Tom's Playdate

Back to the first chapter of Tom's Playdate
Posted on June 12th, 2026 11:18 PM

Despite the circumstances of his day so far, Tom found himself in a good mood. It was hard not to be in a good mood with a belly full of chicken nuggets and french fries, even if he ate the food in a high chair while his new “friend” watched. Rosebud himself seemed happy too as he conversed with his mommy from her lap as she fed him the fries and nuggets between conversation. Tom felt a little vindicated. He felt like eating all by himself made him bigger than Rosebud for sure, even if he was eating by himself from a high chair.

“You ready for your baba baby,” Micheal said approaching Tom with a baby bottle of formula in hand. Tom felt himself pouting and growing frustrated at having his “win” of being bigger so quickly overturned.

“I’m sure Rosey is ready for milkies too huh?” Haruhi looked to her baby dog with a smile. Knowing that he wasn’t the only one about to be bottle fed made Tom calm down a bit, and he let himself be let out of the high chair and snuggled into Micheal’s lap without much complaint. Tom latched on to the nipple of his bottle and looked over at Rosebud getting into a similar position, but there was no bottle for him, Instead Haruhi was slowly unbuttoning her top.

Tom wriggled in shock as, rather casually, Haruhi pulled out her bare breasts. Rosebud eagerly latched onto one and began to suckle.

“Calm down baby,” Micheal said gently rocking Tom. “You can go back to playing once you finish your baba.” Tom tuned out his caregiver, because his own thoughts were flooded with emotions. He should be reveling in his victory. Surely there was nothing more baby than being breastfed, he had handily won the contest of who was most baby, yet that’s not where his thoughts were landing. All he could think about was how nice it looked. How content Rosebud was. A trickle of milk ran down Rosebud’s cheek confirming that the suckling wasn't for show and the thought of drinking milk from a breast caused Tom’s loins to stir in his wet diaper.

“Good job all done!” Micheal cheered as he moved Tom into a burping position and began patting his back.

“Why don’t you go ahead and put Tom down for a nap,” Haruhi suggested. “I’ll put Rosey in there in a minute. He’s only halfway done.” Tom could hear some shuffling around as he let out a few burps, when he was turned around, he saw that Rosebud had been adjusted to suckle from Haruhi’s other breast. Tom found himself glued to the scene even as Micheal led him off to the nursery.

“You’re a little wet,” Micheal ran his finger through the leg guard of Tom’s diaper. “But you’ll probably be fine until after you nap. Just try not to mess in there,” Micheal said lowering the bars to Tom’s crib. Tom climbed in with a bit of a pout.

“I’ve got a baby ready for a nap,” Haruhi said cheerfully. A truly blissed out Rosebud has slumping loosely in her arms. Tom scooted over as Haruhi placed Rosebud inside the crib with Tom before Micheal raised the bars up.

“Have a good nap you two,” Micheal smiled as he and Haruhi left the room.

Tom felt immediately uncomfortable with the situation. Even though his crib was comfy, and perfectly roomy when he was by himself, it was decidedly cramped when he had to share it with someone else. There was no position he could get in where he wasn’t touching Rosebud. He felt almost forced to cuddle with the other baby. He sighed in annoyance. Of course, the adults would think nothing about putting two babies who didn’t know each other together to cuddle. Oddly Tom wasn’t really bothered by having to cuddle, he had grown to find cuddling quite nice, he just would have preferred to be alone with his thoughts right now. Thoughts that were still racing after seeing Rosebud nurse from his mommy. The stirring in his diaper had grown to a noticeable bulge and Tom was struggling to hide it from the dog lying next to him.

“Why are you so squirmy?” Rosebud finally complained after a few moments of dealing with his wiggly crib mate. “I’m already stuck in this crib I’d like it if … oh.” Rosedbud smirked as he noticed the rise in Tom’s diaper, and the blush on the cat as he fumbled around to hide it. “Someone’s gotten excited,” Rosebud gave a low chuckle as he straddled Tom. “Was it seeing me nurse that’s gotten you so excited? Does baby Tom want to be a little titty baby like me?” Rosebud asked playfully.

“No, I uh I …” Tom stammered as his emotions surged through him. Thoughts of him suckling at Topsy’s breast and the feeling of Rosebud’s wet diaper pressing against his own and pushing his member down in an undeniably arousing way were crowding his mind. It was all wrong though. Tom shouldn’t like this, he shouldn’t like being a baby, shouldn’t be having thoughts about it, shouldn’t be involuntarily grinding as this other baby pressed their diaper against his.

“Hey you ok?” Rosebud’s tone shifted as he noted the struggle on Tom’s face. He climbed off of Tom and let Tom compose himself for a moment. When it seemed like no progress was being made Rosebud switched tactics. He found a rattle in the crib and started gently shaking it above Tom. “Hey take it easy just listen to the rattle.” Tom listened to Rosebud and focused on the rattle, calming down. “There,” Rosebud said with a relieved sigh. “You really are a baby you know?”

“Shut up!” Tom protested harshly.

“Take it easy. Why is that a bad thing?”

“Because I shouldn’t be. I shouldn’t be a baby. I shouldn’t like this. I shouldn’t be getting hard at being left in a messy diaper.”

“Why shouldn’t you? I mean it’s clearly effective on you,” Rosebud looked down at Tom’s still tented diaper. Tom blushed at the acknowledgement.

“Gah shut up!” Tom pouted.

“Don’t be so defensive,” Rosebud pouted back. “You think I would be sticking around if all this wasn’t fun?”

“I thought you were like me,” Tom looked away. “That your mommy was making you be a baby like the alley cats are making me.

“I mean it might have started out that way,” Rosebud seemed to drift away as he thought about the past. “That was a long time ago though, or at least it feels like it. Where we’re at now, if I really wasn’t happy being a baby Haruhi wouldn’t be making me. I could leave if I really wanted to I just don’t.”

“But I do,” Tom responded quickly. “I want to leave. I want to just be a normal adult cat. I’m only still here because they’re letting me live here free.”

“Are you sure about that?” Rosebud asked as though the answer to the question were obvious. “Come on you can’t lie to me, because I’ve been in the same place. The alley cats are the same as my mommy. If you really weren’t happy being a baby you wouldn’t be here.”

“You’re wrong,” Tom pouted. “They wouldn’t let me leave even if I asked.”

“But you never ask, that’s what I’m saying.” Tom stuttered for a moment as Rosebud had caught him. Despite how often he complained about his status and the punishments he got, he never actually asked to leave. If he really thought about it, there was more keeping him there than the free room and board.

“So, what!” Tom said shaking his head. “That doesn’t matter. What matters is that I shouldn’t like this. It’s weird and gross.”

“Hey that’s not a nice thing to say!” Rosebud said offended. “To me or to you.”

“Doesn’t make it not true,” Tom pouted.

“Do you know what I like most about being Mommy’s baby?” Rosebud prodded.

“I can only imagine,” Tom replied dismissively.

“What I like most about it,” Rosebud said ignoring Tom’s comment. “Is that I don’t have to worry about anything.”

“Yeah, I know you’re mommy takes care of feeding you and changing your diapers and …” Tom was about to go on but Rosebud cut him off.

“Yes, mommy handles all of that, but that’s not what I mean. I don’t just mean I don’t have to worry about stuff like goin potty. I don’t have to worry about being weird, or why I like getting treated like this. If it’s just what mommy wants then it doesn’t matter if it’s weird. If mommy just wants to make me happy and I’m happy being kept in diapers nothing else matters. I don’t ever think that I’m not supposed to like this kinda stuff because it makes me happy and that’s what mommy wants. It’s the only thing that matters.”

“So, you’re just ok with being a giant baby?” Tom asked pointedly.

“Yeah.” Tom scoffed at Rosebud’s simple response. “I mean it’s really that easy, and it can be that easy for you too.”

“What do you mean?”

“I mean you gotta stop worrying about this stuff. Stop worrying about being weird or what you should be. You are your mommy and daddy’s baby, that’s all that matters. Who cares if it’s weird or that you shouldn’t be a baby. You’re just doing what your mommy and daddies want.”

“I can’t just …”

“Yes, you can,” Rosebud cut Tom off. “Shut up, stop thinking, and just be the baby you are!” Tom rolled his eyes at Rosebud. He didn’t think it could be that easy but clearly Rosebud wasn’t in the mood to hear an argument about it. “Come on,” Rosebud said temptingly as he crawled back on top of Tom. “Who’s a little baby?” he cooed while he gently shook the rattle over Tom’s head.

Tom fidgeted angrily. Did this dog really think that just waving a rattle around would work? Though, as Tom thought about what Rosebud had said, it just might. Deep down Tom really wished he could just ignore all of his reservations about his new status and enjoy it like he knew he could. It would be so much easier if he could just let go and have fun. While thinking all of this Tom found himself unbelievably distracted by the sound of the rattle and the gentle cooing of the other baby in the crib with him. Tom found himself agreeing with Rosebud that he really must be a baby if it was this easy to get him to drop into baby space. Of course, the thought entered his head for only a moment before a small giggle left his mouth.

“There’s the baby kitty,” Rosebud smiled shaking the rattle some more. Tom’s giggle turned into a laugh as he reached for the rattle. Rosebud playfully plopped down allowing Tom to snatch the rattle and shake it away happily. “You know we’re supposed to be having nap time,” Rosebud said with a distinct little tinge to his voice.

“No!” Tom responded simply turning away to keep his rattle safe.

“I’m not takin your rattle!” Rosebud objected. “But I’m takin my nap an I wanna cuddle the baby.”

“You da baby!” Tom objected.

“We’re both babies silly,” Rosebud abruptly grabbed Tom around the waist and brought him close for a cuddle. “You can keep playin but I’m eepy. Milkies always make me eepy.” Even in little space the image of Rosebud being breastfed brought a blush to Tom’s face. In little space though, Tom was oddly more confident.

“Rosey?” Tom asked.

“Mmhmm,” Rosebud responded sleepily.

“Maybe … um … I could try getting milkies?” Tom asked shakily.

“You’ll have to ask Mommy if she’s ok with that,” Rosebud responded genuinely. “But she probably would be. I bet Topsy would too if you asked her. She probably doesn’t make milk yet, but I bet she can. Mommy takes special pills for it.”

“Mmmm,” Tom said thoughtfully. He imagined himself suckling away at his mommy’s breast and, while definitely blush inducing, he found the image to be nice. “Yeah.”

“You big baby,” Rosebud teased with a quiet giggle.

“Yeah,” Tom repeated going back to shaking his rattle.




AUTHORS NOTE: Got another commission piece for you. More Tom and Jerry stuff. If you want to get a commission of your own I am open for them. Hit me up on discord at bigred0603 if you're interested.

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