Tom's Playdate

Back to the first chapter of Tom's Playdate
Posted on July 17th, 2026 07:38 PM
*Edited on July 17th, 2026 07:38 PM

Tom was happily shaking a rattle while Rosebud was snoozing next to him. Somehow Rosebud had been able to stay asleep through the constant rattling Tom was making as he played.

“Knock knock,” Topsy said while not knocking on the nursery door and just opening it. Haruhi entered behind her, an oddly looming presences that woke Rosebud from his nap. “Oh, someone’s feelin a little baby.” Topsy giddily approached the crib and waved playfully at Tom who shook the rattle back with a smile.

“Sleep well?” Haruhi said leaning down to her baby boy. Rosebud nodded sheepishly. Topsy eagerly lowered the bars of the crib to play with Tom more closely.

“Good enough,” Rosebud yawned.

“I’m glad to see you and Tom are getting along,” Haruhi said approvingly as she picked Rosebud out of the crib and sat him gently down on the nursery’s floor.

“Yeah, he’s not so bad, once he gets over himself,” Rosebud snickered.

“One could say the same about you,” Haruhi joked. She looked past Rosebud to see Topsy happily helping Tom out of the crib as well. “Keep up the good work,” Haruhi said leaning down to Rosebud’s level. “Go show Tom the ropes of being baby, ok?” Rosebud looked back to Tom who was starting to fuss as Topsy cooed over him.

“Sure, I can do that,” Rosebud said obediently.

“Good baby,” Haruhi patted Rosebud’s head. “Why don’t we let the babies play some more Topsy,” Haruhi said, distracting the cat from playing with her own baby. Topsy looked to her friend and successfully interpreted her expression.

“Ok if you think so,” Topsy said unsurely. “Now you play nice Tom,” she spoke to Tom with a warning. “We do have the baby monitor set up and I don’t want to see any fights ok.” Tom nodded, rolling his eyes a bit.

The two adults quickly left the nursery, leaving the two babies alone again. Once they were alone again Tom immediately stood up and started moving to his toy box.

“Hey!” Rosebud caught the attention of Tom who looked back questioningly. “What are you doing walking? Babies don’t walk.”

“I was getting blocks,” Tom responded.

“Babies don’t talk like that either,” Rosebud corrected gently. “Crawl and talk like a baby.” Tom blushed at the suggestion.

“This feels kinda stupid,” Tom said nervously.

“Remember what we talked about,” Rosebud said gently. “Don’t get so in your head about it. Just let go and have fun.” Tom nodded and blushed again.

“Gettin bocks,” Tom tried again with a lisp.

“Good,” Rosebud smiled. He smiled more when Tom fell to his hands and knees and crawled over to his toy chest. The short dress Topsy had put him in made crawling easy and gave a very cute view of his diaper as he crawled which Rosebud couldn’t help but snicker at.

The two got to playing quickly. Tom returned with his blocks and started stacking and destroying them at semi random. he was focused on building and rebuilding interesting structures with the blocks. For his part, Rosebud was able to get into his own playing, stopping every now and then to correct Tom on the intricacies of being a baby. He had picked up a few toy cars and was making his own adventures with the different cars, often incorporating the structures Tom had made into his play. Before long though Rosebud had noticed a shift in Tom’s behavior and it came to a head suddenly as Tom abruptly stood up.

“Hey come on …” Rosebud began but Tom cut him off.

“I don’t want to be baby right now,” Tom pouted as he clenched his stomach.

“Oh, do you need to? …”

“Yes!” Tom shot back with a blush growing on his face.

“I mean don’t you do that?”

“I do but it doesn’t mean I like it, or that I want to do it around you.”

“I get that, but it’s just part of the gig. I won’t judge you for it.” This did not seem to convince Tom who looked away still wincing.

Rosebud could think of one way to convince Tom he wouldn’t judge him for messing his diaper. He didn’t really need to mess himself, but he could force something out if he tried. Suddenly, Rosebud took up the most embarrassing squatting position he could think of and with a grunt that made even him blush, he filled the seat of his diaper. The whole show caused Tom to look over sympathetically.

“See now I’m messy first, so it’s ok.” Tom was about to comment something, but it seemed his body was making the decision for him whether or not he wanted it too. The cramps became too much and Tom was forced to fill his own diaper. Tom couldn’t help the look of relief as he did and the cramping stopped, but that left him feeling incredibly awkward. Rosebud and Tom were stuck in a room together with messy diapers, and Tom wasn’t sure how to deal with that.

“Just checking on you babies,” Haruhi surprised both Tom and Rosebud as she entered the room. It took only a moment for her honed mommy senses to pick up on something. “Oh, I know some babies that need diapee changes,” Haruhi smiled happily. She unfolded out a large mat stored under Tom’s crib and effortlessly grabbed both babies. She laid them down next to each other on the mat, not caring that she forced them both to sit in their freshly messed diapers as she did. “A side-by-side diaper change, how cute. Especially since you’re both messy,” Haruhi was giddy as she snapped open Rosebud’s shortalls. Tom’s dress was short enough that she didn’t even need to move it out of the way. Rosebud and Tom looked at each other, each silently acknowledging that neither of them could really stop what was about to happen.

“Oh, you need some help with the change,” Micheal said poking his head in.

“Please do,” Haruhi accepted the help with a smile.

“Thanks, I wouldn’t want to miss this,” Micheal said smiling himself.

“I know right! So cute.”

While they were getting their diapers changed Tom and Rosebud both were trying very hard to make sure that a particularly embarrassing thing didn’t happen. Of course, the more they thought about preventing that thing from happening the more it paradoxically entered their mind and thus they made the result inevitable.

Haruhi and Micheal were diligently cleaning their messy babies as they both squirmed in embarrassment. They were able to get both bottoms clean surprisingly quickly, but as they threw away the used diapers and slid new ones under their baby’s bottoms a familiar and more embarrassing problem presented itself.

“Now Rosey,” Haruhi said with a fake pout. “How am I supposed to get a diaper on over this,” she over dramatically frowned and lightly flicked Rosebud’s hard cock. He winded at bit at pain and embarrassment.

“That’s a good question Haruhi,” Micheal said looking at Tom whose member was in a similarly hard state. “I kinda take it as a compliment,” Micheal smiled and giggled. “I must be giving a really good diaper change.”

“Babies do love their diapee changes,” Haruhi agreed. “It’s just another part of the diaper change though. Only one way to get it back down,” Haruhi smirked as she slowly started stroking Rosebud’s cock.

“Mommy!” Rosebud whined in pleasure as his mommy gently stoked him. Tom only had a moment to be shocked before he was put through the same treatment.

“Da – Da – Daddy,” Tom whined squirming even more than Rosebud since he wasn’t as used to this step in a diaper change.

“Shouldn’t take too long,” Micheal said working Tom. “Tom’s notoriously sensitive.”

“Rosebud too,” Haruhi giggled.

Tom and Rosebud both wiggled in embarrassed ecstasy trying hard not to look at each other in their moment of sexual stimulation. True to both Haruhi and Micheal’s word it wasn’t long before Tome and Rosebud’s whining and wiggling stopped with two almost simultaneous moans of release.

“Good girl,” Micheal praised. Tom and Rosebud were both stuck in a post orgasmic haze as Micheal and Haruhi cleaned up the new mess they made and taped the two into new diapers.

“Well as adorable as that all was,” Haruhi snapped Rosebud’s shortalls shut again. “I think I need to get Rosebud home.”

“It is getting a little late,” Micheal helped Tom up to his feet. “I’m sure both the little ones loved their play date.”

“I think they did,” Haruhi picked Rosebud up and was fastening his harness around his chest again. “We’ll have to do it again soon.” Her sentence was punctuated by the sound of her leash clipping on to Rosebud’s harness. The group made their way out of the nursery which got the attention of the two other alley cats.

“Leaving so soon?” Topsy said disappointed.

“Soon?” Haruhi questioned with a laugh.

“She’s been here like three hours Topsy,” Butch said joining the group.

“But you can stay longer,” Topsy whined.

“I can’t. I need to get the baby back home, and I’m sure you would like some time with your own baby.” Topsy looked to Tom who was still coming down from his diaper change hand job, and was in a very pliable and very baby head space.

“You make a good point,” Topsy replied with a devilish smirk. Micheal and Butch both quietly snickered at the exchange.

The now full group made their way to the alley cat’s front door. Haruhi was reequipped with Rosebud’s diaper bag, as well as Rosebud himself who was sheepishly holding his mommy’s hand leaving the leash dangling loosely.

“Well, it was certainly a pleasure,” Micheal said politely.

“I’ll see ya next time,” Butch said to Rosebud as he ruffled the dog’s hair. Rosebud whined and batted at Butch’s hands.

“Tom be a good girl and say bye to your play mate,” Topsy instructed. She gently pushed Tom toward Rosebud by pushing against the small of his back. When Tom found himself next To Rosebud, he blushed and played with the hem of his skirt before quickly planting a peck on Rosebud’s cheek. This got a blush from Rosebud and coos of delight from the adults watching the display. Rosebud stood shocked for a moment before hugging Tom goodbye.

“All right I hate to break you two cuties up,” Haruhi gently pulled Rosebud back to her side using his leash. “But we do need to get home. Bye everyone.” With a final wave Haruhi left with her baby in tow.

“Well Tom, did you enjoy your play date?” Topsy asked leaning down slightly.

“Uh-huh,” Tom said in a very childish tone before sticking his fingers in his mouth.

“Use your paci baby,” Micheal gently corrected by sticking the soother clipped to Tom’s dress into his mouth. Tom suckled on the pacifier automatically.

“Watcha wanna do now baby girl?” Butch asked Tom. Tom thought silently for a moment before quickly throwing his arms up.

“Wan cuddle an pway,” Tom said especially childishly over his pacifier. All three of the alley cats cooed at the cuteness.

“We can definitely do that I think,” Topsy said excitedly as Butch picked Tom up and sat him on his hip.

“Let’s head over to the couch,” Butch said hiding the effort it took to carry Tom.

“I’ll find an age-appropriate movie for us,” Micheal added.

“I got the feeling Tom won’t be paying attention to it,” Topsy pinched Tom’s cheek. “Isn’t that right, you’re just all baby brained now huh?” Tom giggled as answer to the question.

“Well, I guess we can watch our show some.”

“I don’t think Topsy will be paying attention either,” Butch smirked as the group walked off to enjoy the company of their baby.




AUTHORS NOTE: Here's another commission piece for you all. We wrap up this latest Tom & Jerry sissy spin off with a cute side by side change and other fun times. Hope you all enjoyed it, and remember you can get a commission like this of your own hit me up my name is the same in all the places.

0
0

Log in to comment!

Comment Thread

Log in to comment!