normally ate lunch. To make matters worse, it was now around the time that Lilly would usually be at home napping in his crib. These factors combined were beginning to make Lilly somewhat cranky, a fact that Jessica's many years of experience in childcare made it easy for her to pick up on. To help stem his hunger and possibly soothe him to sleep, Jessica had given him a bottle of formula from home that she had brought with her in her diaper bag, as well as put on a CD of children's nursery lullabies over her car stereo. The formula certainly helped, but the lullabies did nothing to soothe Lilly's temperament, and in fact was probably only serving as an annoyance to the poor sissy, who dearly missed the sounds of the various bands and artists that he used to listen to.

 Jessica adjusted the rear view mirror so she could get a better glimpse of the tired, carseat faring baby behind her. "I'm sorry precious, I know you're very tired and hungry. Big sis is looking for a restaurant that we can go to right now, then I'll feed you a nice lunch before we go do anything else. For now, just try to get some rest", she said to Lilly, who continued to gulp down formula with an impatient, cross look on his face.

 The formula would begin to do its trick however, and Lilly soon found himself hypnotized by the passing bumps in the road that were slowly massaging him into an increasingly tired state. As the last of the formula exited the bottle, Lilly soon felt his eyes droop and he became lost into a state of deep, well earned sleep. When he finally awoke, he found himself not safely tucked away in his car seat as he remembered, but instead being carried in Jessica's arms through some sort of parking lot. "Mfffm mmmph", the audible sound of his grunts were quickly muffled by his pacifier, which Jessica must have re-insearted into his mouth at some point after he fell asleep.

 "Oh hey sis! You're awake", Jessica beamed to him with a cheery smile, "I finally found a place where we can have a nice lunch. Hope you're still hungry!"

 Lilly quickly turned his head around and noticed the large brick building behind him. It was festively decorated with big glass windows featuring green shudders as well as a large, two sided front door at the entrance. "Great", Lilly thought, "This must be an Applejacks". The smell of sizzling entres and fresh salad dressing immediately hit his nose as Jessica pushed the front doors open and the two of them entered into the restaurant. They were promptly greeted upon their entrance by an overly enthusiastic server, a somewhat plump young woman who looked about Lilly's age (although obviously not the age that Lilly looked) with a gigantic, unnatural smile plastered across her face. "Hello, welcome to Applejacks, your neighborhood's favorite bar and grill! Will your little one require a highchair this evening?", the server practically yelled out with so much enthusiasm that it immediately made Lilly start to feel uncomfortable.

 Jessica smiled at the server and nodded her head. "Yes please, and if we could possibly get a booth that would be great", she politely responded. The served grabbed a high chair from the corner and guided them to a booth near the side of the restaurant. It was seemingly the only booth left in the whole establishment, surrounded on all sides by lots of busy tables that we're absolutely chopped full of people. Lilly felt himself growing more and more embarrassed by the second as his server placed the small plastic high chair at the booths end and Jessica guided him in. It was a very tight fit for Lilly, but he was just barely able to fit into it with the tray locked into place, although he was basically left with no breathing room to speak of. The server quickly headed back and grabbed two menus from her stand. The first one was a large adult menu, obviously meant for Jessica, while the second was a tiny paper children's menu plastered with pictures of cartoon animals and simple games to entertain children while they waited for their food. There was no question who the second menu was for.

 The server returned and handed Jessica her menu before turning to Lilly and placing his menu on the tray of his high chair, along with a pack of crayons. "I know she probably cant read", the server said thoughfully, "but I figured your little one might like to color while she's here. Can I start you off with anything to drink?"

 Jessica looked at the menu for a few seconds before deciding that nothing caught her interest. "I'll just have a water, and if you don't mind...", she trailed on while digging in the diaper bag for Lilly's empty bottle, "could you please fill this up with milk for the baby?"

 The server grabbed the bottle from Jessica's hand and gave her another large, unnatural smile. "Certainly! I'll be back with your drinks in just a minute!" Before she could leave, however, Jessica quickly tapped the servers shoulder to once again get her attention. "Oh sorry, one more thing", Jessica said with a mischevious smile, motioning to Lilly with a sly, casual wink. "Its her birthday today!"

 The server gasped and slapped her hands against her cheek. "Wow! Well happy birthday sweetie!", she told Lilly in an over the top, exited voice. "I'll bet you're so exited to be another year older today!"

 Lilly looked over at Jessica in complete confusion. Although it was becoming increasingly difficult for Lilly to gauge he passage of time, he knew there was absolutely no way it was his birthday right now. But why would she say that it was his birthday when it clearly wasn't? The server traded a few more pleasantries with Jessica before quickly leaving to grab their drinks. When she eventually returned, she handed Jessica a glass of water as well as the full bottle of milk as had been requested, and still seemed just as overly cheery and optimistic as when they first saw her. "Do you need anoyher minute to look over your menu? Or would you like to order now?", she asked with more enthusiasm than was necessary.

 "I'm ready to order now, thank you", Jessica immediatley responded. "I'll have the steak fajitas with peppers and onions, as well as a side of fries. Make the steak medium rare if I have the option." The server jotted down her order before looking over to Lilly. "Anything for her?", she asked Jessica curiously. It was clear to Lilly that the server must believe him to be an actual infant, as she seemed to talk to Jessica about him as if he couldn't talk or make any choices for himself. She was absoultely right about both of those assertions, of course.

 "Oh it's all right, I already have some food for her with me. Thank you though", Jessica replied. The server then took their orders back to the kitchen to be processed, leaving Lilly alone with Jessica as well as the sea of nameless strangers that surrounded him. As he waited for the food to come, he felt the curious gaze of many of these strangers point in his direction, making him more and more uncomfortable. Jessica paid his worry no mind and eventually began to dig through his diaper bag, producing a sissyish pink bib, a jar of baby food, and a small plastic spoon. She strapped the bib around Lillys neck and started undoing the lid on the baby food, scooping up a small bit to present to him.

 "Alright baby, I'll just feed you your num nums now so you don't get hungry", she told him tenderly. She brought the spoon full of infantile mush up to his face and tried to shovel some into his mouth. Lilly noticed that some of the tables around them were starting to watch the spectacle at hand, and tried his hardest not to accept the food being offered. Because of his reluctance, the spoon would instead meet his closed lips, smearing colorful baby food all over their sides as Jessica tried to force her way in. "You silly baby, you know I'll have to spank you if you don't open up, so start eating your food right now. I'd hate to make a scene", Jessica said to him in a stern, dissapointed voice.

 Sensing that a spanking would be a much worse alternative, as well as attract more unwanted attention, Lilly soon realised he had no choose but to accept the meal he was being offered. On her second attempt to shovel food into the pathetic sissy's mouth, Lilly finally accepted Jessica's spoon full of mush and closed his eyes in embarrassment, reluctantly swallowing it down. "Good gir! That's more like it", she praised, continuing to feed him spoonfull after spoonfull from there on after. By the time she was done, his face as well as his bib were absolutely coated with baby food.

 Just as she was about to clean him up however, Jessica turned around to face the isle, where she noticed a lot of commotion going on. A gigantic grin soon appeared on her face when she realized what was about to happen. In addition to their server, who was quickly approaching with Jessica's fajita platter, there were about three or four other employees trailing behind her carrying sparklers and balloons. Jessica knew what was about to happen was a bit cruel on her part, but the the thought of it gave her too much joy to care. She could not wait to see the look that would appear on Lilly's face in a few seconds.

 Lilly soon noticed the racket as well, but before he could even turn around, he was immediately surrounded by a sea of Applejacks employees, each one with an elated, celebratory look on their face. They began to sing at the top of their lungs in unison:

"Happy Happy birthday!
From all of us to you!
Happy Happy birthday!
Hope all your dreams come true!"

 The employees clapped their hands while joyfully repeating the stansa two or three more times, causing Lilly to almost shut down completely in shock and embarrassment. By now, the entire restaurant was staring in their direction, watching with entertained expressions as this sissy boy, who was clearly not an actual infant, was forced to endure more unwanted attention than any sane person could ever ask for. A few scattered laughs could now be heard throughout the restaurant, with the topic of most conversations soon changing to the scene that was going on at Jessica and Lilly's booth. It was all so overwhelming to Lilly; The singing, the clapping, the stares and the sparklers, that he was completely helpless to stop himself from wetting his diaper in fear from all the intense stimuli surrounding him. This only made him more upset, and he wanted nothing more than for all of the attention to stop.

 Eventually the signing would stop. Although it had lasted maybe all of 30 seconds, Lilly felt like the ordeal had gone on for hours, and was exhausted and trembling by the time the commotion ceased. Not a second after the song finished however, an employee pulled out a Polaroid camera and snapped an instant photo of the upset sissy, who's face was still absolutely caked with babyfood, and who's wet diaper could very clearly be seen under his fluffy pink skirt in his high chair. She then showed the two of them the photo, before taking it and tacking onto a section of the wall that was labeled "Birthday Wall of Fame". It was all highly amusing to Jessica, who was looking on with an expression of pure, unadulterated joy as the entire thing progressed. She thanked the employees for their extravagant show and promised that she'd tip them well. Even after the employees left, all eyes would seem to remain on Lilly for the rest of their meal. He sat there stupified in frozen terror, forced to watch Jessica eat sizzling fajita after sizzling fajita as he gulped down his bottle and felt his diaper grow colder and colder by the minute. By the time Jessica paid the check and left, he was happy to be strapped back into his carseat, ready to leave this entire humiliating experience behind. He wondered what his sister had planned for him next, and hoped that it wouldnt be nearly as embarrassing as this whole experience had been.
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on July 02, 2020, 10:23:35 PM
CuddleBunns, All I can say is, "poor Lilly."  Having endured the embarrassment of the theater, she now had to endure lunch at AppleJacks.  That wasn't mortifying enough for Lilly, she gets fed a bottle, baby food and then has a surprise birthday celebration by the waitresses.  No wonder that Lilly wets herself so much. ;) ;) ;) ;) ;) ;) ;) ;)
Title: Re: A New Family Dynamic
Post by: CuddleBunns on July 03, 2020, 11:04:11 PM
Part 28

 Once again, Lilly found himself strapped into his car seat as Jessica continued to drive down the road to an unspecified location. He wondered internally where they were even going, as Jessica had given him no such information and didn't seem particularly interested in keeping him "in the know". Ever since he had began his transformation into a little girl, nobody seemed to bother telling him any relevant information anymore unless it was absolutely necessary, figuring it was all beyond his control anyways. Now that he was not even allowed to ask questions, Lilly was finding himself more in the dark than ever, subject entirely to the whims of those around him.

 His questions would soon be answered when Jessica pulled into a nearby plaza and parked the car near a large brick building that appeared to house many stores. The closest of such stores featured a sign much larger than the others surrounding it with pictures of toy blocks that spelled out "Howe's Toys, Games, and Books". Lilly did not know for sure, but he had a hunch that this would be their next destination. Jessica began to hum to herself as she turned the car off and began the process of removing Lilly from his carseat. As she was doing so, she noticed that his diapers looked a bit wet, and decided to give him a quick diaper check before they headed into the building.

 "Lilly! When did you wet yourself, baby girl?", she said in a surprised tone, feeling the dampness of his diaper against her finger. Lilly expected her to give him a quick change, but she instead simply unbuckled him and threw him over her shoulder. He could certainly take more wetting, she figured, and knowing his body's scheduel there would soon be another suprise present in his diaper, on account of the time that had passed since she had fed him. Jessica closed the car door and began to make her way to the front of the building, where there were a selection of carts assembled for customers to grab at their leisure. She studied the carts for a second before deciding that none of them would be large enough to seat Lilly inside of. A sad frown soon appeared on Jessica's face, realising that the adorable image in her head of her feminized and babified step brother being pushed around in a cart like a true toddler girl would not become a reality. That is until she noticed a second rack of carts out of the corner of her eye. These carts featured two large plastic seats on the end for slightly larger children, almost as if they were a mix between a stroller and a cart. She decided to try her luck with these and placed Lilly into one of the plastic seats, standing back for a second to give it a good look. Lilly looked a bit large and silly sitting in the tiny seat that was clearly made for children much younger than him, and the buckles holding him in seemed very right and uncomfortable, but otherwise it was a perfect fit. Jessica's frown disappeared when she realised that she would get her wish after all, and she began to push the cart inside the store with a very satisfied look on her face.

 As the two of them entered the store, Lilly looked on in amazement at the ocean of colorful cardboard and plastic that began to surround them in every direction. Toys, board games, video games, and children's books of every type seemed to line the isles to infinity in every corner of the gigantic retail establishment. Jessica immediatley seemed to notice the twinkle that had appeared in Lilly's eyes. She began to speak to him in a cheerful, positive voice. "Like what you see little sis? Since you've been so good, big sister is going to buy you a nice little treat! Do you like the sound of that, baby? Does wittle Lillykins want a nice new toy?"

 Lilly gave her a smile at the positive attention, but was caught off guard when he felt the cart come to a complete halt. Jessica's smile had disappeared, and she now looked at him with a cartoonishly exaggerated frown. "Aw, so you don't like the sound of that after all? Baby sis doesn't want a nice new present from his big sister?"

 Lilly remembered what had happened earlier at the movies and realized that she most likely wanted him to respond with some sort of baby talk. He mentally prepared himself for the humiliating gesture he was about to partake in, before removing his pacifier and looking directly up into Jessica's eyes. "Da! Da! Da! Goo!", he yelled out in the most ridiculously sweet and babyish voice he could muster, forcing the best look of excitement on to his face that he could. Jessica's smile quickly returned to her face upon seeing the childish gesture. She brought her hands up to her cheeks and pressed them together, tilting her head and giving Lilly one of those cutsie faces that one uses to entertain a toddler. "Awww so wittle sis does want a pwesent!", she said in an equally cutsie voice, "Otay baby! Only because you're soooo cute!"

 Jessica continued pushing the cart down the aisles until she came to a section that was absolutely filled to the brim with baby dolls. She studied the aisle curiously and began to grab a selection of baby dolls off of the racks. She held three select ones up to Lilly's face gave him an exited look. "I know it has to get sooooo boring sitting in your playpen alone all day. That's why I thought it would be great if I got you a pretty little friend to play with. It'll be so cute watching you hold a little dolly and rock it in your arms. You'll finally get to know how me and mommy feel! Any preferences, sis?"

 Lilly looked over the options in front of him and pointed to the doll in the middle. It had blonde curly hair and a cute purple dress with lots of ruffles, as well as a puffy white diaper that flared out from under the dress. On the front of the box sat a big pink nametag featuring the words "Hello mommy, my name is Ashley". Jessica gave a second look at the doll and nodded approvingly. "Ashley, huh? That's a very pretty name for a very pretty dolly. Good choice little sis!"

 Jessica returned the other dolls to the rack and handed the one Lilly had selected to him, instructing him to take the box in his arms and give it a big hug. Lilly knew it would look quite rediculous, but complied with her demands anyway. In actuality, even though he knew deep down that he shouldn't be as exited as he was to receive a baby doll as a present, he had reasoned that it would at least be more fun than the extremely simple blocks and other baby toys that his mommy forced him to play with. There was also a part of him that had come to enjoy the dolls he often played with during his frequent visits to Sophies house, and he had secretly been wanting one of his own for a long time. He did not know why, but something inside of him was making him feel much more soft and nurturing lately, and the games he was beginning to imagine when left to his devices were begging to reflect this sudden change, often taking on much more of a domestic bend than they had before. This was a point that deeply embarrassed Lilly, however, who was in deep denial about how much he had actually psychologically sunken into the roll that had been chosen for him by everyone else that still remained in his life.

 Lilly continued to hold the doll close as the cart made its way to the other end of the store, which housed a small, well-decorated area with slightly lower shelves filled to the brim with children's books. Jessica began to browse the shelves and select various picture books of all different types, throwing them into the cart when something good caught her eye. She noticed Lilly looking on curiously as she carried out her shopping, and gave him a light pat on the head. "Sorry baby", she said with a slight tinge of regret, "but these books arent for you. We're running out of books to read for storytime at the daycare, so I need to find some new ones so the children don't grow bored. If you want I could give your mommy some of the old ones we've already read. I'd love to come over and read some to you sometime".

 "Guu!", Lilly responded happily with a large smile. Even though his sister was no stranger to humiliating the poor boy, Lilly greatly appreciated the lengths she went to show her love for him. She seemed to genuinely like being around him and nurturing him in a way even Andrea didn't always seem to, and despite his occasional anger at his sister's schemes to expose and humiliate him, during times like this when she was nice to him he had begun to subconsciously try to make her happier. His sister returned his affectionate gesture by lightly pinching his cheek and giving him a heartfelt, adoring look. "Awwwww you're too cute for words. I love you baby girl."

 After Jessica felt satisfied with the selection of books she had chosen, the two of them soon found themselves stuck in a long line as they waited to be cashed out. Lilly could not help but trade glances with the people waiting behind them, who were looking at him with skeptical glares as if something seemed off. The genuine feelings of acceptance and happiness he had felt just minutes before were now beginning to wear off, and the unnaproving stares of the other patrons were sending his brain crashing back into reality. Jessica noticed his expression was becoming much more reserved and shy, and after spending so much time together was beginning to feel a little bad about it. She reasoned that she had humiliated him enough today, and figured that it would probably be best to get him back home as soon as she could to spare him any more hard feelings. It would still be absolutely necessary to break him down enough that he would act like a total infant in public, she figured, but also knew that if she pushed him too hard it would do nothing but make his intense feelings of shame and anxiety worse. A nice session of tender cuddles in Jessicas lap was definitley in order for Lilly when they got home.

 Eventually they got to the front of the line and placed their items on the counter to be wrung up by the cashier. The cashier looked at Lilly the same way that the other patrons had, but thankfully did not make any rude comments and carried on with their transaction as normal. Once everything was properly scanned and paid for, Jessica gave the cashier a polite goodbye and finally pushed the cart out the front door and into the parking lot, much to Lilly's relief. The cart slowly made its way across the lot before reaching the rear side of Jessica's car. She unlocked the trunk and began loading bags full of the books she had bought into it, but left Lilly's new doll out for him to once again hold onto. When it came time to finally load Lilly into the back and place him in his car seat, she instead shocked Lilly by picking him up into her arms and enveloping him into a big hug. She rocked his body slowly in the air and began to speak tenderly into his ear. "Thank you Lilly. I seriously mean it. You were so good for me today and I absolutely loved spending this time with you. I know it's not easy for you to act like a baby in public, but I want you to know that I love you and I would never let anyone try to hurt you."

 She then opened the door and buckled him back into his car seat, giving him a light kiss on his forehead before closing the door and climbing through the front door into the drivers seat. She adjusted her mirror so she could look at him and continued speaking softly. "I want you to know that... it's okay to be yourself, little sis. I saw how you looked when you were watching the movie earlier; How you cuddled into my lap and held on tighter when you got scared that someone would see you. How your face lit up when I showed you that little baby doll and told you it could be yours. As much as you try to fight it, I know deep down in your heart that you know this is exactly what you want, and what you've probablg always wanted. Otherwise why would you have said so in your journals? When we get home I want to have a serious talk with you. It's not anything you should be afraid of. I won't degrade you, or humiliate you, or make you do anything you don't want to do. I just want to have a heart to heart and listen to how you have to feel about things. Is that okay Lilly? Will you do that for me? Will you please let me help you?"

 Lilly felt very emotionally conflicted at everything his sister had to say. As much as he wanted to fight it, she was right about absolutely everything. Strong feelings began to overwhelm Lilly, and his eyes began to water as he tried to muster up as much of a response as he was allowed to give. "Guu-", he shakilly spat out before being cut off by his step sister.

 "No baby, you don't have to use baby talk right now. For the time being I'll let you speak to me like a big person, as long as you promise to be quiet for the rest of the car ride and think about what I said. Despite how you may feel, me and mom only want to help you, and we can't do that unless we figure out a better way to let you help yourself."

 "Alright Jess", Lilly replied through uncertain tears, "I'll do that. Thank you so much."

 Jessica flashed him a warm, sympathetic smile through the rear view mirror. "Thank you baby. Just suc-k your pacifier and think long and hard about what you really want. No more words until we get home, then I'll let you talk as much as you want to. Big sis loves you, and she just wants you to love yourself as much as she does." Lilly nodded and stared out the window deep in thought, trying desperatley to come to terms with himself as the two of them began to make their way back home.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on July 04, 2020, 01:17:00 AM
Part 29

 Butterflies were swirling around in Lilly's stomach when the car finally pulled back into the driveway of his house. He knew his sister would soon force him to confront his feelings, and she had a tendency not to mince words. Jessica turned the car off and grabbed him from his carseat, looking down at him with a great deal of empathy as she brought him inside and placed him on the couch. She reached down and grabbed the box containing his new doll and opened it for him, handing him his new toy and giving him a light smile. "No need to be scared baby, everything will be alright. I want you to hold your doll close so you feel comfortable while I go and grab some things. I'll be back in one minute and we can have a nice long talk."

 Lilly instinctually held his new doll tightly while he waited for Jessica to return. He did not know why, but the sensation of holding on to something was actually having a legitimate soothing effect on him, and as much as he knew he was playing right into Jessica's plans by doing so, the calming effect it had on his anxieties made it very hard for him to stop. Eventually, Jessica re-appeared in the living room with a serious expression on her face. Jessica could sense that he was experiencing a great deal of negative feelings, and knew that she would need to tread lightly. She sat down on the couch next to Lilly and pulled him into her lap, wrapping her arms around him and giving him a big comforting hug.

 "Okay Lilly, I'm going to remove your pacifier and let you talk now, but you need to promise me that you're going to be positive and civil. Remember that I only want to help you, and I want you to be as honest with me as you possibly can. I'm still technically in charge right now, and I can still decide to punish you if you decide to act up and treat me badly. Alright?", Jessica asked Lilly in a firm, yet still empathetic tone. Lilly nodded and felt Jessica pluck his pacifier out of his mouth.

 "What did you want to talk about Jess?", he asked her in a nervous voice. It felt weird hearing his own voice form an actual sentence like that, it had been so long since he had been allowed to.

 Jessica felt the nervous tone in his voice and tried to speak to him as calmly as she possibly could. "I want to talk about you, Lilly. I want to know why it's still so hard for you to accept who you really are."

 "What do you mean accept who I really am?", Lilly said in an obviously upset voice. It was going to be hard for him to keep his emotions in check after everything that had transpired, but he knew he had to try. He attempted to dial back his anger as he continued to speak. "Im a 19 year old boy in a dress and a diaper, Jessica. No matter how much people insist otherwise, that's all I'll ever be. I know you and mom just like humiliating me, making me feel like I'm pathetic and insignifigant. Well you know what? It's working. It's...It's..."

 Tears were now falling rapidly down Lilly's face, causing Jessica to shake her head and cuddle into him deeper. She began to massage his belly and spoke to him in a sweet, but stern tone. "No baby. You know what's actually pathetic? Someone who ignores something so obvious and lives in denial when all the signs are right there in front of their face. Let's face it, you asked for all of this. Maybe not directly, but if you didn't want it then why would you fill an entire journal with pages and pages about how you 'don't feel like a man' and 'wish you could be a baby girl'? You're the one who wanted to wear diapers. You're the one who wanted to be called Lilly. You're the one who wanted to be dressed up in pretty clothes and dotted on constantly by me and mom. That was all you. So don't pretend this is some horrible punishment for you because we both know it's not. Me and mom just want you to accept yourself for who you really are so that you can finally stop sulking and feeling bad about yourself."

 Lilly looked back up at Jessica with an appearance of extreme embarrasment. Tears were still continuing to fall down his face at a greater and greater intensity. Eventually he would crack, but Jessica knew that before that could happen, it would be a long fight. "If you're only doing this out of love, then why do you humiliate me so much? You never cared for me before, you let me know as much almost constantly. Why am I supposed to buy that either of you actually care about me now?", Lilly said in a shaky, tear filled voice.

 Jessica gave her head a small shake and lifted him up so his eyes could directly stare into hers. She gave him a deep, comforting hug and patted his back lovingly in a rhythmic fashion. "Baby...", she began in a thoughtful, empathetic voice as she searched for the right words to say to him, "...I don't know anything I can say to prove to you that things are different now if you won't believe anything I say. I guess you'll just have to let my actions do the talking for me. I love you baby sis. The real you. This you. I'm sorry, but when you were trying to be a man, it was like watching a train wreck. When a man can't make his way in the world, can't find anyone to fall in love with him, can't stick up for himself or stick by his commitments...well I'm sorry, but that's not really a man. Finding your Journal was like a lightbulb going off in my head. I realised then for the first time that all of those times I was mean to you, it wasn't fair of me. It was just mean. I was trying to compare you to something that you're obviously not. You've always been so soft, vulnerable, wimpy, clingy, and dependent on others for everything. I'm sorry to speak so harshly, sis, but it's true. Those are horrible qualities for a man, but for a baby? For a little girl? That fits the description of a baby girl down to a tee, and I dont know if you've noticed, but... I really like babies. A lot."

 Jessica suddenly picked Lilly up and began to leave the living room. "Where are you taking me?", he asked her in a worried, surprised voice.

 "You'll see in a second. Just be patient", Jessica responded.

 She brought him upstairs and headed directly into the bathroom, a part of the house that Lilly had not seen for quite some time. She gave the light switch a quick flip, illuminating the room so that Lilly could now see his reflection in the gigantic bathroom mirror. He had not seen his reflection in a long time, and what he saw gave him quite a shock. Sitting there perched in Jessica's arms like the infant that she was trying to convince him he was, Lilly's skin had grown much more smooth and feminine than he had last recalled, and his facial features were now much more gentle and rounded. His hair had also grown considerably and had taken on a much more feminine appearance, making him look much more like the little girl he was being treated as than he had last remembered. He stared at himself absolutely stunned and transfixed by the adorable, diapered little girl that was staring back at him.

 Jessica noticed the gleam in his eye upon seeing his reflection, and knew that she almost had him. She let him take in his new appearance for a few more seconds before continuing to speak. "I'm going to ask you a few questions. Not to humiliate you, but just to help us understand each other a little better, but you have to be completely truthful with me, alright?"

 Lilly began to stammer upon being forced into this compromising position. "I....I....I don't kno...."

 Jessica held him tighter and began rocking him back and forth slightly. "I'm trying to help you baby. Can you please just promise to be truthful?", she asked him hopefully

 Lilly sighed and tried to compose himself. If he had already been dragged this far, what was the harm? He decided to surrender to his sister's demands. "Alright Jess. I promise I'll tell the truth".

 Jessica gave a breath of relief and began to hold Lilly up even closer to her, speaking to him in a tender, loving way to prove that she clearly meant no harm. "Be honest with me baby", she asked, "do you like the way you look right now?"

 Lilly began to sweat uncomfortably. He wanted so badly to say no, but it simply was not true. He loved everything about the way he looked, and he absolutely knew it. He struggled to come to terms with himself as he spat out his answer. "I....I...um...Honestly? I...don't know", the tears began to return to his eyes. There was no hiding it. It was too hard for him to lie to his step-sister. "Fine! I'll admit it! I like the way that I look now! Happy?"

 "What about the way that you look? What about it do you like, Lilly? Tell me exactly
Title: Re: A New Family Dynamic
Post by: CuddleBunns on July 04, 2020, 01:24:53 AM
Part 29 (continued)

 "Everything, okay? I like the clothes, I like the way my skin and hair look, I even like the way the fluffy pink and white of the diapers stick out from under my pretty pink skirt! I hate the fact that I like it, but I do! I absolutely love it!"

 By now he was full on sobbing. Jessica felt bad for him, but she knew in the long run that it was all necessary. For now she would continue trying to get him to accept himself, no matter what it took. She began to rock him even more tenderly and continued asking him questions.

 "Do you like it when I hold you like this?"

 "Yes..."

 "Does it make you feel more safe and secure?"

 "Yes...it does."

 "What about when you sit on my lap? Mommy's lap? Does that make you feel safe and secure as well?"

 "Y...Yes. It does."

 Jessica gave a light, knowing glimpse of a giggle and kissed him on the cheek. She could tell that admitting these things was in a way therapeutic for Lilly, who was still crying but was beginning to grow slightly more calm and collected. She would continue to dig deeper and ask him more questions.

 "Do you like it when people refer to you as a girl?"

 "I...think I do."

 "You think?"

 "Okay fine, I do. I enjoy called a girl."

 "What about when people call you cute? Pretty? Beautiful?"

 "Yes. I like it when people call me all of those things."

 "Would you rather be called cute or handsome?"

 "........"

 "Answer me Lilly. There's no wrong answer to the question. Would you rather be called cute, or handsome?"

 "Cute. I'd rather be called cute."

 Jessica gave him a loving smile as she continued to hold him up to his reflection in the mirror. "All right", she thought, "now I'm getting somewhere". Her questions began to become much more rapid fire. Lilly felt his ego breaking down as he answered each and every one. His grip on Jessica became more and more tight as he answered each one, slowly realising that he was fighting a losing battle. It was beginning to appear that she was right about everything.

 "Do you think most men would rather be called cute or handsome?"

 "Handsome..."

 "What do you think most girls would rather be called?"

 "Probably cute"

 "Do you think you look cute, Lilly?"

 "I...maybe..."

 "Oh don't be modest! I think you look adorable! Admit it!"

 "Fine! I look cute. I look incredibly cute"

 "Do you think your diapers make you look even cuter?"

 Lilly blushed. He could tell exactly where she was going with this, but he still felt powerless to stop himself from telling the truth.

 "Yes, I think my diapers make me look cuter"

 "And who wears diapers Lilly?"

 "Jess please..."

 "Come on Lilly, it's not that hard. Do I really need to answer for you?"

 "Fine, babies. Babies wear diapers."

 "And you wear diapers too, Lilly?"

 "I do."

 "If babies wear diapers, and you also wear diapers, then what does that make you?"

 Lilly paused for a second, struggling to give Jessica the answer that he knew she was looking for. Jessica simply continued holding him and rocking him back and forth, confident that eventually he would give her an answer. Eventually he conceded and finally broke the silence.

 ".....A baby."

 "What was that little sis? Could you repeat that?"

 "A baby. It makes me a baby."

 "Alright sis, as long as you admit it! Do you enjoy it when people call you a baby?"

 "I think it's humiliating."

 "Of course it's humiliating. My question was whether you enjoy it"

 "...Fine. Yes, I enjoy it."

 "What about when people treat you like a baby? Do you enjoy that?"

 "Not in public."

 "What about at home?"

 "Truthfully? It's....alright. Other than the boring parts."

 Jessica's ears perked up at his unexpected answer. "Boring parts? What do you mean by that?"

 "Well you know...being forced to sit by myself in a playpen all day, spending half of my time in a crib, stuff like that. It's depressing."

 Jessica suddenly found herself deep in thought. She believed she might have a solution to that problem, but decided that now was not the right time to try telling him. She decided to ignore this tangent for now and get back to the questions she had planned.

 "Awww baby, that's too bad. I wish I could help you there. Do you think our mommy likes you better as a baby?"

 "Yes"

 "Do you think I like you better as a baby?"

"....Um, yeah."

 "Heh, we'll you're right about that one. Do you like being around me more when I treat you like a baby?"

 "Yes Jess. I do"

 "See? I knew it! And you like it when I call you cute? When I compliment your pretty diapers and dresses?"

 "Yes"

 "And who else likes receiving compliments on their pretty diapers and dresses?"

 "...Little girls?"

 "No Lilly, baby girls. And do you know what that makes you?"

 Lilly looked into his reflection with tear filled eyes. He did not know when, but at some point his tears had stopped being tears of humiliation and started to become tears of reluctant acceptance. He turned to Jessica's loving face in the mirror and saw that she had no expression of irony or of sadistic glee in her eyes. Instead she had an expression of genuine love and sympathy for her baby sister, who she held lovingly in her arms with a strong, protective grip.

 "Come on baby, say it! We both know you want to. There's absolutely no reason to be scared. Your big sis loves you so, so much. I just want you to be happy, and finally love yourself for once. Can you please just admit to me what you are?"

 "........"

 "Please? For me?"

 Lilly took a deep breath and prepared for his big moment of truth. He could fight it no longer. Jessica was right about everything. From the beginning, she could read him like an open book, and there was absolutely no use in fighting back. He closed his eyes and held her tight, readying himself for the inevitable.

 "I'm a baby girl...", Lilly mumbled.

 "What's that little sis? Say it louder. Say it like you mean it."

 "I'M A BABY GIRL!" Lilly was now yelling at the top of his lungs. "I'M A PRETTY LITTLE BABY GIRL, AND I LOVE TO WEAR DIAPERS AND DRESSES AND I LOVE BEING HELD BY MY AMAZING BIG SISTER AND MOMMY!"
Title: Re: A New Family Dynamic
Post by: CuddleBunns on July 04, 2020, 01:27:54 AM
Part 29 (continued further)

 By now, Lilly's psychological transformation was fully complete. She now understood what she was with every fiber of her being, and and could no longer insist that she was not a baby, nor a little girl. Jessica gave her back a few loving pats and buried her further unto her shoulder in a loving display of affection. "Thank you Lilly", she whispered into her little sister's ear, "You don't know how proud I really am of you. I know it took a lot of courage to say that out loud, and I want you to know that no matter what happens, no matter how you feel, me and mommy will always be there for you, and we will always love you for who you are".

 Lilly felt a weight lifted off her shoulders as she lovingly returned her older sister's hug. "Am I still allowed to talk big sis?", Lilly asked Jessica with a decidedly juvenile twinge to her voice. Jessica shook her head and sighed. "I don't know Lilly, what do you think? Do babies talk?"

 The subtext of Jessic's response was abundantly clear to Lilly, who stuck her thumb in her mouth as a nonverbal que that she had received the message loud and clear. Just then however, almost as a sign from the gods, the remnants of Lilly's lunch began to catch up to her and a loud fart automatically erupted from the seat of her already wet diaper. Jessica gave her sister a knowing look, almost as if this was one final test to confirm Lilly's status. Lilly knew that there was no use fighting it or feeling humiliated by what she was about to do. She had just admitted that she was a baby girl, and knowing the look that Jessica was giving her, was fully expected in this moment to prove it. Jessica soon let go of Lilly, who took the opportunity to squat down in front of her sister and begin pushing. Her face became more and more red as a gigantic wave of squishy poop began squeezing it's way into her diaper, filling the air with a pungent smell that would be extremely obvious to anybody. She looked up at Jessica as she squatted and continued to do her business, who was looking down at Lilly with a look of tender love and understanding, instead of the joyful look of amusement that Lilly had come to expect. When Lilly was finished, she waddled forward slightly with her thumb still in her mouth and hugged her sister's leg. Jessica reached down and picked her baby sister up, cuddling her into her shoulder once more. "That's right baby", she cooed as she gently rocked Lilly's body in the air, patting her hand against Lilly's squishy bum, "That's exactly right".
Title: Re: A New Family Dynamic
Post by: sarahpenguin on July 04, 2020, 05:59:54 AM
oooh a series of excellent chapters :)
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on July 04, 2020, 12:51:29 PM
CuddleBunns,I don't know where to begin.  Those were 3 of the most spectacular chapters I have read.  Lilly's trip to the toy store , where she got a doll baby was fantastic.  The public displays for Lilly has to be mortifying to her.

Jessica's questioning of Lilly proves one point.  Lilly is a baby girl and she loves being that baby girl.  It took a long question and answer period to finally break Lilly and get her to realize that she "IS" what she appears to be to everyone.  A baby girl.

You have done a masterful job of writing this story.  Keep it going so that we can enjoy the further adventures of LILLY!
Title: Re: A New Family Dynamic
Post by: PervScenes11 on July 04, 2020, 05:07:57 PM
CuddleBunns -- I don't have words! These latest chapters, especially Jess's interrogation of Lilly, were exquisite. You've written a masterpiece here. I love how focused you are, throughout, on the psychological aspects of regression. It's not just that Andrea and Jess get Lilly to physically comply with them, they want to find and root out every inch of his male ego. The way Jess gets Lilly to participate in his own slide backwards is so, so, so insanely hot. Really, this is a masterpiece. Thank you.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on July 04, 2020, 05:40:54 PM
Thank you sarahpenguin, Sissy Little Girl, and PervScenes11. I really appreciate all of the positive feedback you all have given me. I'm still plotting out where exactly I want the story to go from here and where it will eventually end, but in the meantime I have a few ideas planned that I am very excited for. Stay tuned  :)
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on July 05, 2020, 12:09:28 AM
CuddleBunns, I have to agree with PervScenes11.  You have a true masterpiece going here.  Keep it going.  This is better than Masterpiece Theater.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on July 09, 2020, 06:24:41 PM
Part 30

 After receiving a much needed diaper change from her big sister Jessica, Lilly spent the remainder of her afternoon tenderly cuddling her doll in the comfort of her big sister's lap. Lilly could not tell how she had done it, but somehow her sister had set off a switch in Lilly's brain, and the sissy now seemed to absolutely indulge in playing the part of the adorable baby girl that everybody saw her as. Unlike before when she mostly seemed to just sulk in silence, Lilly now seemed absolutely delighted as she rocked her doll back and forth, making incoherent, innocent babbling much like an actual baby. This absolutely delighted Jessica, who rewarded her sister's change in behaviour with lots of positive affirmation, including hugs, cuddles, and an abundance of verbal praise.

 When Andrea eventually returned later that evening, she immediately seemed to notice Lilly's change in behaviour, and was very pleased. Although Jessica would not tell her exactly what had transpired that day to alter Lilly's behaviour so much, Andrea was thankfully for her daughter's efforts none the less. Eventually, after another predictable diaper change of course, it was time for Andrea to put Lilly to bed. When she returned from Lilly's nursery, she was surprised to see Jessica had not yet left, and was waiting to talk to her.

 "Mom, I really need to tell you something. Please don't freak out", Jessica exclaimed to her mother with a slightly worried look on her face. "Earlier today I...sort of let Lilly talk to me."

 Andrea raised her eyebrow. "I'm not sure how I feel about that, but I'm sure you had your reasons", she replied. "Is everything okay dear?"

 Jessica put her hand on her mother's shoulder. Cleary she seemed troubled. "Yes, everything is fine. It's just...dont you think Lilly is getting a bit lonely sitting alone in her playpen all the time? I had a bit of a talk with her, just to sort of set things straight and get her to really accept who she is, and for the most part it seems like under all those layers of shame, this lifestyle really is what she's always wanted. But one thing she said that really stuck out to me is that...well frankly, I think she finds it depressing being alone all the time."

 Andrea looked confused at what her daughter had just told her. "Alone?", Andrea said in surprise, "What do you mean alone? She has me, and you, and now even a little doll to keep her company. Not to mention her playdates with Sophie. What more could she possibly need?

 "Well mom, I know we try to think of her as a baby and all, but let's face the facts. If you were forced to sit in a play pen all day with absolutely no mental stimulation, how would you feel? I can see why she's bored and lonely, and I think I may have a solution to it. Only if you approve, of course."

 Andrea's curiosity was piqued. "I understand what you are saying completely. What do you think should be done about it?"

 The concerned look on Jessica's face disappeared and was replaced by a smile. She dug a brochure out of her purse and showed it to her mother. It was a brochure for the daycare she worked at. "I think, in my personal opinion, it would be best if Lilly spent her days with the other babies at my daycare", Jessica explained as she began to open up the brochure and present it's contents to Andrea. "First of all, it would give her lots of socialization that, right now, she desperatley lacks. Second of all, I think it would do wonders for her reluctance to be seen in public as a baby girl. After all, how could she possibly be embarrassed by it after she spends every day surrounded by lots of other babies being treated exactly the same way as her? After a few weeks of being forced to act like any other baby publicly, in full view of the staff, other children, and even parents of the other children, I don't think she'd be nearly as shy when we take her out places. I know that being a baby is what she wants, and today really cemented that for me. I just want her to be happy with it and better able to really be herself."

 Andrea thought for a minute before finally conceding to her daughter. She wrapped her in for a big hug. "That sounds wonderful!", she said with a tone of relief, "It'll be simply adorable the first time I drop her off, seeing her embarrassed little behind led off hand in hand to go join the other babies on the playmat. As long as the other workers and parents are okay with it, I don't see how it's a problem."

 "Really?", Jessica responded with an enormous smile on her face, "Thank you so much mom, you won't regret this. Just leave everything to me. It'll take some convincing, but once everyone sees how adorable Lilly is they probably won't ever want her to leave."

 And that is how, three weeks and some change later, Lilly found herself being carried by Andrea through the entrance to the "Sunny Day Childcare Center". Upon noticing the pair's ententrance, the face of the daycare's receptionist immediately lit up. Lilly looked exquisitely adorable, having been dressed in a puffy blue dress and a sharp, black pair of overaized toddler shoes, as well as a pair of tights that nestled up snugly against her gigantic, puffy diaper and a yellow pair of rubber panties, which were necessary to prevent any unwanted leakage. A knowing smile appeared on the receptionists face as they drew closer.

 "Oh, so this must be Andrea and her dear baby Lilly!", the receptionist called out with glee, "I'm so glad to finally meet you two in person. Lilly is even cuter in real life than she is in the pictures!"

 Andrea gave the receptionist a welcoming nod and returned her friendly smile. The two exchanged some more pleasantries and went through a rundown of what Andrea could expect for her sissy daughter at the daycare. Eventually, she was introduced a curvey blonde haired girl named Becky, who was to be Lilly's assistant caretaker.

 "Andrea, I want you to meet Becky. She'll be partially responsible for taking care of your young one after you leave here today", the receptionist said as she directed Andrea's attention to the gorgeous young blonde that now stood in front of them.

 "Hey! Nice to meet you!", Becky said to Andrea, extending her hand to give her a nice, friendly hand shake. Her attention soon turned to Lilly. "And this little one must be Lilly? How's it going baby girl? Are you excited to be a part of our nursery?"

 Lilly teetered side to side nervously from all the attention. Although psychologically the way she saw herself had been fully transformed, she was still naturally very embarrassed about being seen by others. This is why it came as a complere shock when Becky suddenly reached down and grabbed Lilly's arm, lovingly ushering Lilly to follow her in the direction from which she came. "Alright honey, say goodbye to mommy", she lovingly said to Lilly as she led her down the hall,"It's time to go meet your other friends in the nursery".

 Lilly could only look on with a shell shocked expression as Andrea wished her baby goodbye, promising that she would be back later to pick her up. She then felt Becky grab her arm and wave it back and forth in the direction of Andrea, returning her mommy's goodbye in the most humiliating way possible. It was very clear to Lilly that her status here would be no different than it was at home. She continued to teeterdown the hall with unsteady legs, hand in hand with becky, before reaching a door marked "Teddy bear room". As the door began to open, Lilly would soon begin to realise what it truly meant to be be seen as a little baby.

Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on July 10, 2020, 09:41:15 PM
CuddleBunns, you did it again.  Lilly is now going to find out what it is like to be a baby while in the nursery.  I would love to be in her place so that I could enjoy being a baby. 
 ;D
Title: Re: A New Family Dynamic
Post by: CuddleBunns on July 12, 2020, 07:47:24 PM
Part 31

 The first thing Lilly noticed upon her entrance to the nursery room was the intense smell of baby powder that immediately hit her nose. It was much like the smell of her own nursery at home, a smell that would make it clear to anyone that the children here definitely wore diapers. The second thing Lilly noticed was the age range of the other babies that were tottling around the nursery, bumbling around the floor while they played with the seemingly hundreds of stuffed animals and baby toys that were scattered about. They all seemed to be about one to three years old. As it was not a very large nursery, the age differences between the various toddlers was pretty obvious, since they were all housed together seperate from the newborns and pre-schoolers. Some were crawling and unable to form complete sentences, and yet others were walking on their own, using a suprisingly advanced amount of vocabulary for their age. Lilly did not know what her age was supposed to be, but the third thing she noticed would ensure that she would not be standing up on her own or talking anytime soon.

 Across the nursery, Jessica sat in a rocking chair holding a little girl who seemed to be about 1 year old. The girl was nursing a bottle while Jessica read a picture book aloud to her, fully capturing the toddler girl's attention. As Jessica finished reading the last sentence on the current page, she noticed Becky enter the nursery with Lilly in hand, who had been standing long enough now that her weak legs were beginning to tremble. Jessica gasped at the adorable sight of her toddler sister, who was now just another one of the many babies under her care. "Lilly!", she nearly shouted in an overly-exited voice, "It's so nice to see you little sis! Welcome to your new home away from home!"

 Becky giggled at the enthusiasm Jessica had for her little sister. "Come on baby, let's go see your big sister!", she said as she looked down at Lilly and began to lead her towards the rocking chair. However, it was too much for Lilly, who's legs were not used to standing up for this long. Lilly suddenly fell forward from the momentum, barely able to catch herself by putting her hands down and breaking her now downward momentum towards the carpet. A concerned look came across Becky' s face, who keeled down closer to Lilly to see if she was alright. "Oh my gosh, I'm so sorry sweetie, are you alright? That was a pretty good fall", she asked him with a worried tone.

 Jessica looked equally concerned as she looked on, but still could not help but shake her head. "I know my sis pretty well, Beck. I don't think she's quite big enough to have a handle on the whole walking thing yet", she said to her assistant, who developed a slight look of embarrassment on her face. Clearly she had miscalculated Lilly's abilities. "Awww, why didn't you say so baby?", she said to Lilly, "Can you not talk yet either? I didn't realize you were still that young, pudding".

 What happened next should not have come as any surprise to Lilly, in fact, she was quite used to it by now. Becky put her arms around Lilly and picked her up, bringing her across the nursery and over to Jessica. Jessica then spread her legs and made room for Lilly, who Becky placed on the leg opposite of the other toddler girl. "Awww there you go sweet pea", Jessica cooed down to her baby sister, "make yourself comfortable and I'll read you a nice little story".

 For the next fifteen minutes or so, Lilly would sit on Jessica's lap as she read the two baby girls a wonderfully illustrated story about a baby lamb that gets separated from the flock, only to be adopted by another group of farm animals that make her one of their own. Every couple of sentences or so, Jessica would ask one of the two baby girls a question pertaining to the book, such as "which one of these animals is a goat", in which they would be forced to point to a goat on the brightly illustrated page, or "what does a cow say?", asking them to make the noise that a cow makes and rewarding them with over the top praise every time they got a question correct. For the other girl, who Lilly would find out was named Anna, it was a somewhat difficult task, but for Lilly it was no problem at all. By the time the book was done, Lilly had demonstrated her near encyclopedic knowledge (by a one year old's standards) of farm animals and the noises they make, and had been rewarded with heaps of praise from Jessica, as well as a smiley face sticker that she placed on Lilly's diaper, letting her know what a smart baby she was.

 Eventually Anna needed to leave to have her diaper changed. Jessica called for Becky to retrieve Anna from her lap, finally leaving her alone with Lilly. She enveloped Lilly into a big hug, sensing that her little sister was still nervous about being seen in the nursery with the other babies. "Are you still nervous baby?", she whispered to Lilly, who's face instantly lit up red, and she began to suc-k her pacifier with an even greater frequency. Jessica laughed at her response and trussled Lilly's hair. "Well don't be little sis. Everyone else here is a baby just like you. Me and my assistant Becky love taking care of little ones, especially cute little girls...and you're the cutest little girl in the world. Now, why don't you go play with the other babies and try to make some new friends? I'm sure the other babies are dying to meet you. Go on sis, they won't bite!"

 Jessica set Lilly down on the carpet and ushered her off in the direction of a group of two other babies, who were babbling and passing stuffed animals back and forth between each other. Lilly looked back at Jessica, who was continuing to encourage him to go join the other babies in their game. Lilly sighed to herself and began to slowly crawl towards the two other children. One was a boy and one was a girl, and they both seemed to be totally lost in the game they were playing together.

 Being unfamiliar with how to communicate with another baby on equal terms, Lilly just stood there for a second while she thought about how to approach the situation. The answer would eventually come when the little boy held out a pink stuffed rabbit towards Lilly, clearly intent on handing the toy to her. Lilly accepted the toy graciously and cuddled up to it as a sign of thanks. Time would soon become lost to Lilly, who would join the other two in their infantile, rule-less game until she was eventually interrupted by the flash of a snapping camera. Startled, Lilly looked behind her back and saw Becky there with a professional grade digital camera, in awe of the cute sight in front of her. "Congradulations honey, you made the weekly news bulitin!", she exclaimed as she walked off with the camera.

 After playing with the two other babies for slightly longer, Lilly was beginning to grow hungry. It was then, almost as if it was on schedule, that she noticed Becky and Jessica loading the babies up into high chairs that all surrounded a big table. Lilly felt a wave of relief at the prospect of a well timed lunch, lifting up her arms to graciously accept the grip of Becky, who carried her off to be sat with the other babies...or so he thought. When they eventually came to the table, Lilly was surprised when Becky instead brought her one room over to the newborn room, where a large middle aged lady with sandy blonde hair was waiting for them in a wooden rocking chair.

 "Hello Lilly", the strange lady said to Lilly as Becky released her into the lady's arms, "My name is Ms Mabel. Your mommy told us that you're breastfed throughout the day, is that true?"

 Lilly looked down in embarrassment, unable to work up the courage to answer Ms Mabel's question honestly. Luckily for Lilly, Becky was there to answer for her. "She certainly is Ms Mabel. I have the permission slip right here", Becky said with enthusiasm, pulling out a small slip of paper to hand to Ms Mabel. The large, intimidating woman scanned the paper quickly, handing it back to Becky once she was done reading it.

 "All right then, I'll take it from here darling", Ms Mabel said to Becky, who quickly left the room to attend to feeding the other babies. Ms Mabel then turned her attention to Lilly, who was sitting in her lap staring up at her large, volumous body. Her enormous breasts seemed to engulf Lilly as she cuddled her closer and began to speak. "Normally we don't do breastfeeding here at the nursery, except under extreme curc-umstances". As she talked she was rolling up her shirt and undoing the clasps on her bra, slowly exposing one of her ginormous breasts. "However, your mother pays quite well, and she said we must be able to breastfeed you as part of her deal with the nursery. Lucky for her, I work as a wet nurse in my spare time, and I was more than happy to take up the job in exchange for a little pay raise."

 Ms Mabel then began to press her hand against Lilly's head, bringing her closer and closer to her breasts. Although she was used to drinking milk from Andrea's breasts, it was the first time she had ever been forced to breastfeed off of anyone else. Still, Lilly knew what she had to do, and closed her eyes as she reluctantly braced for impact with the humongous, oversized nipple in front of her. Soon enough Lilly felt the weight of Ms Mabel's breasts press up against her, and knew there was no turning back as the first of her sweet milk dotted Lilly's tounge. "See Lilly? It's not so bad. Although you're probably pretty used to this by now", Ms Mabel said to her as she continued to hold Lilly's head against her breasts, "I mean, I don't know too many 19 year old boys who's mommies still breastfeed them, but with the amount of money your mother gives to the nursery, who am I to judge?"

 Lilly's eyes popped open in suprise upon hearing what she had just said. Ms Mabel laughed at her suprised reaction, and unflinchingly continued to hold Lilly in place as more milk poured down her throat. "That's right baby, everybody here knows, it's not like it's a secret. I can't say I really blame your step-mommy for making you live like this. I mean, look at you. I can't really see you any other way. Plus, without her, we wouldn't be getting a brand new playground just for babies like you! Yup...we're going to get to know each other quite well Lilly...and I for one can't wait." After a few more minutes of Lilly silently breastfeeding (forced to take in everything that had just been said to her), Ms Mabel finally removed her breast and hoisted Lilly over her shoulders. She began to pat Lilly's back until she heard the familiar burping sound that she was accustomed to hearing babies make. "Maybe your mommy is right Lilly, maybe you are just a baby girl", she said with a giggle, picking Lilly up to finally bring her back to the toddler room. It would be the first of many feedings that Lilly would receive from Ms Mabel, and it was certainly the most embarrassing.
Title: Re: A New Family Dynamic
Post by: sarahpenguin on July 13, 2020, 12:37:55 PM
Hmm a playground for babies like her? An oversized baby swing? A crawling tunnel? Hmmm am outdoor playpen that slowly rotates so her outfits can be seen from all sides? Hmm. :)
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on July 13, 2020, 05:35:23 PM
CuddleBunns, Lilly is really learning what it is like to be a baby girl.  She's now in a nursery school with other babies.  She learned how to play the little game that the other babies were playing.  Then, when she thought she was going to be put in a highchair, she is taken to the newborn room to be breastfed.  She then finds out that everyone knows that she is a 19 year old boy.  WOW!!!

Great chapter and I can't wait for more. 8)
Title: Re: A New Family Dynamic
Post by: Heidi on July 29, 2020, 07:00:05 AM
What a great story more please!!!   
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on August 11, 2020, 10:44:33 AM
CuddleBunns, have you got anymore chapters that you can post.  I can't wait to read what happens now to Lilly.  Since everyone know that she is a 19 year old boy, Lilly now has that humiliation to have to deal with.   8)
Title: Re: A New Family Dynamic
Post by: sweet baby katie on August 25, 2020, 09:51:22 AM
This continues to be a delightful unfolding of the desire to be a sissy baby and the acceptance of that desire.  A masterpiece.
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on August 26, 2020, 07:35:17 PM
CuddleBunn, PLEASE continue the story.  We want to know what happens to Lilly.  She's in the daycare and being nursed and has been told that they all know that she is 19 years old.  There has to be more to this story.  You've written a great story and it would be a shame to leave everyone hanging.  I know that I love this story.
 8)
Title: Re: A New Family Dynamic
Post by: sarahpenguin on October 14, 2020, 01:15:26 PM
Hey are you okies cuddlebum?
Title: Re: A New Family Dynamic
Post by: BabyDenise on November 23, 2020, 11:43:44 PM
I just wanted to say how much I enjoyed this story.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on November 25, 2020, 09:15:36 PM
Thank you very, very much to everybody who has expressed their enjoyment of this story. I am so sorry I have not been responding to anyone's posts here lately, because it was not my intention to leave you all hanging like this when I started. I thought that I had posted a response a few weeks ago expressing my desire to continue this story to it's conclusion after I finish my other, current story...but apparently it did not actually submit. It's probably my fault for not noticing, so 20 bare-bottom spanks and an early bed time for me :p

In all seriousness though, thank you all so much for your continued support. Even though I am taking a break from A New Family Dynamic for the time being, I am very proud of what I have accomplished so far and want to make sure I can deliver a satisfying, quality ending that won't let people down. I know I'm not the most talented writer on the site, not by a long shot, but you are all so incredibly amazing, and all the other consistently high quality work on this site makes me want to improve myself until I reach my full potential. I guess what I'm trying to say is thank you all for giving me the confidence I need to continue writing, and I appreciate your patience as I try to figure out where I want to go from here. Best regards to all of you, and sissy hugs and kisses for all!
Title: Re: A New Family Dynamic
Post by: Sissy Little Girl on November 25, 2020, 09:44:50 PM
CuddleBunns, don't cut yourself short.  You have done a fantastic job with your stories.  You have nothing to be sorry for.  Just keep doing what you are doing and you will go far with your writings.  You are a fantastic writer.
Title: Re: A New Family Dynamic
Post by: PervScenes11 on November 26, 2020, 08:43:44 AM
Please don't undersell your own achievements. This story is already an instant classic. I love how deeply you render Lily's psychological struggle to accept the truth about herself. It's so beautiful. Can't wait to see it continue. Thank you for your amazing work.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on November 26, 2020, 10:01:33 PM
Thank you very much, Sissy Little Girl and PervScenes11. I am not a very experienced writer yet, but I do enjoy writing these kind of stories a lot. Your words of encouragement mean a lot to me, and help give me the confidence to continue on. I appreciate it very much from the bottom of my heart <3
Title: Re: A New Family Dynamic
Post by: sarahpenguin on November 28, 2020, 02:49:08 PM
Thank you very much, Sissy Little Girl and PervScenes11. I am not a very experienced writer yet, but I do enjoy writing these kind of stories a lot. Your words of encouragement mean a lot to me, and help give me the confidence to continue on. I appreciate it very much from the bottom of my heart <3

10/10 penguins enjoy your stories too :)
Title: Re: A New Family Dynamic
Post by: pierrylouys on December 18, 2020, 06:04:05 PM
Curious to see what gonna happen next
Title: Re: A New Family Dynamic
Post by: CuddleBunns on January 31, 2021, 02:43:04 PM
Sorry this part took so long everybody, it's been an interesting time in my life and I haven't had as much time to sit down and write stories. Needless to say, I'm back at it now and hope to end this one with a bang.

 The rest of Lilly's first day at the daycare would be, for the most part, the same as it had been up until the point that she was brought to Ms. Mabel's room for her feeding. She would spend the next few hours attempting to interact with the other babies in the nursery, learning their rituals and simplistic non-verbal forms of interaction so she could better fit in with her new contemporaries. The most difficult thing she would learn was that in order to become truly seen as one of them, she would basically need to unlearn almost two decades of what she assumed to be the basic rules of human interaction. To the other babies, there was no such thing as a cordial introduction. No "how do you do's" or "hi, my name is___". The infants seemed to come and go into each other's personal worlds as quickly as they pleased, moving on to whatever else would catch their attention in the blink of an eye. One second Lilly would be rolling a ball back and forth with another girl, only to immediately find herself staring off into the distance as the girl turned her back and started playing with a stuffed animal the next. It was far removed from what Lilly would consider to be polite adult society, but in some ways it felt much less stressful and more freeing.
 
 Jessica, for her part, seemed to notice a distinct change in Lilly's behavior as she increasingly began to emulate the other children in their mannerisms and methods of interaction. She couldn't put her finger on what exactly was different about her dear baby sister, but as far as she could tell, Lilly's behavior was beginning to seem much less self-conscious and ever so slightly more like that of a real baby as the day went on. By the time Andrea arrived at 3:00 to bring her sweet sissy princess back home, Lilly was practically indistinguishable from the other children, save for her peculiar height. From the moment Jessica picked Lilly up off the floor and deposited her into her Mommy's loving arms, Andrea knew she had made the right decision in signing Lilly up for daycare, and looked forward to seeing what an extended amount of time in the presence of other toddlers would eventually do to Lilly's surprisingly malleable mental state.
 
 Unlike the two of them, however, Lilly seemed to pay no mind to such matters. For the helpless little sissy who had been devoid of any real choices or mental stimulation for quite some time, philosophical quandaries into the state of her current circ-umstances seemed like a concept that Lilly felt less and less equipped for by the day. Such things were now firmly in the realm of "adult problems'' as far as Lilly was concerned, and besides, it had been such a long time since she used her brain for anything more complex than putting a square block inside of a square hole that even trying to comprehend the situation at hand in the most basic terms made her head ache. It was much easier to go with the flow and simply do what the adults in her life told her, and pretty soon she forgot what it was even like to have a voice of her own.
 
 This gradual development of a much younger mindset would not happen overnight, but as the days turned to weeks and the weeks turned to months, Lilly seemed to venture even more down the rabbit hole to complete and total infanthood at an exponential rate. The television programs she had been forced to watch that once bore her to tears were now an endless source of entertainment for the diapered little sissy, who's mommy would look on lovingly and giggle as she saw her little princess bobbing up and down and humming to the merry tunes of shows such as teletubbies and sesame street. Toys seemed to be another area in which Lilly had gained a new appreciation. Once merely set dressing that would surround her unused in her playpen, Lilly had learned to embrace the games of imagination that her peers seemed constantly involved in during daycare, and before she knew it she would find herself shaking her rattle or playing with blocks for hours on end. There was a small part of Lilly that wondered if she had gone mad and let her brain turn to mush, but she dared not listen to it. For all she knew she was trapped in this life forever, and the only way to get rid of the constant feeling of shame and humiliation she had once felt was to embrace it.
 
 This is why Lilly felt absolutely giddy some unknown amount of time later when she would find herself sliding down a large plastic slide and into Ms. Mabel's lovingly open arms, who waited patiently for Lilly below. The daycare had recently had their entire playground renovated thanks to Andrea's generous donations, and much to Lilly's delight these renovations had included installing play equipment that was big enough for an overgrown baby like herself. "Gotcha you little stinker!", Lilly heard Ms. Mabel call out as her body came to a sudden stop directly in front of her chaperone's gigantic pillowy breasts. Lilly was very familiar with the feeling of Ms. Mabel's large, beautiful breasts, as she had nursed them almost every day for some time now. Even now as Ms. Mabel spoke, Lilly could feel the mass of milk from her last feeding sloshing around freely in her stomach, and knew that it wouldn't be long before her lunch would embarrassingly make its way into her big fluffy diaper.
 
 Ms. Mabel giggled and wrapped her plump, soft arms around Lilly's body, picking her up in one fellow swoop. Lilly had never been particularly hard to carry, but the months she had spent being weaned off of solid foods had made her light as a feather and extremely easy to manhandle. Ms. Mabel planted a kiss on Lilly's forehead and began to carry her towards the swingset, where in addition to the normal swings for toddlers that one would expect at a daycare, a larger plastic swing also stood. It was pink and colorfully adorned with pictures of elegant unicorns and rosebuds. In case there was any confusion as to who the swing was for, it also quite literally had Lilly's name written on it in bright purple letters. Lilly felt the cushiony bottom of her diaper touch down on the warm plastic of the swing as Ms. Mabel slowly set her into it, before pulling down the leg fixtures which would hold Lilly in place.
 
 "Alright sissy, time to swing!", Ms Mabel cheered, walking behind the large plastic swing and beginning to push it back and forth. The seasoned daycare veteran seemed to be growing more and more attached to Lilly the longer they knew each other, and by now had taken over some of Lilly's care duties from her sister Jessica, who had her hands full from watching all of the other toddlers in her care. Lilly would still spend the majority of her time in the Teddy Bear Room playing with the other children, but for matters such as feeding, nap time, and visits to the playground she had been delegated exclusively under the care of Ms. Mabel. A gentle enthused smile appeared on Ms. Mabel's face as she watched her dear sissy swing back and forth merilly in her pink cinderella t-shirt and denim blue overalls, suc-king on a bright pink pacifier with her hair tied into adorably girly pigtails. In truth she had originally looked down on the sissy as a pathetic failure of a man deserving of great contempt, wondering to herself how anyone could possibly let themselves be dragged down to such a pitiful level that they would willingly crawl around on all fours in a dirty diaper and be carried around like a newborn by their own step mother, but as time went on her nurturing side would take over and she would begin take great pride in treating Lilly just like any other baby girl (well, except for the occasional teasing of course. She just couldn't help herself in that regard). By now she was totally enamored with the little fairy, almost wishing she could have Lilly entirely for herself.
 
 "Are you having fun little girl?", she called out with a teasing infection as she pushed Lilly higher and higher into the air, "Because you certainly don't sound like it. If you're bored I can always bring you back inside and we can begin naptime early." Lilly knew the game her caretaker was playing with her very well. For whatever reason, Ms. Mabel seemed to love making Lilly act as adorably sissyish as possible at all times, and would relish in making her truly indulge in whatever activity she had forced the pathetic sissy into. Lilly immediately threw her arms up into the air and gave Ms. Mabel the response she knew she wanted. "WEEEEEE! WHEEEE!", Lilly suddenly yelled out in excitement, kicking her legs performatively like an exaggerated caricature of an elated toddler. Ms. Mabel gave Lilly a small chuckle, obviously happy with the fact that she had so much power over the infantilized little brat.
 
 It was then that Ms. Mabel heard the sound of the gate surrounding the playground opening, and turned her head to see Jessica strolling casually towards them with a big smile on her face. She was dressed much more elegantly than usual, almost as if she was headed to some sort of important party or function. Her bright red party dress was accentuated by a striking pair of tall black heels, topped off by her beautiful blonde hair which had been neatly tied into a bun. In addition, she was wearing two large gold hoop earrings, which gave off an equal air of both elegance and opulence, a rarity for the usually much more casual and free spirited woman. Lilly looked over at her sister questioningly from the confines of her swing and wondered why she could possibly be dressed so extravagantly. Furthermore, she wondered where she had been, because she certainly had not been at the daycare that day like usual.
 
 Jessica gave them a friendly wave as she got closer to the swingset, before stopping directly next to Ms. Mabel and beginning to speak. "Hello April", she said casually to her esteemed colleague, using her first name in a manner which none of the children at the daycare would dare ever dream of, "We're all set up at home so Andrea sent me to come pick Lilly up. Sorry if this is poor timing. You two look like you're having so much fun!"
 
 Ms. Maybel took a second to stop the swing before turning her attention back to Jessica. "Oh! is it that time already?", she responded with an air of excitement in her voice, confusing Lilly a great deal. "Well I'll just go get her things packed up and let you handle everything from here. I'm so excited for her. You guys are going to have so much fun. I wish I could join you!"
 
 Lilly's face scrunched up into a mildly confused expression as her caretaker slid the swing's leg fixture up and removed her from her seat. She then handed the perplexed sissy to her sister before excitedly jogging inside to grab Lilly's doll and pacifier. Handing them both to Lilly, she wished them luck as Jessica said her goodbyes and carried Lilly back to her car. Lilly felt a burning desire in that moment to learn what was going on, but dared not ask because she knew that as a diapered little sissy girl, her place was to be seen and not heard. Months of being banned from even speaking so much as her own name had pretty much ensured that. Instead she decided to communicate non-verbally and turned her head directly towards Jessica's, making eye contact with her step-sister in a way that needed no further explanation. 
 
 Jessica giggled and patted her baby sister's back. "I know, I know", she uttered in a mildly teasing manner, "You're surprised to see me aren't you Lilly? Well, don't you worry your pretty little head sis, because I promise that I didn't interrupt your playtime for no reason. Mommy has a surprise for you back home that she's just dying to show you! Just wait puddle pants, you're going to squeal like the little sissy you are when you see what we have in store for you!"
 
 Once they reached Jessica's car, she wasted no time in plopping Lilly down into her thick oversized car seat and securely strapping her in. After entering the car herself, she turned the car on and inserted a cd of childish baby songs that she played for Lilly almost every time she drove her somewhere, often insisting to others that it was Lilly's "favorite album", despite no real evidence that this was the case. She further adjusted her mirror so that she could see the quiet, submissive sissy behind her before starting the car and quickly driving off into the distance. Eventually they would find their way back to Lilly's house, which Lilly immediately noted had an alarming number of cars in the driveway compared to normal. Despite the fact that she was used to being babied around practically everyone she had ever met by now, her fear of strangers had never quite disappeared, and she began to get a bad feeling about things to come. Jessica stopped the car at the end of the driveway and smiled to herself as she got out and began to remove Lilly from her seat. She quickly took notice of the fact that as she picked the poor sissy up into her arms, the anxious little thing began to hold on for dear life with shaky, trembling hands. Jessica shook her head and gave Lilly a quick, loving kiss on the cheek. "Relax sissypants", she cooed to him in a reassuring voice, "You're going to have so much fun today that you'll hope it never ends. you'll see..."
 
 They soon made their way over to the front door, which Jessica slowly opened with dramatic pomp as the interior of the house steadily came into view. Everything seemed eerily quiet inside, which began to greatly concern Lilly, who's grip on her sister's shoulder was now growing tighter and tighter by the second. In an instant however, a mass of noise emanated from the room around them as a well hidden crowd of people suddenly jumped into view, nearly stopping Lilly's heartbeat and causing her to unwittingly flood her diapers in the process. "SURPRISE!!!", the crowd shouted at the top of their lungs. Party streamers and laughter began to descend all around them, further confusing the poor sissy who was already quite confused to begin with. Eventually, however, Lilly was able to make out exactly who these people were and what they were doing here. All around her, she was able to make out the images of Andrea, Sophie, Jane, Alexa, and Samantha, as well as various members of Andrea's extended family that she had not seen for years. Reeling in from this shocking revelation, she was further disturbed to see a gigantic pink banner strewn across the ceiling featuring the words "HAPPY 1ST BIRTHDAY BABY LILLY!" in a glittery adorable font. As Lilly slowly recovered from her near heart attack, she began to feel the full force of unwanted attention weigh down on her, and feared what the rest of the day might bring.
Title: Re: A New Family Dynamic
Post by: jenniesissy on February 01, 2021, 07:13:23 PM
A wonderful addition to your delightful tale.  Hoping the interesting things happening in your life are good interesting and not the opposite.  I realize all good things must come to an end but hope you don’t feel any pressure to finish up the story - speaking only for myself, I would rather wait for updates than have it end prematurely.
Title: Re: A New Family Dynamic
Post by: nappiedian on February 03, 2021, 09:41:02 AM
im hoping there will be lots of pages for this story to come yet, x
Title: Re: A New Family Dynamic
Post by: PervScenes11 on February 03, 2021, 08:28:10 PM
Terrific to see this epic tale continue. As always, I love your focus on psychology, on how the life of a baby would change Lily over time. I hope this goes on and on, and I hope Lily is breastfed in front of a lot of women at her birthday party.
Title: Re: A New Family Dynamic
Post by: sarahpenguin on February 05, 2021, 05:47:28 AM
Whee fun hope Lilly gets to smash a big infant cake that iimmedietly gets taken away and cleaned off her hands so she doesn't ruin her baby clothes :)
Title: Re: A New Family Dynamic
Post by: CuddleBunns on February 05, 2021, 04:59:48 PM
Thank you so much everybody, your kind words mean a lot to me and you all bring such a huge smile to my face. Hugs and kisses for all! <3

To get to the elephant in the room: I understand that many of you don't want this story to end yet, and although I do still have a good deal planned for Baby Lilly, I also truly do understand the sentiment that it should continue for a long time. If I could find an engaging way to continue this story forever I would, but I feel as though I'm running out of ideas that would fit this particular story without repeating myself, or having it focus solely on aspects that I don't personally find to be particularly engaging. I would rather end a story while it's still good than let it drone on forever until it becomes mundane. Right now I'm very proud of what I've managed to write so far considering it's the first story I ever worked on, and I'd hate to ruin it by making it unsatisfying to read to completion. I'm not saying that long stories are bad by any means, but there comes a point where I want to start trying new things without being tied down by a previously established narrative. I hope you all understand, and who knows: Maybe I'll want to return to the world of Baby Lilly in the future. 

Also sarahpenguin, it's funny that you should say that, because I do have something similar planned for Lilly involving a cake later on during the birthday party, but I won't spoil myself just yet. Let's just say it should be wonderfully embarrassing and I hope you stay tuned!
Title: Re: A New Family Dynamic
Post by: CuddleBunns on February 05, 2021, 05:05:42 PM
 "Happy Birthday, my sweet baby princess!" Andrea called out to Lilly excitedly, stepping forward from the gathered mass of party go-ers to grab her from Jessica's arms. She was dressed just as strikingly as her daughter, only her dress was a light blue strapless number that pushed her breasts up into a wonderfully contoured shape and contrasted beautifully with the bright gold necklace that was eloquently wrapped around her neck. Lilly seemed to have a look of pure confusion on her face as she was casually exchanged from the shoulder of one well dressed caretaker to the other. "How can it be my birthday today?", Lilly began to ponder to herself, dripping with nervous sweat. She looked around anxiously at all of the familiar gazes that were now fixed squarely on her and shuddered. "My birthday is in February and it's nearly 80 degrees outside. I may not know what month it is, but it can't possibly be my birthday now."
 
  As if she was sensing the little sissy's confusion, Andrea let out a small chuckle and turned around so that Lilly was center stage in front of the entire crowd. She began to playfully bounce Lilly ever so slightly in her arms, eager to explain to Lilly her current circ-umstances. "Aww...Are you surprised, babykins? I can't believe it's been a whole year since we decided to stop playing pretend and show the world exactly what you really are'', Andrea began to speak, her voice dripping with a tone of nostalgic reflection. "One whole year of learning how to stop being a sad, ridiculous failure and accept that all you'll ever be is Mommy's sweet, submissive, helpless little doll. I'm so proud of you honey! It took a long time, but after an entire year of bottles, binkies, cuddles, and nap times; Not to mention a seemingly endless stream of stinky, embarrassing diaper changes, you've finally learned what it truly means to be my adorable little princess. That's why I decided that instead of celebrating your boring old male birthday this year, I would just give you a new birthday instead. Brilliant, right? After all, I don't really consider Nate and Lilly to be the same person. Not really. The day he died is the day you were born, and I think that's a cause for celebration. What do you guys think?"
 
  Andrea turned her attention to the large crowd of guests, who responded in kind with a mixture of cheers, laughter, and (in a few cases), a sort of silent, stoic bewilderment. Some of these people were distant relatives of Andrea's whom Lilly had not seen in quite some time, and were shocked to see the changes that had been made since they had last visited. The leering eyes of these particular party go-ers were the ones that made Lilly the most nervous. Her step mother's side of the family had never particularly liked Lilly, back when she was Nate at least, and the trembling, infantilized sissy could only imagine the kinds of things they were going to say to her when given the chance. Her creeping anxiety was not helped when Andrea began to step forward and bring Lilly directly into the crowd of people, who each took their turn doting over her and making loud, embarrassing remarks. Although (against all odds) she had grown to be perfectly content with being treated like a baby over the past year, the constant barrage of unwanted attention combined with the feeling of her Mommy's arm pressed firmly against her warm, wet diaper seemed like one final hurdle that Lilly would have to get over to lose any last vestige of her dignity or long dormant fragile male ego. Andrea felt Lilly's head nestle deeply into her shoulder and smiled, finding it cute and convincingly childish that her little girl was acting so shy in front of all of her guests.
 
  Although she would try to keep her eyes closed for the duration of this impromptu meet and greet, Lilly would occasionally open her eyes to see a mixture of small children doting over her from the floor below, friends she knew such as Alexis laughing cheerfully at the sissy's displeasure, and most uncomfortably of all, the stern, judgemental eyes of Andrea's parents and siblings, who looked on disapprovingly and shook their heads at Lilly in unison. All around her, various snippets of conversation began to float in and out of Lilly's eardrums, making her face begin to grow redder and redder with embarrassment.
 
  "So this is what the little loser has been up to", She heard one of her older cousins say to another guest with admonishment.
 
  "Wow, does she like, actually use her diapers?", she then heard a teenage girl she had never met ask a smug looking Samantha.
 
  "Hi Lilly, you look extra babyish today. Are your diapers wet?", Sophie yelled out from the back of the crowd, eliciting a muffled giggle from her highly entertained mother.
 
  One by one, the snippets of dialogue assaulted Lilly's ears until she could no longer even process who was saying what.
 
  "What a baby!"
 
  "I love the pigtails, Andrea. Has she always been this cute?"
 
  "I bet the little sissy winds up stewing in a poopy diaper before dinner is even ready"
 
  "I always knew that little pansy was a momma's boy. I'd expect nothing less."
 
  On and on this hellish carnival of overstimulation went until eventually Lilly felt Andrea come to a sudden stop, where she began to set Lilly down from the comforting grip of her warm, motherly arms. Lilly let go of her Mommy and opened her eyes to see that she was now sitting on the floor of her playpen and staring up at her party guests through the gaps of it's large, painted wooden bars. Andrea laughed and patted her head. "You'll be safe here where we can watch you. Enjoy the party!" She said with a wink and a smile, locking Lilly in her playpen as she turned around to re-conviene with the rest of the party. By now, most of the adults were quickly losing interest in the stupefied sissy, who watched with a sigh of relief as they all started to turn their focus onto each other’s conversations. This break from the action did not last long, however, and soon a group of five or six small children came careening out from the feet of the crowd and eagerly gathered around Lilly's crib to get a better look at the peculiar sissy.

 "Nate! Nate! Why are you acting like such a baby now, big cousin?" Lilly heard her six year old cousin Christine ask from the other side of the play pen. "Is it because you wet the bed?"

 Lilly then heard a small boy next to her chuckle. "Don't you remember what Mom said?'' Came a voice that Lilly now recognized as Chrisine's twin brother Ryan. "It's because he couldn't grow up and act like a big boy. Momma said he was acting like a baby so Autie Andrea decided to treat him like one."
 
 "Actually", came a teasing voice from behind the group of small children, causing them to turn around in surprise, "SHE was the one who wanted to be dressed up and treated like a baby girl in the first place, if you can believe it!" The voice belonged to that of Andrea's younger sister Donna, a woman who could be just as domineering and ruthless at her worst as Andrea was, as well as Christine and Ryan's mother. The highly amused woman strutted over to the playpen and leaned over the top of it in a smug, sultry fashion, smiling down at Lilly with a coc-ky and confident grin. "Isn't that right baby girl? Did my big sister and darling niece find your little prissy sissy journal while they were cleaning your room? It had to be soooo embarrassing to find out that your mean old step-mommy knew everything wasn't it? Personally, I think she made the right call turning you into such an adorable little diapered princess. Now you look exactly on the outside how you've always been on the inside!"
 
 The group of children laughed at Donna's teasing remarks, pointing and giggling at Lilly while they all took in how much of a baby girl the former male had truly been reduced to. However, a pressing feeling in Lilly's stomach soon made the formerly unresponsive sissy's eyes jolt up in shock. Over the past few months, Lilly had been living a very regimented life, meaning her body had settled into a routine of sorts. It was at this time of day that Lilly would normally leave a very smelly present in her diaper for her caretaker Ms. Mabel, who would quickly change her before setting her down for her nap. It should go without saying that making such a deposit into her diaper would be the last thing that Lilly would want in her current situation.
 
 Donna studied the sissy's body movements carefully and could tell that something was wrong. She watched with an eager expression as Lilly shuffled around on her bottom and began to lightly bend forward to ease the pressure on her stomach. "Awww, what's wrong baby? Are you embarrassed? I would certainly think you should be. There isn't much dignity in being paraded around like a simpering little sissy in diapers, now is there?", she teased from above, continuing to study Lilly's body language as she grew more and more uncomfortable by the second. Despite her best efforts to the contrary, a small fart soon escaped from Lilly's bottom, igniting fits of laughter from the children surrounding the play pen. By now they were watching Lilly just as intently as Donna was, and were most likely coming to the same sorts of conclusions. Donna's smile grew larger and larger as she finally figured out what was really going on.
 
 "Ohhh, I think I know what's happening here...", Donna giggled with an exhilarated twinkle in her eye. "Baby Lilly has to make a biiiig stinky uh-oh in her diaper for her guests, but she doesn't want to do it. Is that what this is? Did Auntie Donna guess correctly little girl?"
 
  Lilly hesitated for a second before reluctantly nodding back to her auntie. By now a stream of tears had started to drip down her crimson red face, and the feeling of an oncoming bowel movement was ripping through her gut. The truth was that the 19-year old infant had lost most of the bodilly control she had once had at this point, and deep down Lilly knew that she was fighting a losing battle with herself. The children surrounding the playpen erupted into rancorous laughter at the sight in front of them, and if Lilly had hoped to lose their attention somehow before, by now she had lost any hope of doing so.
 
  Donna put her hands on her hips and shook her head at the disgruntled, pathetic sissy. "I don't really see the problem here, crinkles. Isn't this exactly what you wanted?" She asked Lilly in a voice that was teasing yet blunt at the same time. "Maybe I'm missing something but from what I was told, being turned into a little baby was like your wildest dreams come true. Isn't using your diapers part of what it means to be a baby? I thought such an eager little sissy would love the indignity of pooping her pants in front of her beautiful auntie."
 
  Suddenly, the group surrounding the play pen were caught off guard as Lilly finally conceded defeat to the consequences of her afternoon feeding. The diapered sissy shifted herself onto her knees and grunted as another whimpering fart released from her behind. What followed was a massive release of messy poop into her diaper that gave Lilly's stomach an immediate relief, but sent the crowd around her playpen once again absolutely howling with laughter.
 
  "Mom look, she's going poopy! She really is just a baby!", Christine sang out to her mother between fits of giggles. Donna pulled her close and began to bond with her daughter over the complete humiliation of the pathetic little sissy before them, a member of the family that neither of them had much respect for to begin with. By the time Lilly was done messing, she was left staring up at her auntie's smug face from the squatting position, tears flowing like a waterfall from her eyes as she felt the warm mass of recently deposited poo completely envelop her bottom beneath her. For the first time in many months, Lilly was reminded that the sort of life she was experiencing was not a normal thing, and all it took to shatter her delusions was one particularly humiliating interaction with the outside world. The defeated sissy lowered her body with a messy plop, and listened to the chaotic jeers surrounding her like a caged animal at the zoo, hoping only that someone would get her mommy's attention and she could finally be changed out of this dirty, embarrassing diaper. "Another year older...", Lilly sadly thought to herself with a dejected mental sigh.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on February 12, 2021, 04:29:56 PM
 Feeling defeated and humiliated, Lilly soon sat back down onto the floor of her playpen and began to focus single mindedly on the various colorful toys surrounding her. She was psychologically unable to cope with the indignity of what she had just done, and in the absence of any real control over the situation at hand, her mind had simply blanked and returned to a more comfortable infant-like state. "Was that how they had done it?" She would have caught herself wondering, had she the bravery to recognize that there were any thoughts inside of her head at all. "Did they intentionally break my ego down to the point that I can do nothing right now but continue on as an oblivious infant, as if it's the most normal thing in the world?" The question may have been a haunting one for Lilly, but luckily for her, she was too shocked and stupefied to give it more than a passing thought. The crowd surrounding the play pen stood there and watched Lilly play with her toys intently, most likely wondering the exact same thing.
 
 Eventually, the mixture of stunned silence and fading laughter was broken up by the sound of Donna yelling loudly across the room. "Hey Andrea! It looks like the birthday girl needs a diaper change!"
 
 Andrea peaked her head out from the crowd of party goers around her and gave her sister a light chuckle. "What? Already?" She responded in amused bewilderment. "I guess I shouldn't be too surprised, since she was fed about an hour ago. Hold on Donna, I'll be right back." Andrea then disappeared into the hallway behind her, only to return moments later carrying a pink diaper bag and a small white changing mat. All eyes were on her as she set the mat down onto the floor in the middle of the room and began to casually stroll over to Lilly's playpen. In an instant, Lilly was immediately broken from her trance when she felt Andrea's warm arms envelop her body and lift her from the play pen's floor. A sudden panic began to grow in the back of the sissy's mind as she realised what was going to happen. She was about to be changed in front of everybody.
 
 By now the casual mutterings of the other party goers had nearly stopped completely. Instead, they all watched stunned and amused as the towering six foot one beauty slowly lowered her comparatively tiny (yet still comically large for the role) baby onto the mat below her, towering over her both metaphorically and physically. Lilly could only gaze up at Andrea with a panicked terror in her eyes, waiting in anticipation for her most public diaper change yet. "Alright Lilly, let's get that messy bum cleaned up. Wouldn't want to get a diaper rash on your birthday!" Andrea cooed down at Lilly lovingly, before removing her overalls and bringing her hand down to undo the tapes of Lilly's diaper.
 
 Lilly threw her hands up to cover her face as soon as she felt the first of her diapers tapes being released. Although she was too humiliated to personally witness her audience's response to the embarrassing ordeal, she could just as easily imagine what their shocked faces must have looked like as Andrea finally pulled the diaper down to expose Lilly's messy rear end to everyone in the room. "Ewww that's so gross", she heard more than one member of the crowd call out in disgust, contrasting beautifully against the entertained laughter of others, with some even taking verbal notice of her bright pink chastity device for the first time. As Lilly felt the cool, wet sensation of Andrea wiping down her lower half with baby wipes, she wondered to herself if real babies ever felt this embarrassed while they were being changed. Much to their credit, most of the people who were closest to Lilly made no such comments. In all fairness, it was mostly because they had grown accustomed to it. Especially Jessica, who found it simply adorable how compliant her babified sissy sister was being for her lovingly stern mommy.
 
 Once Lilly's changing was done, Andrea pulled her sissified baby up from the floor and gave her a small, loving kiss on the cheek. Interestingly, she chose not to put Lilly's overalls back on, figuring that her pink princess diapers were too adorable to cover up. Plus, there was the fact that they matched incredibly well with her colorful and juvenile cinderella t-shirt, giving her the appearance of a true and genuine little toddler girl. As she studied her overgrown baby's appearance, she couldn't help but feel extremely proud of how far she had come with Lilly's transformation. The months of hormones had meant that Lilly had not a single hair left standing on her smooth pale legs, which naturally led up to her similarly bare and plump thighs, hugged tightly by the aforementioned prissy pink diaper that was taped snuggly around her hips. Her body's fat distribution had also changed to become noticeably less male, and although not fully feminized on a hormonal level, Lilly's body had become much curvier and stereotypically "cute" than it had been before. "There you go Lilly, all nice and clean!" Andrea said in a motherly tone. "Now that we have you in a nice fresh diaper, I'd say it's time to eat some dinner, huh? I know I'm starved, and I'm guessing everyone else here is too."
 
 The rest of the guests heartily agreed, and so they all made their way over to the dining room where in addition to the long ornate table that was normally used for family gatherings, another plastic folding table had been added for seating for the children. Seated next to the kids' tables was Lilly's brightly colored high chair, which Andrea casually seated Lilly into before locking it shut and wrapping a bib gently around her neck. "Sorry honey, but little girls don't sit with the grown ups. They sit at the kids table." Andrea said to Lilly with a knowing wink, finding it adorable how her sissy's bright pink chair stood out so starkly compared to the pale blue table in front of it. "I know that means I won't be here to feed you din-dins, but that's alright. I asked Sophie if she would do the honors and she said she'd LOVE to!"
 
 Lilly then watched from her chair as Andrea turned around to join the others in the kitchen, where most of them had taken their plates to begin serving up. As soon as Andrea's body disappeared behind the door frame, the energetic and cheerful figure of Sophie re-emerged in her place carrying a bright blue plate full of colorful mush. The happy and helpful pre-schooler was smiling to herself wildly as she pulled a tall stepping stool from it's spot against the wall and set it up in front of Lilly's high chair, obviously pleased that she had been given some level of responsibility over the simpering baby girl. "Hello baby!" Sophie greeted Lilly in a confident and friendly tone. Over the past few months worth of play dates, she had begun to see herself as an older figure in Lilly's life rather than simply being a friendly peer, and she had begun to refer to Lilly in the same ways as the adults had as a result. With a playful giggle, she dug her spoon into the sloppy baby food in front of her and pulled out a big chunk. "Your mommy said I could feed you, so you'd better open up for me, Lilly! Just pretend you're one of my baby dolls like when we play house. It'll be fun!"
 
 Lilly compiled and felt the large spoonful of bland tasting mush enter her mouth. By now Lilly was used to the underwhelming gruel she had been forced to consume over the past year, and she certainly didn't mind the taste. However, as the guests slowly arrived back into the dining room and the other children began to take their seats around her at the kids table, Lilly could not help but feel a twinge of jealousy at the comparatively gourmet fare they carried with them on their plates. Her senses would remain fixed on the sights and smells of the delicious meals surrounding her for the entire rest of her feeding, even as the other children seated at Lilly's table jeered and hollered at the sight of Sophie’s wildly uncoordinated hands making a mess of sloppy baby food all around Lilly's mouth and on her bib. "Can I try feeding her?" Lilly suddenly heard her cousin Christine ask Sophie in a playful tone of voice. Sophie looked down at the plate and noticed there wasn't much baby food left. With a frown, she turned the top of the plate towards Christine and shrugged. "Sorry...it's all gone. Maybe you can help me clean her up though." Christine smiled happily, before leaping out of her seat and frantically running to the living room to grab baby wipes out of Andrea's diaper bag. When she returned she climbed up next to Sophie on the stool, and with all the excitement of a giddy school girl, she merrily began to wipe the excess baby food off of Lilly's face.
 
 "Wow cousin, you certainly are a messy eater! So cute!" Christine teased, clearly feeling amused by the sight of her cousin's reddening cheeks. Much like Sophie, the six year old girl was beginning to view Lilly less and less as her grown-up cousin Nate and more like a helpless, babified doll for her to dote over and entertain herself with. Unlike Sophie, however, Christine's older age also meant that she recognized how abnormal Lilly's entire situation truly was, and she obviously got at least some kick from seeing her formerly adult family member degraded and humiliated for being such a willing little sissy. She continued to teasingly coo at Lilly, baby talking to her as she methodically wiped down the sissy's dirtied face. "Who's an adorable baby princess? Is it you, Lilly? Are you an adorable widdle girly girl? I think those prissy pink diapers tell me yes! And the shirt is really cute too! Do you like Cinderella, baby? Is she your favorite princess? I also like Cinderella a lot, but I think you might be my favorite princess of them all. Maybe your mommy will let you come over sometime and we could play princesses. Doesn't that sound fun? Oh cousin, I'm so glad you're just a little baby now, we're going to have so much fun together. I'm not changing any dirty diapers though. Yuck!"
 
 The other children at the table laughed hysterically at Christine's syrupy baby talk and excitedly cheered the two girls on. From the adult table across the room, Andrea and most of the other adults also looked on with amused smiles at the adorable ongoing sight. For Lilly, although this treatment was humiliating, it was a position she was by now very used to being in, and to be completely honest, she found the complements somewhat warm and comforting despite how much they embarrassed her. Once Christine finished wiping the excess gunk off of Lilly's face, she grabbed a pacifier that she had taken from Andrea's diaper bag and inserted in into Lilly's mouth. Lilly accepted the pacifier and began to suc-k on it institutionally, happy for the comfort that it provided her. The two girls on the stool giggled lovingly at the adorable image of an overgrown baby suc-king on it's binky in front of them, both of them wondering how such a large and life-like doll had miraculously come into their possession. The antics at the kids table eventually came to a wondrous crescendo when Sophie’s mother Jane appeared with a camera, asking the two girls if she could get a picture of them with Lilly. Both girls clapped at Jane's prospect with delight, wasting no time in striking the cutest possible poses they could while Lilly blushed at the blinding flashing of the camera. Four or five pictures were taken before Jane was satisfied enough to leave them be, but not before telling the entire table of children something that set them off in a frenzy of absolute mayhem; It was almost time for cake.
Title: Re: A New Family Dynamic
Post by: Sissy Ballerina Boy on February 22, 2021, 04:18:07 PM
I’m loving how he feels the humiliation and shame again. So hot. Really loving this story.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on March 05, 2021, 04:26:22 PM
Thank you, Sissy Ballerina Boy. I just can't resist any chance I get to embarrass and humiliate poor Lilly.


 The other children ran off excitedly into the kitchen, which left Lilly alone in her highchair for a much needed moment of peace and quiet. Although it was tranquil, it would be very short lived, and soon they would all return to the dining room in a loud and rambunctious rush. They were hovering like vultures around Andrea, who was carrying a large birthday cake with exactly one lit candle, a big white number one that stood alone on top of it's frosty surface. Lilly felt every head in the room simultaneously turn to her as Andrea began to lead everybody in singing the happy birthday song.
 
 "Happy Birthday to you! Happy Birthday to you! Happy Birthday dear Lilly...Happy Birthday to you!"
 
 Once again being the center of attention made Lilly feel very exposed and awkward. Even before she had become such a babified sissy, Lilly had dreaded being the recipient of the Happy Birthday song, never knowing quite what to do while everyone else around her was singing. Now that she was locked in an oversized pink high chair in her pigtails and a big fluffy diaper, that feeling was being amplified tenfold. At the same moment the last lines of the song were being sung, Andrea lowered the cake so that the candle was inches from Lilly's face. "Alright birthday girl, blow out the candle and make a big wish for Mommy!"
 
 Lilly took a moment to think about what she wanted before taking a big deep breath. As she exhaled, Lilly smiled at the warm feelings of hope her wish had afforded her. It was a simple wish, really. In many ways, most of her dreams had already come true by this point. To become a helpless sissified baby, robbed of any agency and doted on constantly by the strong hand of her domineering step-mother and teasingly playful sister...what more could the pathetically complacent sissy even ask for? The answer, apparently, was even more pretty dresses and a warm kiss from her mommy, which Lilly looked forward to every night. Well, that...and for everybody else to leave so she could stop feeling so embarrassed.
 
 Andrea congratulated Lilly in a babyish voice for successfully blowing out the candle, giving Lilly a loving kiss on the cheek before turning around and placing the cake on the table so she could begin carving it up. Within moments, hungry guests began to line up to receive their slice of cake. They tapped their feet impatiently as they waited for a chance at the rich, colorful confectionery, and Lilly would need to wait even more patiently in her high chair until they were all served.
 
 After what felt like forever, it was finally Lilly's turn. Andrea plopped two slices of cake onto a tackily decorated paper plate and began heading over to Lilly's high chair. She smiled to herself in a suspect manner, her hips swaying side to side playfully while she walked. Lilly was genuinely surprised that she was going to receive two full pieces of cake, although she was happy about it nonetheless. She was the birthday girl, after all.
 
 However, a feeling of unease soon returned as Lilly slowly began to recall a particular family tradition that her step-mother's side had always partaken in during their family birthday parties. It had been so long that Lilly had forgotten about it, and by the time she realized exactly what was going to happen, she knew her fate had already been sealed. Andrea's face lit up the second she realized that Lilly had finally caught on. She grabbed one of the pieces of cake in her hands and giggled with glee. "Alright little baby, time for your birthday surprise!" Lilly barely had any time to process what was happening before she felt the blunt force of her mommy's palm smush the colorful mass of desert against her face. Andrea cackled with mad laughter as she continued to messily and comically smear the cake around in every direction, until eventually Lilly's face was completely and utterly coated with bits of cake and frosting. Laughter and cheers rang out from the rest of the crowd, and it was very clear that many of the guests had been looking forward to this moment all night. By the time her mommy was done, Lilly almost looked like she had been made up as a circus clown, and she certainly felt like one on the inside as well.
 
 "Wow, what a messy baby you are Lilly!" Donna teased from the crowd, eliciting yet more joyous laughter. The taunts almost made Lilly want to cry. It would be one thing to receive a cake to the face under normal circ-umstances. That would be nothing more than regular birthday fun. Dressed as she was, however, Lilly could not help but feel like this was one more humiliating punchline meant to degrade her and remind her of the sheer absurdity of the life she was now living.
 
 "Alright, enough fun", Andrea finally relented as she ceased her assault on Lilly's dignity, "Let's get my sweetums nice and cleaned up so we can feed her some desert for real this time." She grabbed a fresh baby wipe and began to methodically wipe down Lilly's face, before turning her attention to the other piece of cake sitting on the plate. She then started cutting it into small bite sized pieces, and soon enough she had begun to feed Lilly her desert. The sweet taste of birthday cake was a wonderful reward for Lilly after all about the emotional turmoil she had just experienced. However, by the time Andrea was done feeding her, Lilly's face was once again covered with globs of colorful frosting. Andrea chuckled. "You're right Donna, she really is a messy little eater."
 
 Her sister laughed in response. "Yeah, babies tend to be like that sometimes. Even the grown up sissy kind, apparently. If it were up to me, I would just wean her off of solid foods entirely and make her drink milk like a real baby. It seems like she's still too little to handle real food yet."
 
 "Oh, she's pretty much at that point already", Andrea replied to her sister with a smirk, "I just thought since it's her birthday and all that I'd spoil her a little. Usually she just sticks to breast milk and baby food, but hey...it's a special occasion! You know, to be completely honest Donna, I'm surprised she still even HAS teeth at this point, considering how long it's been since she last had to use them. You'd think they all would have fallen out by now! If I was a slightly more cruel mommy, I probably would have had them pulled out a long time ago, since they only seem to get in the way of things. Can you imagine that? Her pink, toothless little gums gnawing away at a big plastic teething ring? I don't know whether to find that picture absolutely precious or downright hilarious!"
 
 Donna giggled sadistically at the thought of Lilly's teeth being taken away from her, but her interest was also piqued. "That would be incredible! I do have to ask though, what do you mean by 'get in the way of things'? What do they get in the way of exactly? Do you mean like..." It took Donna a moment to finally put the pieces together, but soon her eyes lit up. "No! Tell me you don't!" She squealed out in excitement. "Andrea...you do not breastfeed her, do you? Are you seriously telling me that your sissy step son suc-kles from your breasts like an actual newborn?"
 
 Andrea gave Donna a nonchalant shrug. "She's the one who wanted to be a pathetic, slobbering little baby, so that's exactly how I treat her." She responded to her sister plainly. "Besides", she added, "This may sound weird, but I think I actually sort of like it. Breastfeeding is such an intimate, maternal act, and every time I look down and see Lilly suc-kling away and batting her little eyelashes at me, I can't help but see her as nothing more than my sweet baby princess. Sometimes she looks so adorable and helpless that I honestly forget she ever used to be my rotten stepson."
 
 Hearing her mommy discuss her breastfeeding so casually was causing Lilly to once again turn visibly red with embarrassment. She looked over bashfully at the adults table across the room, quickly noticing that some of Andrea's extended family were shooting her icy looks of intense judgement. Others however, such as Alexis and Samantha, were clearly covering their mouths and trying hard not to laugh. In her distracted state, Lilly didn't even notice that Andrea had begun unlocking her high chair and was now beginning to hoist Lilly up onto her shoulders. "Alright everybody", Andrea suddenly called out in a booming voice, grabbing everyone's attention. "Start gathering around in the living room! It's time for the birthday girl to open her presents!"
 
 Slowly but surely, the guests began to make their way over to the living room, where a pile of presents were stacked on top of the coffee table. As Samantha and Alexis passed Lilly and Andrea on their way over, Alexis took the opportunity to pat Lilly on her exposed, diapered bottom. "I know you'll just love our present, little stinker", she teased in a playful manner, "Especially since Mark helped pick it out for us!"
 
 The two girls walked off giggling, leaving Lilly alone to frown sourly in her Mommy's arms. Moments later, Lilly would find herself being brought to the middle of the living room, where Jessica had laid out a baby blanket in front of the coffee table for her. Andrea carefully lowered Lilly onto the blanket and released her grip on the sissy, leaving her sitting wide legged with her diaper exposed for everyone to gawk at. Andrea then took her spot standing next to Jessica and put her arm around her daughter, pulling her in for a gentle and loving side hug. Both of them took in the sight of the adorable birthday girl below them and basked over what they had accomplished in the span of a year. "Do you want to do the honors?" Andrea eventually asked her daughter, breaking their brief moment of silence.
 
 Jessica smiled and eagerly put her hands together. "Of course I would, Mom! Anything for my little sister!"
Title: Re: A New Family Dynamic
Post by: pierrylouys on March 05, 2021, 04:41:50 PM
Great chapter ! Really curious to see the presents Lilly gonna get ! Maybe a stroller so she can go to places with mommy and don’t get to tired rsrs a new type of diapers hehehe
Title: Re: A New Family Dynamic
Post by: CuddleBunns on March 29, 2021, 01:22:24 PM
Jessica strolled over to the large pile of presents in the corner of the room and studied them. There were just so many to choose from. Coming in all sorts of shapes and sizes, and all covered in the most adorable wrapping paper she'd ever seen, Jessica had a hard time deciding which present her little sissy step-sister should open first. She eventually decided to just grab the ones closest to the front of the pile and move backwards from there. When she returned to the spot where Lilly was seated, she handed her a medium-sized pink box and told her to open it.
 
 Lilly received her present and began to remove the wrapping paper. Inside was a tan box with the words “Murphy's Custom Clothing and Accessories" written on the front of it and a card which sat on a layer of thin foam. Lilly wasn't completely sure, but the foam also seemed to obscure a mysterious second item hidden underneath. Before Lilly had a chance to open the card and read it for herself, however, Andrea's hand reached down and quickly snached it away. "Silly little girl", Andrea scolded Lilly, "Everyone knows that babies don't know how to read!"
 
 Andrea opened the card and cleared her throat, divulging it's contents in the best reading voice she could muster. “Dear Lilly, I hope you are enjoying your new life as an adorable pants-wetting little sissy. The pictures your mommy sent me are absolutely precious. She should have done this to you years ago! Anyway, I know how much trouble you've caused your step mommy over the years as a teenage boy, so it comes as a great relief that you've been able to receive a fresh start like this. I'm sure you're much better behaved now that you're under my sister's watchful eye 24/7. Still, babies can be pretty mischievous, so I've given you a little something to help you stay out of trouble. I'm sure your Mommy will appreciate it.
 
 Best wishes and many kisses,
 -Aunt Donna, Ryan, and Christine"
 
 Andrea awwed at the heartfelt note and thanked Donna on Lilly's behalf. She looked down to Lilly and instructed her to lift the foam and show everyone her present. Lilly hesitated for a second, worried about the card's ominous tone, but soon complied with her mommy's demands, lifting the foam up to uncover one large pair of fingerless polka-dot mittens. Andrea's face lit up at the mittens' reveal. Clearly she was much happier about this gift than Lilly was, who was just staring at them with a blank look of apathy.
 
 "Oh Donna, how thoughtful of you! These are absolutely adorable", Andrea beamed with delight. She got up and walked over to where Donna was sitting, giving her a thankful, loving hug. "Your welcome Andrea", Donna responded. "I saw the pictures you sent me and figured she could be even more baby-like if she had a cute pair of mittens to wear. It's a good thing you feed her, because she won't be able to hold much of anything once she has those on!"
 
 The two of them laughed while Lilly sat on his blanket and continued to stare at the mittens. Her Mommy had already taken so much control away. She could no longer walk. She could no longer talk. She could no longer sleep in her own bed or expect any semblance of privacy. Now they even wanted to take away her ability to hold things. Lilly sighed. Just when she thought she could not be regressed any further, the women controlling his life had found a way.
 
 Andrea soon called for Lilly's attention. "Those are some pretty little mittens, sissypants. What do you say to your Aunt Donna for getting you such a nice present?" Lilly knew what Andrea wanted her to do. Despite her embarrassment, Lilly somehow worked up the willpower to comply with her mommy's demands. She stuck her thumb in her mouth and prepared for the laughter that would inevitably follow.
 
 "Guuu! Guuu Da!" Lilly squealed in feigned excitement, throwing her arms up in the air as if she had just received the greatest gift in the entire world. As Lilly expected, most of the guests thought this was the funniest thing they had ever seen, laughing and shaking their heads while they wondered how somebody would be willing to bring themselves down to such a lowly existence. Satisfied with Lilly's response, Andrea walked back over and ruffled Lilly's hair, bending down to grab the mittens and place them on the coffee table in front of her. "We can put those on you later. I want my little girl to be able to open her new presents on her own."
 
 One by one, more and more gifts were handed to Lilly by her big sister, who seemed to be having the time of her life watching Lilly open the embarrassing presents. Cute dresses, sippy cups, pacifiers, and a mountain of stuffed animals seemed to pile up in front of Lilly, who was made to thank everyone in the same embarrassing way she had thanked her aunt beforehand. Some of the most embarrassing gifts seemed to come towards the end of the pile, such as a small framed picture of Alexis, which she opened to the oohs and ahhs of everyone surrounding her. The picture frame was wooden and pink, with little white stars and the words "I love my babysitter" engraved on the bottom of it. Inside there was a picture of Alexis, who was clad in a sexy red strapless dress, hanging in the arms of her hunk of a boyfriend Mark. When Lilly saw the picture, she almost threw up.
 
 Alexis grinned. "Isn't it such a nice picture of us Lilly?" She asked him with a playful giggle. "Now you have a little something to remember me by when I can't be there to change your smelly diapers." A few people laughed at her remark, including Samantha, which only seemed to upset Lilly more.
 
 "Wow, what a catch Alexis! I always knew you'd end up with a knockout!", Jessica said to her with a playful wink. She knew she was rubbing salt in Lilly's wounds, but after years of watching her step-brother pathetically try to get with a girl who was so clearly out of his league, it was cathartic to finally be out in the open about Lilly's obvious inadequacies. "I know just the place to put it too, somewhere she can look at it every time she misses you!"
 
 Lilly was made to thank Alexis in her babbling voice, who responded by walking over to Lilly's baby blanket and bending down to give her a big hug. As she enveloped Lilly in her arms, Lilly felt her breasts arrive mere centimeters away from her face, which reminded Lilly even more of what she could not have. Somewhere deep down, the physical contact was driving her absolutely crazy. In general, the longer Lilly had spent in chastity and diapers, the more the women in her life had gotten comfortable being even more touchy-feely with her. She was no longer viewed as a male with dirty perverted thoughts, but instead as a baby who was so outside the realm of the adult world that she could be cuddled, kissed, bathed, and manhandled to their hearts content with absolutely no sexual implications whatsoever. For most of the adults in Lilly's life, this was not much of a problem. They were either family, or much older, or had some other sort of authoritative role that made it easy for her to accept their nurturing as nothing more than an aspect of her routine babying. With Alexis, however, things were different. Perhaps it was because of all the years Lilly had thought about her sexually when she was still a man, but every time she saw Alexis, she still felt a certain level of shame and degradation in playing the role that had been chosen for her as an initialized sissy toddler. When they broke from their hug, Lilly was surprised to see that Jessica had already arrived next to her with yet another gift. "Last one little sis, hope you like it!"
 
 Lilly tried to get over her brief moment of shame, wiping her tears away and grabbing the box from Jessica's arms. It was larger than the other presents, and it seemed to be a gift from her mommy. The wrapping paper made a loud tearing sound as Lilly quickly removed it and began to open the box that it had concealed. Much to Lilly's dismay, the box was all but empty. Lilly sat puzzled for a second while her mommy chuckled. "Sorry baby, but your present isn't in there. Come with me!" Andrea knelt down to whisk a confused and curious Lilly into her arms, beckoning Lilly's guests to follow her up the stairs. She then guided the guests to the entrance of Lilly's nursery and welcomed them inside. In the corner, she had set up an adult sized baby bouncer. Much like everything else in Lilly's nursery, it was large and pink, with a seat big enough to place Lilly into. When Lilly saw the bouncer, she gasped with delight. "Finally", she thought, "something that's actually fun."
 
 "Do you like your new bouncer, baby?", Andrea cooed. "I just knew that you would. Now you can bounce around in your squishy diapers when your legs get too sore from sitting in your playpen all day. Happy birthday, sissy! Here's to another year as my prissy baby girl!" She walked over to the bouncer and set Lilly into it with a quick plop. It was much bigger than a normal baby's bouncer, and Lilly felt the seat push upwards against her bottom, forcing her onto her tippy-toes the moment Andrea let go of her. It felt awkward to be dangling like some sort of babified ballerina in front of all her friends and family, but Lilly was certain that her bouncer was going to be heaps of fun as soon as she could use it in a more comfortable setting. She clapped her hands with delight. "Fuuu Guuuphuu", Lilly babbled thankfully to Andrea, who was looking at her with a face of both loving tenderness and domineering bemusement. To most of the other guests, it all looked absolutely ridiculous, but even they couldn't deny that at the very least Lilly seemed happier than she had all night.
 
 Andrea next grabbed a sparkly purple pacifier from a shelf above the changing table and brought it over to Lilly. "Thumb out of your mouth, babykins" She commanded. Lilly removed her thumb from her mouth (which she had been instructed to suc-k whenever she did not have a pacifier in) and felt Andrea replace it with the pacifier. Andrea clapped her hands together and squeed. "Absolutely perfect! Now Lilly, you just enjoy your baby bouncer while mommy entertains the guests downstairs. It's technically past your bedtime, but I'll let you stay up for a little while longer because it's your special day. I'll be back in a little bit to tuck you into your cot." She turned around and ushered the guests out of the room, who promptly followed her back down stairs. Lilly heard some of them muttering things about the insanity of Lilly's new lifestyle, but now that they were leaving she did not care. She was just happy to get a moment of peace and quiet with her wonderful new toy.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on March 29, 2021, 01:48:08 PM
 For the next half hour or so, Lilly would gently bounce to her heart's content as the party began to wrap up downstairs. Eventually, the guests all said their goodbyes to Jessica and Andrea, leaving them alone to help get Lilly ready for her beddie-byes. Lilly was still bouncing around like a ridiculous overgrown toddler when she heard the doorknob to her nursery begin to turn. The noise startled Lilly, who peeked her head up nervously. When she saw the two figures begin to enter the nursery, she breathed an immediate sigh of relief.
 
 "Did you have a fun party, baby sis?" Jessica asked her little sister with a smile as she walked over to the bouncer and began to remove Lilly from it. The sissy knew that Jessica did not expect a real answer, so she instead just sulkingly suc-ked on her pacifier, upset that her fun bouncing session had been cut short. Jessica just giggled at Lilly's melancholy response. "I sure had lot's of fun. It's absolutely crazy to me that you've been a baby for an entire year already."
 
 "That's because you haven't had to change all of her messy diapers", Andrea snarkily added. The two women laughed.
 
 "I guess that's true mom", Jessica responded, "But hey, you have to give me some credit here! I've changed more than my fair share of them at this point. Although, I guess now that's more of Ms Mabel's job. I prefer to do the less dirty work!"
 
 As Lilly sat there listening to her caretakers laugh about her as if she could not understand them, she knew she should have felt humiliated, but somehow she simply wasn't. A year of constant babying had acclimated her to this kind of treatment, and now that the other guests had left, she had let herself return to a more initialized and submissive head-space. Instead of getting angry or embarrassed, she just casually laid there and continued to suc-k on her pacifier as Jessica and her Mommy chatted away and did their business.
 
 "Now that we've settled into a routine, this next year should go a lot more smoothly than the first'', Andrea said, removing Lilly's diaper and replacing it with a thick night time one. "I mean, I'm surprised how easy it's been to get her this far, but I guess this is what she's always wanted, isn't it? Now that I've seen how well my little girl has taken to being my baby, I don't think I could ever let her grow up again."
 
 Jessica rolled her eyes. "C'mon Mom, we both know you weren't ever going to let her grow up again to begin with!"
 
 Both women laughed. "You're absolutely right about that honey. Little sissies like Lilly don't deserve to grow up. They deserve the exact sort of treatment they fantasize about. Can you imagine marrying a man, the love of your life, only to find out that he was into being treated like some pathetic, simpering infant? A man like that deserves nothing more than diapers, divorce court, and daycare in that order. I'm just saving some poor girl the eventual heartache."
 
 Jessica nodded her head in agreement. "Oh believe me mom, I certainly think you're doing the right thing. Still, do you think this can last for the rest of Lilly's life? I mean, she's much younger than you are. What would happen if you were to get into some sort of accident and couldn't take care of her anymore?"
 
 The question caused Andrea to ponder for a moment. Eventually she just shrugged. "I guess we'll just get to that when we get to that", she replied dismissively. Taking a bottle of baby powder, she began sprinkling it over Lilly's bottom half. "Maybe if I get a good enough lawyer I can write her into the will. I'm sure you or one of Donna's kids would absolutely love to have a pathetic sissy baby bequeathed to them."
 
 Suddenly, Andrea stopped and looked down at Lilly's powder-covered body. Grabbing his caged little pen-is, she shook her head and sighed. "Oh my, I almost forgot! I have one last present for you Lilly. Just hold tight for one second. I'll be right back." Lilly and Jessica both watched as Andrea disappeared from the nursery, only to return moments later with a wide grin on her face. From the palm of her hands she produced a tiny key, which she dangled in front of Lilly's face playfully. "Does this look familiar babykins?"
 
 Lilly went wide-eyed and as soon as she saw the key. Finally! After a year of being denied any sort of pleasure, her mommy was going to unlock her from her chastity device. She began shaking fists in anticipation, eager to get the miserable hunk of plastic off her once and for all. This response caused both Andrea and Jessica to chuckle. "Ooh, look mom. I think our little girl is excited!" Jessica teased in a sing-song voice. Andrea giggled, placing the key on the table and pulling out the pair of mittens that Lilly had received earlier that night. Within moments, Lilly's hands had been restrained inside the mittens and Andrea was again reaching for the small key.
 
 Time seemed to come to a crawl as Lilly watched her mommy bend down to open the padlock of her chastity cage, removing it with a satisfying click. Against Lilly's better judgement, she immediately began reaching down and playing with herself. Jessica gasped and batted Lilly's hands away with a look of audible disgust. "What the hell is wrong with you?" She shouted at her little sister, who closed her eyes in shame at the sheer stupidity of she had just done.
 
 Andrea, however, did not seem to mind; simply rolling her eyes at Lilly's pathetic lack of control and pulling the thick night time diaper up between her legs. "Honestly, what'd you expect from such a naughty sissy?" Andrea asked nonchalantly. "I'll bet as soon as we leave she'll be rubbing her diapers all night, sitting in her crib and thinking about what a babified pansy she's been reduced to. Oh well, she's certainly earned it, that's for sure!"
 
 The next thing Lilly knew, her mommy was picking her up and carrying her over to the crib. Setting Lilly down inside, she gave her a big wet kiss on the cheek and pulled up the bars, giving Lilly a tantalizing look at her big, beautiful breasts. Jessica soon followed, reaching into her purse and pulling out the framed picture of Alexa and her boyfriend that Lilly had been gifted earlier. With a cruel grin, she placed the picture on a shelf directly across from Lilly's crib and patted her former step-brother patronizingly on the head. "Have fun making love to your little pampies, princess! But please...for the love of god...just...wait until I leave, okay squirt?"
 
 Lilly nodded with tears in her eyes, desperately waiting to give herself the pleasure she had been so thoroughly denied. The two women waved goodnight to their diapered little captive, switching the lights off before closing the door to the nursery, which left only the light from Lilly's pink barbie night-light visible. This was Lilly's cue to begin furiously rubbing the front of her diaper, eager to get all the pent up sexual frustration of the past 365 days out as fast as possible.
 
 And so, it was off to the races. Lilly rubbed and rubbed, thinking of all her deepest fantasies and how they had all come true. She thought about suc-kling from Andrea's breasts, bouncing on Jessica's knee, being held in Alexis' lap as she fed her a baby bottle and checked her diaper for wetsies. She thought about cribs and dresses, pacifiers and panties, being exposed and humiliated in front of everyone for an entire year. It was everything she had written about in her journal and then some. On and on she rubbed, getting more indulgent and aggressive by the minute. The diaper crinkled furiously underneath her, the soft fabric rubbing against her clitty in the most sublime of ways. She closed her eyes and focused deeper. Harder. Faster. The rubbing went on and on, building and building until...
 
 until...
 
 Nothing.
 
 Lilly stopped. Despite her best efforts, she had not managed to achieve an orgasm. In fact, she had not even managed to achieve an erection at all! Desperately, she tried again. And again. And again. Still she could not manage to make her little clitty erect, no matter how hard she tried. Tears began to well up in Lilly's eyes, which were soon running down her face like raindrops in April. Unbeknownst to Lilly, Andrea and Jessica were standing just outside of the doorway, listening to their diapered joke of a sissy pet trying (and failing) to bring herself pleasure. The two were trying to contain their voices, but could not help themselves from giggling at Lilly's misfortune. "I don't think she fully knows what the hormones have been doing to her body", Andrea whispered to her daughter in excited glee, just loud enough for Lilly to hear. "That little sissy won't be c-umming again for the rest of her life!"
 
 Jessica laughed so hard that she had trouble standing. "Gee Mom", she replied, "You truly do think of everything!"
 
 The two women giggled and joked with each other as they walked down the hallway and disappeared down the stairs, leaving Lilly alone with the startling new revelation that her body had been changed forever. No longer would she ever feel the forbidden pleasures of adulthood. Instead she would be completely chaste and sexless, just like a real baby girl. Lilly grabbed a stuffed bear for comfort and tried to keep her feelings in check, but it was no use. She stared miserably with teary eyes out the bars of her crib and looked glumly at the picture of Alexa and her boyfriend, which had been placed directly across from her above the nightlight so that it would be plainly visible to Lilly at all times, even with the lights off. The radiant smiles of her former crush and her lover felt like open mockery to Lilly, who was finally beginning to realize how long "the rest of her life" truly was. Lilly lowered her head and sighed. Realizing that she truly was just a baby now, she shrugged her shoulders and pulled the covers up over herself, wetting her diaper and suc-king rhythmically on her binkie as she shut her eyes and began to drift off. When Andrea returned in the morning, it would be to the sight of her adorable infant daughter tightly cuddling up with her teddy bear and snoring softly as dribble fell from around her pacifier, the splitting image of a real life baby girl. She would recollect how far she had come and smile. Lilly's mommy had won.
 
 THE END
Title: Re: A New Family Dynamic
Post by: PervScenes11 on March 29, 2021, 03:10:55 PM
Masterpiece! An absolute masterpiece! Thank you so, so much for finishing this. The end was perfect, just perfect. Thank you. Words can't express how much I enjoyed this. Wish we could chat. Would gladly talk about this story for hours.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on March 29, 2021, 04:15:48 PM
Thank you so much, PervScenes11. I feel bad that it took me so long to finish, but I'm glad that I was eventually able to. It definitley would be nice if this site had some sort of private messaging feature, but i understand that would be a pretty huge undertaking and be expensive so I'm not too mad. If you really wanted to chat, I could give you my kik, but I'm not sure if that's against the rules. Either way, I appreciate the positive words. Thank you so much for reading my story.
Title: Re: A New Family Dynamic
Post by: PervScenes11 on March 29, 2021, 08:25:33 PM
You are so welcome, and the praise is so well-deserved. I'd love to chat with you/get your kik, but I definitely do not want to violate any community rules.
Title: Re: A New Family Dynamic
Post by: CuddleBunns on March 29, 2021, 08:41:59 PM
I just checked and I dont think it violates any rules, at least none that I could find. If you want to chat, hit me up on kik or Google hangouts at stubbnubbz gmail.com (stupid email name, I know, but it was originally one of my like 500 porn emails haha). There's an "at" symbol in the email name obviously, but the formatting was being weird about letting me use the at symbol so I edited it out. I'd love to talk about story related stuff or possibly even collab on something if you wanted.
Title: Re: A New Family Dynamic
Post by: PervScenes11 on March 29, 2021, 10:08:06 PM
Thanks. Google hangouts sent, but could not find you on Kik.
Title: Re: A New Family Dynamic
Post by: sarahpenguin on March 30, 2021, 04:12:21 PM
That was lots of fun.  Perhaps she might get  newborn toothlesness next year  and a pile of teethers :)
Title: Re: A New Family Dynamic
Post by: BabyJay on May 08, 2022, 12:44:30 PM
Hi CuddleBunns. I am new to the site. have just finished reading your story. absolutely wonderful. One small point, I am old fashioned and would have preferred 'Lily' to have worn the old fashioned thick towelling nappies and rubber knickers covered with those frilly ruffled baby knickers. Just a minor point, maybe in your next story. Thank you again. BabyJay
Title: Re: A New Family Dynamic
Post by: dolly bo peep on May 11, 2022, 10:02:40 PM
CuddleBunns,

I don't know how I lost track of your delightful story.

It has been so long that I read it from the beginning and thoroughly enjoyed it. I imagined myself in Lilly's place and while I was reading it over the course of a couple of days, I wet several diapers in the process, enjoying it immensely.

I always look forward to your stories.