Topsy's face was painted with a happy smile as she helped guide Tom through playing with a few stuffed toys. Tom was in little space, the first time he had been in it since he had arrived at the alley cat's house as far as Topsy could tell, and she was enjoying every moment of it.

As Tom was playing with the toys, he took a moment to think back about how he got to the point he was at today. Earlier that morning he had received a thorough punishment from Butch for trying to take off his diaper, and that was followed by a softer experience getting fed by Micheal which ended in him playing with some toys. Sometime after that is when he fell into a strange headspace he couldn’t quite define. It was a fuzzy funny kind of feeling. He felt less concerned with the embarrassing dress and the baby print diaper he was wearing. Rather than being nuisances, they both seemed to feed into the feeling. Despite how nice it felt, part of Tom was still resisting it, and that part was winning. The feeling was fading, probably because of Tom over analyzing it a bit. His analyzing didn’t really bear any fruit either way. At the end of the day, he liked it and that was the important part.

“Someone was a baby!” Topsy interrupted Tom’s thinking with a playfully teasing remark. She could tell from the look in Tom’s eye, and how he was slowly disengaging from his toys, that Tom had come down from his brief trip into little space. Tom didn’t respond to Topsy, just looked away with a blush, which was a tacit admission.

“Come on let’s head into mommy’s room,” Topsy said with a sudden tone shift. Tom looked at his booties with the spikes in them and back at Topsy with a silent question. “It’s just across the hall. You can crawl.” Tom shot Topsy a look. “Well, move your adorable baby butt, I don’t have all day.” Topsy lightly tapped Tom on his diaper cover with her foot. With a sigh Tom relented and began the slow crawl across the hall.

It really was just across the hall, so the trip wasn’t that long, but Topsy did enjoy the view of Tom crawling in the very revealing dress and diaper cover she made for him. They entered the alley cat’s bedroom, a circular room with three sections one for each cat. Topsy gestured over to her section, which was a girly shade of pink and filled with stuffed animals and a bench where she did her make up. It contrasted with the very dungeon themed black and red of Butch’s section and the plain but cozy beingness of Micheal’s section.

After the day he had Tom was very aware of how each section represented their owner’s domination style. Butch’s black and red and traditional dungeon aesthetic was telling of his very stern and discipline focused attitude at dominating Tom. Micheal’s inviting colors and soft bed mirrored the soft and caring style he had with Tom. Topsy’s style was harder to define. She seemed to get her enjoyment from the roles she and Tom played, and she loved the girly aesthetic, which seemed to be reflected some in her room.

“Hop on my bed and wait there for a sec,” Topsy commanded. Tom tried his best to clamber onto the bed with the booties on but wasn’t having any luck. “Aww need mommy’s help little baby?” Topsy said in delight. With a grin Topsy tugged on the top of Tom’s diaper, giving him the leverage to make it onto the bed. Tom settled onto a corner of the bed giving Topsy an embarrassed look. Topsy ignored him, going over to Butch’s section and searching for something. She eventually found it behind the St. Andrews cross Butch kept next to his bed, Tom felt lucky he hadn’t yet been strapped to the thing.

“Do you know what a collar is Tom?” Topsy said as she sat on the bed behind Tom.

“Yeah?” Tom said confused “I mean you’ve all put collars on me.” He tried to turn around to face Topsy who sat behind him, but she gently but firmly pushed against his cheek making him look forward. Tom blushed lightly as he got the hint and continued the conversation looking forward.

“That’s not really what I meant,” Topsy sighed in frustration. Not at Tom’s ignorance but at her own poor phrasing of the question. “I mean do you know what it means? Like to us?”

“Yeah,” Tom gave an overdramatic pout. “It means that you guys get to boss me around.”

“Well yeah, but that’s a very simplified view of it,” Tom could hear the box open but he kept his eyes forward. “That’s true for like a functional collar, but sometimes they mean more than just that. I’m talking about a collar in like the metaphorical sense, as a symbol that you belong to someone.”

“Isn’t that the same thing as being bossed around?”

“That’s kind of like saying a home is just a place where you sleep,” there was a silence as Tom took in what Topsy was saying. After a moment Topsy continued. “To say that you are owned, truly owned, is like a promise. It’s a promise from you that you’ll play the role we want you to play. That you’ll fully surrender to our commands.”

“I’m still not seeing the difference,” Tom said.

“Well let me finish,” Topsy said sternly. “Babies are so impatient.” Topsy cleared her throat as she continued. “It’s not just you surrendering it’s also a promise from us. That we’ll take care of you, and that we’ll respect the trust you’ve given to us. Is that making sense?” Tom was silent in thought. “Think of it like this. If you’re owned by us, we could tell you to do anything. Jump off a bridge even, but you trust us enough to know that we’d never do that, and it’s our responsibility to never ask you to do anything that would hurt you. It’s a promise on both ends.”

“I guess I understand … a little.” Tom said distantly.

“Well maybe you aren’t quite ready for it yet but,” Topsy gingerly slid a thin pink collar around Tom’s neck. “Baby Puss” was written across the front in bright silver letters and there was a small subtle d-ring that jutted from the bottom of the collar. Topsy tightened the collar on Tom expertly and secured it shut with a small heart shaped lock, the buckle on the back had a small hole for a lock. “You can try it on today, see how it feels.” With the collar on Tom, Topsy grabbed a leash and clipped it to the collar’s d-ring then tied the leash to her bed. “Wait there for a sec,” Topsy skipped off in a bit of mischievous fashion.

Part of this was intentional, to let Tom sit with the collar and what it meant for a minute, and it worked. Tom’s paw ran over the collar and felt how serious it all was, and ruminated a bit on what it would mean for him. Nothing major would change in how he lived his live, but it was just more of a commitment to it all.

Tom didn’t have a whole lot of time to think about it, as Topsy returned from her closet in another one of the dresses that she sold on her Esty store. Topsy's Esty store sold to a very specific clientele with a very specific aesthetic. She sold dresses for sisses. Dresses that were girly, fluffy, ruffly, and revealing to a deliberately humiliating degree. Further she catered a specific sub-genre as well, that being baby sisses. So, in addition to the typical sissy accoutrements, her dresses were often kept short and came with a matching diaper cover for that extra humiliation. The dress Tom was wearing now was made by Topsy and it fit this style to a T. The dress Topsy was wearing now was distinctly in the same sissy style as Tom's, but also distinctly more mature. It was pink with ruffly sleeves and some bows along the body of the dress. It ended in a very short, almost tutu like, skirt layered with tool and some pink flowers. It was very revealing and underneath that skirt, Topsy’s ruffly bloomers could be seen.

The whole outfit seemed almost to weirdly highlight how she was the mature one, despite her dress being just as revealing as Tom’s and very much one of her sissy dresses. Even though they were the same length, the waist of Tom’s dress was fairly high giving him a baby doll look, while Topsy’s was at her actual waist just with a short skirt, giving her an elegant ballerina look. Of course, the big thing, the one thing that Tom couldn’t shake, was that Topsy was wearing bloomers, while Tom was wearing a diaper cover. On the surface one almost couldn’t even tell the difference between the two, it's likely that Topsy was wearing what would be sold as a diaper cover. It was only what was underneath that made the distinction, and it made Tom very aware of the diaper that was underneath his and the big girl panties that were underneath Topsy's.

“I thought we could match,” Topsy said with a grin. “Well in a mommy and me kind of way. Sit still, I wanna do your make up,” Topsy kneeled down in front of Tom and started applying some of her make up to his face.

“You know it’s kinda funny,” Topsy spoke while she carefully applied Tom’s makeup. “How we’re both in these cute little baby dresses, but I’m still the one in charge.” Tom gulped and pulled back a little, this was met by a stern slap at his thigh. “Sit still baby I’m not done,” ostensibly Topsy was talking about applying make-up but Tom got the feeling that’s not what she really meant. “See Tom it’s not that you’re in a dress that makes you our little baby princess,” Topsy continued. “It’s not that you’re in diapers, and it’s not that you wear our collar. At the end of the day, it’s all you. You are the little baby puss, so that’s what you get treated like.” Tom gulped. “Say yes mommy,”

“Yes mommy,” Tom said immediately. Topsy grinned.

“I’m gonna take your mittens off to do your nails. I hope you behave. Wouldn’t want to have to use your naughty paddle.” Tom got the hint and stayed in still silence while his mittens were removed and Topsy started gingerly painting his claws.

“Now I didn’t just say all that to scare you,” Topsy talked while she painted the claws. “Well, it was a little bit of that,” Topsy giggled. “But I wanted you to maybe understand how I felt a little. Just like you are the baby puss I always was a girl. The clothes I wore or what was between my legs didn’t matter and didn’t stop me from being what I am. The difference between now and then is I look the part and I have people that accept me, which does make me happier” Topsy smiled and sashayed a little in her dress. “Is any of this making sense Tom? Or am I just talking to myself.”

Tom put some thought into what Topsy was saying while she continued to slowly paint his claws. Following Topsy’s logic, she always was a girl, and she was happier now that she acted in alignment with what she was. Tom couldn’t help but apply the same logic to the past few weeks. If that explained that small but steadily growing voice in the back of his head that liked what was happening to him. That liked the dresses and the attention. The thought of Tom being trans though didn’t seem right.

“Topsy I don’t think I’m trans,” Tom said seriously. Topsy stopped her painting to laugh. Tom blushed a little.

“Oh, little baby,” Topsy said her laughing dying down to a giggle. “Sometimes I forget that babies have a hard time with big thoughts. I don’t think you’re trans dear, at least it would be a shock to me if you were. I’m trying to make a comparison dear. Between me finding out I’m a girl and you finding out you’re a baby.”

Tom went back into his own thoughts while Topsy continued painting his claws, giggling slightly. The seemingly obvious connection was suddenly made for Tom. Maybe there was a part of him that was always a baby, or that at least always liked being treated like one. Maybe that tiny voice that’s been happy over these past few weeks is expressing a similar kind of happiness that Topsy has now that she’s able to live as a woman. Being able to be and be acknowledged as something you always thought you were.

“Of course, I wouldn’t say you living out your secret kinky fantasy is as fulfilling as me getting to be a woman,” Topsy clarified. “It’s uhh similar though.” Topsy said pushing both of Tom’s claws out to admire her work. They were painted in a glossy pink.

“I don’t think this is a secret kinky fantasy,” Tom said defensively.

“Whatever you say little baby,” Topsy said dismissively.

“There you two are!” Butch said suddenly entering the room. “And you two are looking adorable.” Topsy stood up and gave a curtsey at the comment.

“You’re just in time too, I just finished doing the babies make up and painting his claws.”

“I’m surprised you got him to behave long enough for that,” Butch admired Tom for a bit who blushed.

“We talked a little,” Topsy said vaguely.

“Uh huh,” Butch said noting the vagueness. “Anyway, we’re about to watch a movie in the living room if you want to put baby down for a nap.”

“Maybe the baby could come with us?” Topsy asked. Butch was silent for a moment as he looked over Tom and noticed he was wearing the collar they had picked out for him.

“Maybe he can.” He made his way over to Tom, unclipped the lead attaching him to Topsy’s bed and picked him up.

Tom blushed a bit at being picked up so casually, but he had a thought as he was picked up by Butch. If Topsy was right, and that little voice that’s been in Tom’s head this whole time would suggest that she was, Tom would probably be happier if he accepted his role and lived it. With this though in his mind Tom decided not to fight what was happening to him this time and nuzzled his head into Butch’s neck. Butch looked back at Topsy with shock. Topsy just smiled and encouraged Butch on. Butch carried Tom to the living room with Topsy following where Micheal was waiting.

“Oh!” Micheal said in surprise. “Is the baby joining us. Usually, we have to put him down for his afternoon nap.”

“This time he’s joining us,” Butch said as he deposited Tom in a large playpen just off to the side of the large couch in the living room. “We’ll see how he behaves.” Butch gave Tom a pacifier which he promptly placed into his mouth and began suckling.

“Here Tom,” Topsy leaned into the playpen. Tom looked over to her still with the pacifier in his mouth and grabbed a small stuffed elephant from Topsy. “Why don’t you play with this? Maybe you can make a friend for Miss Pink.” Topsy smiled and took her place on the couch in between Butch and Micheal as they started a movie.

Any other day Tom would have ignored the stuffed animal and the scattering of baby toys in the playpen to watch the movie, but today was different. Tom found himself wanting to play with the toys and make a friend for Miss Pink like Topsy suggested. He felt that warm fuzzy feeling wash over him again as he became engrossed in not only the new stuffed toy but also the other baby toys in the play pen completely ignoring the movie. Unbeknownst to him the alley cats were also completely ignoring the movie and were instead all smiling as they watched Tom play with his toys.

AUTHORS NOTE: Another chapter in this commission, this one is all about Topsy and a focus on like the role playing part of kink. Hope you all enjoy. Message me on discord @bigred0603 if you are interested in your own commission.