A New Family Dynamic

[CuddleBunns]

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.

[Sissy Little Girl]

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

[dolly bo peep]

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.

[CuddleBunns]

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.

[CuddleBunns]

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.

[Sissy Little Girl]

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

[CuddleBunns]

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!