A New Family Dynamic

[Sissy Little Girl]

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.

[PervScenes11]

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!

[dolly bo peep]

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.

[CuddleBunns]

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.

[CuddleBunns]

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.

[sissyboy1212]

CuddleBunns I love your story.  It is so well written and thought out.  Hugs to you sweetie!

[Sissy Little Girl]

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.