Topsy was deep in concentration. She had a makeup sponge in her hand and her tongue was sticking out of the corner of her mouth. Across from her was Tom, whose face had slowly become increasingly frustrated as Topsy slowly applied makeup to his face. The source of the frustration was not only the time it was taking to apply makeup, but the soaked diaper Tom was forced to sit in while it was applied.

The two were sitting in Tom’s nursey, which had slowly garnered more personality over time. It was painted with a soft pink, and the furniture had a frilly girly aesthetic, plenty of pink and white. Tom was less than thrilled with the vibe, but he didn’t have much of a choice.

A few months ago, Tom had agreed to become the alley cat’s adult baby. Free room and board in exchange for being routinely humiliated and babied. Over time he had gotten used to a lot of aspects of it, and it wasn’t really that bad most of the time. A wet or messy diaper wasn’t that big of a deal by itself anymore. Of course, having to sit still during a tedious makeup application process in your soaked nighttime diaper was more than annoying.

“Topsy, how much longer is this going to be?” Tom jerked away suddenly stopping Topsy from doing her work.

“Longer now!” Topsy said in a stern voice. “Just be still. And you’re supposed to call me Mommy not Topsy”

“I’ve been sitting still for forever, and I need a diaper change.”

“Babies need to get used to staying in wet or messy diapers.”

“I’ve been in this since last night, Topsy.”

“Butch!” Topsy yelled having had enough of the conversation.

“Well, if the baby wants out of his diaper,” Butch said stretching his arm. “I’m happy to help.”

“What! No! That’s not fair!” Tom whined in panic as Butch grabbed his hand and lead him over to a large chair in the nursery. This chair was ostensively used for bottle feedings, story time, and general cuddling, but, more often for Tom, it was used for spanking.

“Don’t go too crazy,” Topsy said quickly. “I don’t want his crying ruining the makeup.”

“No!” Tom whined as his diaper was unceremoniously removed and Butch started spanking his baby sissy kitty on their exposed bottom.

“You’re getting better, but you still really haven’t accepted your role,” Butch dictated while he spanked. He used his hand instead of the many implements that hung on the nursery wall next to the chair, but the hand was plenty painful to Tom.

“Sometimes we’re going to make you do stuff that’s annoying or painful, but it’s for your own good,” Topsy added. “And it’s not your job as the baby to complain, it’s your job to say, ‘yes mommy’ or ‘yes daddy.’”

“I told you he needed a diaper change,” Micheal cut in. Tom was too busy screaming at the pain of being spanked to appreciate Micheal’s words.

“Maybe I like watching him squirm in his squishy diapees,” Topsy’s comment was more directed at Tom then to Micheal.

“Fair enough,” Micheal giggled.

“That’s about all the spankings I can do without a meltdown,” Butch said helping a sniveling Tom stand. The cat was sniffling and rubbing his reddened bottom.

“Come on baby let’s get you into a new diaper,” Micheal said sweetly, helping Tom lay down on his changing table. He winced a bit as his freshly spanked bottom touched the padding of the changing table. Micheal reached into the drawers of the changing table to get out a new diaper and some changing supplies.

“I hope this play date helps Tom fall into his role more,” Topsy commented. Micheal quickly stuck a pacifier in Tom’s mouth. Tom obediently started suckling it and understood it as a sign that adults were talking. He pouted slightly since the adults were talking about him while he was in the room, but the pacifier never left his mouth. Lately he’s found himself preferring a pacifier during his diaper changes. It has been getting more and more difficult for him to keep his “little wee wee,” as the alley cats called it, from getting up. Focusing on the pacifier always helped calm him down.

“Hopefully Rosebud is a good role model,” Butch chimed in.

“He’s an angel when his mommy’s around,” Topsy assured. “Plus, you didn’t have any problems reigning him in when we babysat him the first time.” Micheal snickered a bit as Butch blushed. Tom looked between his three caretakers confused. He wasn’t even told that he was going to a play date today, not that that was out of the ordinary. He wouldn’t have any input on his day anyway so frequently he was never told of plans for the day. It was accurate to being a baby. Babies never understood what was happening that day, it was all a surprise.

With the knowledge that he was going to a play date, the makeup session made sense. He wasn’t exactly thrilled with the news, though. It was embarrassing enough being in diapers and ridiculous outfits with just the alley cats around, he’d rather not anyone else see him like this, even if it was another baby like himself and a mommy. Plus, all that was compounded with the normal anxiety that came with meeting new people. Needless to say, Tom was not looking forward to today’s plans. He wasn’t thrilled with a lot of his daily plans lately, but he was not in a position to change them.

While Tom was lost in his thoughts Micheal was able to finish the diaper change.

“There all done,” Micheal said while he helped Tom back to the stool he had been sitting on earlier. “He’s all yours,” Micheal said to Topsy, who quickly got back to applying Tom’s makeup.

“Now that your diaper’s changed you shouldn’t be so squirmy right?” Topsy said cheekily. She knew that while, yes, Tom wasn’t dealing with a wet diaper, he was now dealing with a stinging bottom. Tom didn’t know which was more difficult to deal with, but he did know that complaining about his sore bottom wouldn’t be wise. He was thankful for the pacifier still in his mouth as it kept him from getting into any more trouble as Topsy finished up the makeup.

When she was done Topsy stood back and admired her work.

“Impressive,” Micheal said with an approving nod.

“Thank you,” Topsy smiled. “Now we gotta pick out his outfit,” Topsy giddily moved over to the nursery closet, which was full of all manner of frilly sissy dresses, onesies, rompers, and other clothes that she made for Tom and loved forcing him into. “We need our little baby to look his best for his first playdate,” Her face broke into a smile as she found a winner. A short yellow and white sissy dress with a pink duck embroidered on its admittedly small bodice. As usual for Topsy’s dresses, the length was short and the skirt was poofy, deliberately accentuating the diaper. Whether Tom would be given the matching ruffly pink diaper cover that goes with the dress, or just be left in his diaper, was a tossup.

“This is perfect for our baby puss,” Topsy said as she approached Tom with glee, dress in hand.

*****

Rosebud was laying down on his changing table in his nursery. Rosebud’s nursery was painted in a boyish light blue and the furniture in it was mostly a lighter wood. Rosebud’s mommy, Haruhi was busy getting together the supplies needed for the usual morning diaper change. This ritual had become so routine that Rosebud struggled to remember a time when his morning didn’t start with his mommy changing his soaked and/or messy diaper from the night before.

“So, we’re going to the alley cat’s today?” Rosebud asked.

“That’s the plan,” Haruhi said plainly. “Not for babysitting though. They’ve got their own baby now, so we’re going over for a little play date,” she smiled holding a fresh diaper in her hand.

“A playdate?” Rosebud questioned more, but Haruhi didn’t give him an answer as her diaper change was halted.

“Oh Rosey,” she giggled as she felt Rosebud’s erect member from outside his wet diaper. "Always so excitable." Rosebud smirked innocently. “Well, we’ve got to take care of that before I can change your diaper, don’t we?” Haruhi turned on the magic wand she had grabbed with the changing supplies, for this little distraction had become as routine as the diaper change itself.

It was barely more than a minute of using the magic wand that Rosey gave a telltale breathy huff and the hardness in his diaper faded. Haruhi gave a proud smile as she got to work changing her baby now that the distraction was taken care of.

“Yes, we’re going on a play date,” Haruhi answered Rosebud’s question from earlier as she cleaned him up with a baby wipe. “You’re going to be playing with baby Tom for a bit,” Rosebud’s face grimaced slightly. Despite his long-time being Haruhi’s baby, and his general acceptance of his role, it was still a little nerve wracking to be meeting new people as a baby.

That wasn’t all though. Despite the long time he had been a baby, chances to play with other babies were few and far between. Most of the time he was just babysat or played with by “adults.” He wasn’t sure how best to interact with a fellow baby.

“Nervous?” Harhuhi asked as she finished taping on a new diaper.

“A little bit,” Rosebud admitted.

“Well just try your best, ok?” Haruhi moved to the nursery closet to pick out Rosebud’s outfit. “Tom’s still figuring out his role as a baby and what that all means. We were hoping you could be like a role model to him. Like a big brother. Well, since you’re teaching him how to be a baby maybe calling you a little brother is more appropriate,” Haruhi giggled at her little joke.

“Yeah, so no pressure,” Rosebud said nervously.

“You’ll be fine. Just be your baby self and be nice,” Haruhi had picked out the outfit for the day. A dark blue onesie decorated with red rocket ships blasting off to little planets, and a set of lighter blue shortalls with pink accents. Rosebud obediently held up his hands as his nighttime onesie was removed and replaced with the one for the play date.

“Now you know Tom is a sissy baby, so you should expect him to look a lot girlier than you do,” Haruhi noted while she helped Rosebud into the shortalls.

“Makes sense with Topsy as a mommy,” Rosebud giggled. “She always wanted to play dress up with me whenever she baby sat.”

“Oh, but you did look so cute,” Haruhi cooed as she adjusted the shortalls. Rosebud blushed as Haruhi went back to the closet, returning quickly with a blue chest harness. Rosebud obediently turned around. “Now Tom is a cat,” Haruhi said as she started securing the harness around Rosebud’s chest.

“And?” Rosebud asked a little offended. That earned a quick swat to the rear from his mommy.

“You know exactly what I mean,” Haruhi said sternly. “You think I don’t know how rude you were to the alley cats on your first visit. You will be nice to Tom. Do you understand?”

“Yes mommy. I’ll be nice to Tom,” Rosebud spoke in a practiced submissive voice.

“Good baby,” Haruhi’s voice turned sweet again she patted Rosebud on the head and planted a quick kiss on his forehead. “All right let’s get you in your play pen for a bit. Mommy still has to pack a diaper bag for her leaky little boy.” Haruhi playfully cupped her hand to Rosebud’s diaper causing a blushing giggle from the baby dog.

Haruhi led Rosebud to the large play pen in a corner of his nursery, and he stepped over its railing and promptly plopped down on its cushioned interior. Despite being fully able to leave on his own, Rosebud’s obedience to his rules meant the playpen was as effective as a jail cell. One with a bunch of toys in it, which rosebud immediately got to playing with.

Haruhi took a moment to watch her baby play before getting back to her task of packing a diaper bag for the day.

AUTHORS NOTE: Surprise commission piece. Continuing in the series of sissy Tom and jerry stories. Hope you all enjoy and jsut a reminder that I am open for commissions if you're interested.