Daily Free-Write May 13, 2021: An Easy Bet Pt. 5

Continuation of May 11, 2021, "An Easy Bet Pt. 4"

I love the college setting for diaper stories. Maybe it's because it's already a hot trope, or maybe it's because I went to college and enjoyed my experience (though all my diapering was solo). Who knows! Anyway, enjoy the next part of this horny-ass college diaper story!

P.S. Make sure all your diaper fun is consensual. This is just a little pledging fantasy so don't forget to talk it out with your play partner before trying this at home, kids.   

Edit: Here's a link to the gel described in this story!

*****

"Alright, crinkle butt," said Dirk, bringing the naked pledge into the oversized nursery. "Up on the table."

Dexter had a bit of trouble getting up on his own. He wasn't the most athletic of people to start with, and spending all day on a computer certainly didn't help matters.

Dirk smirked and said in a teasing tone, "Aww, does the little house baby need help up?"

Dexter sighed and held his fists at his sides, looking down at the floor. "Yes, Dirk. I need help."

"I think you can ask nicer than that," said Dirk.

"W-what do you mean," said Dexter, afraid he'd done something wrong and was going to pay for it.

"You can start by addressing me as sir, or Daddy Dirk. Your pick. And you can address all the brothers by a similar title until you finish your pledge."

"Y-yes s-s-sir," said Dexter, blushing bright red. "Please help me... onto... hhh... the changing table sir." Somehow he actually liked calling Dirk sir, but he hardly wanted to admit he liked anything about the situation he was in now. He should be working on his next computer programming assignment, not playing house at a fraternity.

"That's much better. Such a good baby for Daddy Dirk."

Dexter just got redder. He had avoided using the 'D' word, but Dirk had used it anyway.

"Oh, somebody likes that, don't they? Or is the big baby just excited for his diapers?"

Dirk gave Dexter a smug grin as he saw Dexter's erection, still hard from the Viagra. Dexter covered his face as Dirk laid him back on the two very thick diapers. He was hoping that Dirk wouldn't notice, but of course it was obvious, especially with him completely denuded down there. There wasn't a single hair to hide what was happening or get in the way of all the sensations his diapers had to offer.

Dirk spread some slippery pink gel all over the inside of Dexter's diaper, and Dexter's nose was instantly hit with a baby powder scent.

"W-w-what's that?" asked Dexter.

"Just a little something to help you... enjoy your diapers..."

"But I don't want to enjoy-"

"Ah ba ba ba-" said Dirk, holding his finger up. "It's quiet time now. No more talking without permission while you're in the nursery or you're going to get a spanking."

Dexter cringed and shut his mouth. He knew bullies all too well and he didn't want to make things any worse than they already were.

Dirk first ripped the backing of the first diaper wide open and Dexter's eyes went wide.

"Don't worry," said Dirk, "It's just so that the wetness can get through. What? You look surprised. You didn't think we were gonna let you pee in our toilet, did you?"

Dexter whined as he realized he'd be stuck in these diapers for a long time. Maybe as long as the last ones he wore.

"Oh, hush up. If you want out early you're just gonna have to wet through these. I can help there."

Dirk pointed to a large bag hanging up on a tall stand by the bouncer. It looked like it contained a few gallons of liquid, though where that liquid was supposed to go was anyone's guess. Dexter couldn't stop staring at the bouncer knowing that was where he was going next. It looked like it would hold his legs apart and would be pretty difficult to get out of.

"There we go," said Dirk, as he taped up the ultra thick diapers around Dexter's waist. "Had to point you up since you're so hard down there. Good thing you're so small down there that it doesn't make much difference."

Dexter cringed at the blow to his manhood. He was often made fun of for having a 'baby dick'. It was humiliating, but also the truth.

"Well, how do they feel? ...You can speak when I ask you a question, you know."

The sensation of the diaper sliding across Dexter's bits and tickling his butt was intense. Dexter was shocked at how much more sensitive he was downstairs after he was shaved. "It's... different... without hair," was all he managed to say.

"I'll bet you love it, diaper butt. Alright. We're going into the bouncer."

"Do I have to?" asked Dexter, as he was helped off the table and dragged over to the big baby bouncer.

"If a brother tells you to do something, you always have to do it. And don't make us repeat ourselves," he said, giving Dexter a sharp smack on the thigh. Dexter yelped. "That's for speaking out of turn, diaper boy. Maybe we should get you a pacifier."

Dexter shook his head no as Dirk lifted him up and deposited him in the large hanging harness. Of course he would be strong enough to do that. It reminded Dexter of when he was lifted up by bullies in high school so that he could be given a mega-wedgie, suspended by his underwear on a towel hook in the locker room.

"You're gonna love this next part," said Dirk, as he secured the straps over Dexter's shoulders to lock him in securely.

They were well out of the poor nerd's reach, so he was now well and truly trapped, but so far he was just hanging there feeling silly. Then he shifted slightly in the harness and felt his dick slip on the front of the padding. "Unff..." he said, his eyes going wide as he felt a sudden jolt of sexual pleasure from his slightest movement in the slicked up diaper. "Oh no..."

Then he saw Dirk turning a knob on a handheld controller and the crotch of his harness began to vibrate. Dexter tried to stay still but the sensation was causing him to gasp and squirm. He now had two sources of pleasure working against him. If he came in his Diaper now, he would be stuck in diapers for another day.

Dirk took advantage of the distraction to shove an inflatable feeder gag into the gasping pledge's mouth. Dexter's eyes went wide as Dirk held it in with his hand, while giving it enough pumps to hold Dexter's mouth open. Once it was secure, he strapped it to Dexter's head for good measure and opened the flow of apple juice.

"Better drink up, buddy boy," said Dirk. "This'll help you get out of that diaper quicker. Hey, if you drink it fast enough, maybe you'll wet through those diapers and get out of the bouncer before you blow your load."

Dexter struggled and pulled at the gag even as he swallowed down the sweet juice, but he had no way of removing it. And the more he struggled, the more stimulation he was giving to his already overstimulated member.

"Aww, fussy boy. How about I help you... bounce a bit?" asked Dirk, as if he was being helpful. He pulled down on the harness and it began to bounce. And with each bounce, the diaper rubbed against Dexter's sensitive member, causing him to moan and struggle.

There Dexter was, bouncing in the big baby bouncer, his legs forced wide and unable to close by the crotch of his bouncer harness, his thick diapers sliding against his sensitive lower regions with each bounce, and the vibrations, which went from barely a tickle at the top of his bounce to an overwhelming buzz at the bottom. The constantly changing sensations meant he wouldn't become desensitized to any of the sensations. He didn't know how long he could last without blowing another load in his diaper.

Just then, a few other fraternity brothers came in to investigate the commotion.

"What's going on in here, boys?" asked a tall beefy man in a team jersey.

"Just bouncing the baby, is all," said DIrk.

"Oh, fun!" said a shorter, huskier guy who had come in as well. "Has the baby blown his load yet?"

"Not yet," said Dirk. "But The baby should start wetting sometime soon."

"Sweet."

Dexter hated being talked about like he wasn't there. It made him feel like he really was a baby - more than any of the nursery props. He would have said something about it too, if his mouth wasn't gagged and he wasn't swallowing down the liquid as quickly as he could stomach it. And Dirk was right. Pretty soon he could feel his bladder reaching the limit and each bounce was putting pressure on it, making it incredibly hard for him to hold back from pissing his pampers like an infant. Dexter gritted his teeth as one final bounce caused him to lose the battle and fire a big squirt of pee into the diaper.

"Mmmmm," he moaned, much to the delight of the onlookers, who saw the first bits of yellow through the open-fronted crotch harness. With each bounce, more piss came out until Dexter had flooded his diaper uncontrollably. He gasped as the sensation of the diaper completely changed with the wetness. It was now swollen, warm, and squishy. It felt like someone had stuck his dick in a pocket pussy. Why did wet diapers have to feel so good? It was a cruel irony that something he could hate so much felt so amazing. But at least he had wet. He began to make noises into the gag, and Dirk stopped the bouncing and clipped the hose so he could take the gag out and hear what Dexter had to say.

"What is it, boy. Speak up."

"I-I wet my diapers. Can I get changed out of them now?"

"Oh, a diaper check? Is that all?" The other guys in the room laughed. "Yeah, sure. If you think you need it."

Dexter grunted as Dirk grabbed and squeezed the front of his swollen padding. That felt too good. "Hmm. You're gonna have to pee a lot more than that to fill those diapers, buddy," said Dirk. Dexter appeared shocked, so Dirk continued. "Hmm, you clearly don't know when you need a diaper change, so no more asking for diaper checks, bud. At least not from me. I can decide when to check on my own, but if you want to ask someone else, be my guest. Maybe one of these guys would help you." he said, thumbing toward the two chuckling fraternity brothers.

"Oh yeah," said the taller one. "I'll give him a check alright. But my diaper checks last a little longer than most. I like to make sure that the baby is enjoying his diapers fully."

Everyone chuckled at that, and Dexter looked to each of them in turn, afraid that he was really caught in a situation from which he couldn't escape. How was he going to get out of this mess?

"Well, as much as we'd love to stay and chat, some of us have things to do today, so why don't you just have some more juice and watch some TV for a while?"

This wasn't really a question as Dirk immediately returned the gag to Dexter's mouth and started up the flow of juice again. Dexter felt defeated. At least he could zone out to some television and not be teased, though. He looked around for a TV but saw none. Then he saw Dirk grab a VR headset from a drawer by the crib. Of course. With all his bouncing, it only made sense to be wearing the screen.

What popped up on the screen when the headset was pulled down over Dexter's eyes made his heart sink. It was a stupid boring baby show. Even the theme song was insipid as the excited characters ran across the screen. He felt the vibration start up again followed shortly by more bouncing as his struggle to keep from creaming his pants continued.

"Have fun diaper boy. We'll be back to check on you later," called Dirk, laughing with the others as he left the nursery. But Dexter couldn't hear him. All he heard was the happy theme song playing in his ears as he was mercilessly masturbated by the thick, squishy, slippery padding between his legs.

-Written by ChampTehOtter