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A Childish Roleplay

Kenny's jaw dropped when they entered the room. This was nothing like D&D. The whole room was decorated like it was intended for an infant. Cartoon animals in diapers were the wallpaper, all colored with pastel coloring. In the center of the room was a baby bouncer but it was much too big for a baby. It looked like it was intended for some of Kenny's size. The floor was extra plush with green carpeting and a pink circular rug taking up a large amount of floor space. It made the wolf think of Easter and the Easter bunny. As if to respond to his thought process, in the corner of the room was an oversized changing table. At the head of the table was a cartoon bunny looking down on the table. Beneath the table was a wide variety of diaper. White ones, pink ones, ones with cartoon characters like the ones on the wallpaper, black ones even. Until then, the college student didn't even known such things existed. He assumed all adult diapers (on the rare occasions he thought of them) only came in white because they were only ever used for medical issues. Right?

"W-What is this?" he asked.

"Like it? Took a lot of time to get it just right," the imposing grizzly bear said. His gut was pushing up against the wolf's back. Practically shoving him into the "play room."

"I-I," Kenny was at a loss of words for what to say next. Surely this bear wasn't expecting him to wear diapers like an infant. Or maybe the bear wanted to be the one in diapers. It was weird and strange, but he could suck it up for the money he was being offered. "So, um, what do you want me to do?"

The bear pushed the rest of the way into the room, forcing the wolf all the way in as well and shut the door behind him.

"Well I'm going to need you out of those big boy clothes first. Pups like you shouldn't be dressed in them."

Kenny gulped and tucked his tail. "I-I don't think I want to do this."

Alfred's expression softened at this. "Oh, I'm sorry. This probably is a big shock if you've never seen this sort of stuff before. Look, if you want to leave that's totally understandable. But you're only getting paid if you stay for the time we discussed."

Despite the bear's calm tone, Kenny didn't really feel like he had a choice here. He kept thinking about the wad of cash he had been shown when he first arrived. With a deep sigh, the wolf slowly pulled his blue t-shirt over his head.

"Good boy," Alfred said as a smile grew on his muzzle.

It was a strange feeling as Kenny took his shorts off. It really felt like his father was looking down on him like he was little again. He cringed as he remembered those early years when he struggled to get out of diapers as fast as his classmates. The times when he was three, four, even

five-years-old, and coming home with wet underwear. His father would sigh and get out the diapers that he clearly did not have the desire to buy anymore for his son.

The wolf's face was red hot as he pulled away his equally red briefs to reveal his sheath, balls, and ass to the bear he had just met.

"Now hop on the table and daddy will get you back in your diapers," Alfred said in a soothing tone, it made it sound like it was Kenny's decision to be in diapers rather than the bear's desire to have him in them. Kenny didn't argue this point though and proceeded to the changing table as he had been instructed to do.

Along the way he looked at the other items and furniture in the babyish room. To the wolf's great relief there were no windows in this room. The bear at least had the foresight to not share his strange obsession with his neighbors. Kenny would have to drop out of school if anyone from the university happened to live nearby and caught him in the act. Two large, wooden closets were lined along the opposite wall. Each painted in pastel green to match the color of the carpet. Hidden behind the closets in the corner of the room was a mountain of stuffed animals. Kenny didn't realize it, but his tail wagged ever so slightly when he saw the mountain. His mind flashed back to middle school when his father had made him give away his childhood collection of plushies that he was still routinely sleeping with at night. He had been in tears as he waved good bye to Mr. Sharky, his favorite of the plushies, when he left them at the donation center. Sitting on the very top of the pile of plushies was a giant version of Mr. Sharky.

"Let's get you padded first, puppy. Then you can play with your stuffies," Alfred said with a polite chuckle.

Kenny consciously made his tail stop wagging and went the rest of the way to the table. He climbed on easily enough, he had the upper body strength that the climb wasn't that difficult. He looked directly across from the table while he waited for Alfred to prepare the materials. The wallpaper continued all the way around the room he saw now, and maybe because he was so anxious when he first entered, Kenny had not caught the oversized crib that would have been in his peripheral vision. The wolf let out a gulp as he looked at the childish bedding in the crib. A mobile of various cartoon critters all in diapers was hanging over the top of the crib. His eyes continued to wander up to the ceiling and then he saw it.

"What the fuck is that!?"

Kenny quickly put his hand over his exposed sheath when he saw the camera in the top corner of the room. Alfred took his time looking up to what had upset Kenny. The bear was still kneeling by the side of the table, selecting a diaper for the wolf to wear.

"Hmmm? Oh! That's just a little thing to help me monitor the baby when I'm not in the room. And so I have something to enjoy later when you leave me."

"No pictures or videos, dude! I made that very clear in the email."

"I thought you meant not sharing those around. This is just for me. I swear."

"Nuh uh, dude. No videos or I'm leaving right now."

"That's fine, you can leave anytime you want. But you don't get paid unless you stay the agreed amount of time."

Kenny huffed in frustration. There was a moment for silence before he finally asked, "Nobody but you sees this. Right?"

The big smile returned to Alfred's face. "Absolutely puppy."

The bear didn't wait for Kenny to give his okay to continue before popping back up to the wolf's side. A thick, white diaper clutched in one paw and a bottle of powder in the other. Kenny's heart made his whole chest move as he watched the bear take his time unfolding the padding.

"Lift your hips for daddy," Alfred said once he was in position at the end of the changing table.

Kenny still didn't like the idea of calling the bear "daddy," but he obeyed nonetheless. He planted his feet on the end of the table and lifted up. His hands still covering his crotch as he did so. The bear slid the crinkly material beneath him. The wolf took short breaths as he felt Alfred gripping his tail and fastening the back hole of the diaper around it.

"And back down."

Kenny lowered himself and felt the cushion of the diaper on his rear.

"Now move your paws, pup."

The wolf reluctantly removed his paws from his crotch, assuming the front of the diaper would be going on next. Instead, Alfred produced something that Kenny had not seen him set on the end of the table before. A pink item with bars connecting to a ring.

"W-What's that?"

"It's just a little cage to go over your sheath while we play. Babies don't get erections after all, wouldn't want any accidental stickies," Alfred said with a cooing voice.

"Trust me, dude. I won't be getting hard during this," Kenny said.

"Then it shouldn't be a problem wearing it."

Kenny rolled his eyes and said, "Fine."

Alfred worked the cage like he had done this plenty of times before. The ring was on before Kenny finished agreeing and the cage was quickly lined up. A mechanism was slid through the top and with the turn of a key was locked into place. The wolf could feel the resin object pressing all around his sheath. To his embarrassment, he could see the tip of his cock poking at the top now. However, the cage prevented it from growing any further. He whined in frustration as he felt the pain of having his cock locked away.

"See? It was a good thing we got that on before you grew anymore."

Kenny didn't say anything as a wave of powder splashed on his caged crotch. The smell of baby powder now thick in the air. The wolf let out a yelp as he felt the bear working the powder in all around his crotch, taking extra time on the balls. After that, the diaper was finally pulled up in place. Each of the four tapes were fastened into place on the sides and with each tape being strapped down Kenny felt his fate being sealed.

"There we go. Now we won't be having any accidents while you're here," Alfred said. Kenny rolled his eyes at this. There was no way he was going to be using the diaper. He would be holding it for the full three hours that he was here. Three hours was nothing after all. The wolf was brought back to his strange reality when the bear gave a few firm swats to the front of the diaper, jostling the cage as he did so. Kenny yelped and Alfred laughed.

"Come on puppy, let's get you dressed."

"Oh great," Kenny mumbled.

Alfred's smile faded when he heard this.

"If this is so much of a terrible experience then you can just leave."

"No! I just-"

"Oh good! Because I have the cutest onesie for you to wear!"

Kenny took his time climbing down from the changing table as Alfred rushed to one of the wooden closets. It was difficult to see around the large sized bear, but from what Kenny could see, it appeared that the entire closet was filled to the brim with onesie, overalls, and...skirts? All the ones he could glimpse were decorated in cute critters, pastel colors, diapers, and other humiliating things. The wolf whined and tucked his tail when the bear spun around, holding up a bright pink onesie with bunnies in diapers.

"Please, not that," Kenny begged.

"Listen to your daddy. He knows what's best. Now put your arms up so we can get you in this."

Kenny slowly raised his arms and once they were fully up the onesie was being pulled over his head. It pulled on like a t-shirt, that part was easy enough. What made the wolf uncomfortable was when the bear knelt down and started snapping the buttons at his crotch.

"Don't you look adorable!" Alfred proclaimed as he looked over the now dressed wolf.

"Are you done?" Kenny begged.

"Hmmmm. Almost. Just need a few things to make sure the puppy doesn't get into any trouble."

Kenny groaned in exasperation that this part of the ordeal still wasn't finished. The "few things" made the wolf question if the diapers were really the most humiliating thing he could be wearing right now. The first were a pair of mitts for his hands that were colored in a soft red and made of leather. When they were slipped on, the youth could feel his hands being forced into balls underneath the padded material. And once the buckles on the wrists were fastened his hands were completely useless. He wouldn't be able to get the mitts (or any other part of his attire) off without help from the bear now. Following up the mitts was a pacifier that was forced into his mouth before he had a chance to object. The pacifier wasn't like the ones he had sucked on when he was an infant though. This one had a pair of straps, one looping over his muzzle and the other around his head. Once buckled in the back, Kenny couldn't spit the childish thing out. He was forced to constantly be suckling at the thing.

"Hmmph!" Kenny objected.

"What's that sonny?" Alfred asked. His tone condescending. "You want to go on your bouncer?"

Kenny shook his head no, but the bear clearly didn't care what the babied wolf wanted. He was lifted in the air seemingly without effort and moved to the oversized device in the center of the room. His padded bottom fitting snuggly in the cloth seat of the device. As an added bit of security, the mitts on his hands were fastened to the ropes of the bouncer. Keeping them out of the way.

Kenny made muffled pleas that he didn't want this situation. Truthfully if he didn't have the pacifier gagging him right then he would have told the bear to take him out of the gear, the onesie, and the diaper right then. He didn't need the money this badly he realized. He would go back to hunting for some terrible pizza delivery job to supplement his college tuition.

The only thing the bear did in response was slide a helmet over Kenny's head.

"Hmmph?" The wolf puzzled as his vision was clouded by a visor. The helmet was so big he could feel it covering his ears as well. He couldn't see it but assumed that this had some babyish design to it as well. He waited for the bear to make some demeaning comment about protecting the youth's skull while he bounced around.

Instead, Kenny heard a soft him in his ears, coming from the helmet. The visor over his eyes changed to display a swirling wheel of colors. He was now incredibly confused and incredibly scared. Kenny tugged helplessly at his bonds to try to get the helmet off, but had no luck. Words began to flash over the swirling images. His heart raced as he read them.

USE YOUR DIAPERS. BABIES USE THEIR DIAPERS. DIAPER LOVER. USE YOUR DIAPERS.

"You have a bad attitude, puppy. Daddy wants you to be happy with your new diaper lifestyle. So this should help you," Alfred said.

Through the haze of swirls and words on the visor, the wolf could see the big bear exiting the room. Kenny was now left alone in the bouncer with this weird device. As soon as Alfred had left a soft voice began whispering in Kenny's ears. It sound like it was the bear's voice.

"Use your diapers. Come on boy, daddy will be so proud of you when you use your diapers. It feels unbelievably great to use your diapers. To fill them up till they are swelling. You feel naked without your diapers. You must use your diapers."

Kenny was feeling overwhelmed between the visuals and the sounds. He whined and moaned in desperation into his pacigag. This bear had turned out to be a psycho and probably wouldn't be paying the youth for all this mess. Kenny's heart sank when he remembered the camera in the corner of the ceiling. It was recording him in all of his disgrace as he bounced around desperately trying to escape. The bouncing ropes were stronger than he would have guessed so his hands weren't going to help. The helmet was too securely on his head to shake it off either. The only thing the wolf could do was try to bounce his enough so his mitted paws could grab the helmet. Several times he felt close and even bumped his mitts against the top of his helmet. But due to the mitts he could never get a full grip.

By the time he gave up in exhaustion, Kenny was panting heavily through his nose. Only once he stopped did he realize he had been sucking on the pacifier for who knows how long. He was even more shocked by the fact that he knew what was coming up on the looped audio in his helmet. Alfred kept encouraging him to use his diaper and now the youth felt like he really, really needed to do just that. He crossed his legs as much as the bouncer seat and his thick padding would allow. This proved fruitless though. A few moments later he could feel the release of urine into the padding. He whimpered in his gag as the stream grew in intensity, like he couldn't control it. Eventually he accepted the humiliating outcome and let it all out into his diaper. He could feel the material swelling around his caged cock. And much to his surprise, it did feel good. Insanely good. The chastity cage felt tight around his sheath as his shaft fought to escape. He moaned quietly while he watched the swirls and words in front of his eyes. Daddy whispering in his ears all the while...

***

It was dark outside by the time Alfred remembered about the boy he had locked away in the nursery. "Oh silly me," was all the bear said with a big smile on his face as he went back to the colorful room. The first thing he noticed when he opened the door was the smell of a well used diaper. He saw the wolf with his legs in the air, bouncing unconsciously while drool fell from the pacigag to a puddle on the floor. The bear smirked with delight. This wasn't the first boy he had to convince to enjoy diapers, and he probably wouldn't be the last. The youth would get to leave and go back to his university tomorrow. But he would be needing diapers from now on. He would be coming back daily for changes after this and with time and the right hypnosis, those good grades of his would drop until the boy was convinced he belonged in preschool.

Alfred removed the helmet from Kenny's head and the wolf snapped to attention. He looked up at the bear with hazy, but eager, eyes.

"Hey there puppy. It looks like you had a lot of fun. But it's time for bed."

The wolf made gurgled sounds from behind his gag.

"Heh, silly baby."

Alfred undid the restraints fastening the mitts to the bouncer and left the wolf bouncing a bit longer. The bear went to the pile of plushies in the corner and retrieved the giant shark plush.

"Daddy saw you eyeing this when you got in here," he said, presenting the stuffed animal to Kenny.

The wolf gasped and grabbed the plushie from the bear. Hugging it tight in his arms. Alfred gave another delighted laugh and lifted the wolf out of the bouncer. Even with the onesie on, the diaper was sagging between the pup's legs from the heavy use.

"Let's get you changed and you can snuggle with Mr. Sharky in your crib tonight."

END