A New School of Punishment

By Thomas Seer

Published on Jul 13, 2024

Gay

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Note: this story is a work of fiction and any resemblance to real life individuals is coincidental.

The story will contain descriptions of slavery, bondage, humiliation, oral/anal sex, pain, and a variety of other kinks. If these acts are offensive to you, or you are not permitted to view them where you live, please do not read any further. All characters depicted are above the age of 18.


Felipe was led out of the classroom by three guards who took him down a spiral staircase to the punishment level.

They took him to a dark room with only a Saint Andrew's cross and one of the guards started talking.

"You're going to get on this willingly and then I'm going to give you 30 swats with the paddle. I'm not one of the punishment trainers, they have better things to do with their time than a simple spanking. Each day you spend on the punishment level starts with this and it will always be conducted by a guard. You will count each out, and if you miss or skip a count, we start over. After that, we'll escort you to the cell that's been designated for you."

The guard picked up the paddle with holes in it and began his work on the 25 year old Argentine's ass. By the time he was done Felipe's ass was roughly the color of a lobster and his face was red because he'd been crying since the 10th swat. When he got to swat 16, he accidentally counted to 17 so they started over. At the end of it all, Felipe had taken 46 swats of the paddle.

The guards brought out a cage and after untying Felipe, told him to crawl into it.

"Any movement within the punishment level is done in these cages. You're here because you couldn't be trusted to follow the rules. Until that trust is re-earned by successfully completing your time here to the satisfaction of your punishment trainer, you'll be treated like the scum you are." the guard spat out.

The guards then wheeled the cage with Felipe in it down the hall. His ass was still red and based on the way he got in his cheeks were spread so the guards could see his hole. All three of them had gone through the program before and were sporting boners because Felipe was easily the hottest inmate to have been sentenced to the reform center in several years. They all hoped that they'd be lucky enough to deflower the hot Latino. One of the traditions of the center was that the trainers never took the inmate's virginity. That was a perk given to the guards. Usually the convicts would form a friendship with one of the guards he worked with the most, but if someone was progressing slowly or they were a regular in the punishment cells, they'd be strapped to a fuck bench on the punishment level and all the guards would have the chance to breed the inmate.

After about 5 minutes of walking the guards arrived at the room that'd been designated as Felipe's cell for the next 24 hours. There was an upright chair with a lot of red cushioning. It looked like a chair you'd see in a formal dining room except with two changes, the front legs were spread out wide, and there was a large keyhole cut out in the middle where you'd normally see cushioning. The guards ordered Felipe out of the cage and into the seat; he complied fearing what would happen if he didn't, and they quickly locked him into it with leather straps.

The young twunk was a sight to behold. He sat there legs spread wide, cock easily accessible to all, and his still red ass placed over the gap in the chair.

The guards left and a few minutes later a slender Asian man in his mid-20s walked in.

"What a treat -- your first training session is here in the punishment cells." the man said.

"I'm Cole; I'll be your punishment trainer today. My job is to do two things: first, punish you for your outburst today, second, is to make sure every second of the next 24 hours is spent helping you make progress on your journey to homosexuality. You're a hot man. It'd be such a waste if you stayed straight. Luckily we'll make sure that doesn't happen." Cole said as he walked over to the chair.

"So tell me in your own words -- why are you here?" the punishment trainer asked Felipe.

"Because I called you all faggots."

"And why are you in the center to begin with?"

"I got into a bar fight with a cop." Felipe sighed.

"It seems like you have an anger problem. We're going to try to fix that today." his first trainer said.

"You'll have the same diagnostics run on you as all the other first timers: a fuck machine will be aimed at your ass, and the chair and the dildo inside you will take measurements. You get a few other tweaks, though. The fuck machine is going to be running for 24 hours, and you're going to be edged the entire time and not let to cum once."

Cole moved to unlock Felipe's cock cage and said in a whimsical tone, "here we go buddy. A beautiful cock like that deserves to be free."

Felipe was stubbornly soft and obviously wasn't erect yet. He looked at the trainer with fear in his eyes not knowing the outcome.

"Let me help you with getting him hard." Cole said, and he began to play with Felipe's balls before putting his flaccid member into his mouth. After a minute or two of sucking Felipe was hard as a rock and Cole put the milking machine on him.

"Unlike the first time this was on your cock, where it was set to get you off as quick as possible. The settings on this one now are to never let you cum. You'll be hooked up to it for 24 hours, the hottest porn we have streaming on the wall in front of you, the fuck machine railing your ass, and when your times up, we'll take everything off you and put your cock cage back on before you even get the chance to cum. That sound like a good plan to you?" Cole asked the inmate.

"Why are you even asking? It's not like I have a choice." Felipe said dejected.

"Oh, I always ask for input from my trainees. I'm here to help you. If you can think of a punishment that's equivalent that will make you crave cock more, tell me. I just want you really horny when you leave so you want nothing more than your cell mate plowing you when you've done your time with me." and with that, Cole pressed a button.

The milking machine started its merciless mission and the floor beneath the chair opened up and a dildo made its way into Felipe's hole.

"Fuuuuck" the bound bastard yelled as porn flashed all over the wall.

Meanwhile Cole was observing his computer while the chair fed him Felipe's readings. It was really interesting; his physiological reactions were indicating that he was actually enjoying the fuck machine, edging, and porn; but the neuro scans suggested otherwise. He messaged Director Wilde because he'd never encountered a situation like this before -- usually the mind and body move in tandem. A guy's body giving every sign of loving it while their brain activity said they hated it basically never happened. Cole smiled a bit, though. At least it meant he was likely to keep Felipe as his trainee. The director almost always assigned him the tough cases, even if they weren't being punished, and he had a feeling that reforming Felipe would be the most fun he'd had in a while.

Meanwhile on the main level the guards were bringing Abdul back to his room. His first day had been really intense and he also needed to blow two guys in the next 24 hours.

The guards dropped him off in his room and he colapsed on his bed. Juan wasn't there, Abdul figured that he must be in his training, so he walked across the hall to Kevin and Felipe's room.

Kevin was sitting on the other bed playing with his hole with a finger. He'd also been to his first training session, and like everyone on their first day had experienced a long session with a fuck machine, but nothing as intense as Abdul's and definitely not what Felipe was going through. The sensation was new to him and while he didn't know what to make of it, his hole felt empty after the training session.

Abdul knocked and Kevin let him in. They talked about their experiences and how even after a day they were beginning to feel different.

"So they have you on an intensive path, huh?" said Kevin.

"Yeah, it seemed like a great offer. Get out of here as an inmate early and then get paid to live and breathe sex for the rest of my life while helping other guys like us out." Abdul mused back.

"Yeah, I'd take that too if I were you. So about those blow jobs... I'll help you out by letting you suck me off." Kevin smirked

"Is that so?" Abdul said as he went down on his friends now rock solid cock.

Abdul went to town, first teasing the Asian hunk's tip with his tongue then bobbing up and down on the 7 inch member. Kevin was moaning. Sensing a moment to put his friend over the edge Abdul stuck two fingers into the hunk's hole.

"Fuccck" screamed Kevin. "Shit, my girlfriend never did anything like this."

Abdul kept slowly working on Kevin's ass and cock, timing his finger work to coincide with the movements of his head and tongue. After about 10 minutes Kevin blew his load into Abdul's mouth.

And what a load it was. The amount overwhelmed Abdul who tried to swallow it all but couldn't. Some of the cum spilled out into his face and Kevin looked down he saw his friend smiling with his white seed everywhere.

"Come on. Let's get you cleaned up then we can walk around and see what else there is to do and you can find someone else to blow." he said looking down and smiling.


Up next: Juan's first training session and the conclusion of Felipe's 24 hours on the punishment levels.


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