This is my first submission to Literotica. The idea for this story just hit me one day and I was up writing till after 4 AM. There are really no sex scenes in this first chapter, but it lays the groundwork for the chapters to follow. If you like where this is going, please send me some feedback. Even this first chapter wasn't quite what I planned, there are some twists that just seemed to pop in from nowhere.
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Chapter 1 – Arrival and Orientation
ARRIVAL
The four boys were getting pretty restless after the three hour long ride from the state penitentiary to the prison school, as it was called. The state had contracted with the training school to take minimum security inmates that had at least 2 years to serve and train them under an apprenticeship program to become employable and licensed skilled construction workers.
They were all fitted with special bracelets that were not removable. These bracelets were like a GPS, and the authorities could always tell the locations of any of these trainees. Like any prisoner, they all had a number. If one tried to escape, the state patrol would quickly be on them like white on rice, they would be returned to the penitentiary and most likely spend too much time in solitary.
It was, in reality, a pretty decent opportunity. They could do the time, gain some valuable skills, and become productive citizens. The fact that they had committed a crime wasn't going away, they still had a criminal record that would, of course, follow them. Luke, Mike, Adam and Kurt were, understandably, a little apprehensive, as they had heard some rumors about this prison school, but felt it was worth the chance.
Luke and Mike are both just under 6' tall with somewhat athletic builds, brown hair and eyes. Luke is 19 and was imprisoned for having had sex with an underage girl, even though she was his girlfriend and it was consensual. Mike was 20 and doing time for a B&E (Breaking & Entering). Kurt is a black dude, nice looking, well built and 19, doing time for the same B&E as Mike. Adam is shorter, about 5'6, kind of chubby, 21 with blonde hair, and he got caught embezzling from the bank he worked for.
They are all straight except for Mike, and his "gayness" is not something the other three guys are even aware of. He is pretty much straight acting and appearing and would prefer the others didn't know. He had been fortunate during his time in the pen that no one figured him out. Actually, Kurt knew, but Kurt was not about to out his friend even though he and Mike had never had any type of gay relationship, unless mutual masturbation would be considered a gay relationship. After all, that is something many teens go through, and most would consider it a normal thing.
By the time the van they're riding in pulls onto the long gravel driveway heading into the prison school, a couple of the guys are hollering about needing a tree. When they exit the van they were told it is an all male atmosphere and they can pretty much pee anywhere and all four inmates as well as the driver watered the grass. The driver then led them to the entrance of the main office, and accompanied them inside, and called out "Hey Ruben, I got some 'cruits for ya."
An older man, probably in his mid forties, with salt and pepper hair, neatly cut, and what appeared to be a very well kept body came out from his inner office. "Thanks John," he replied, as he eyed the newcomers. "I'm Mr. Styles, and also the head cheese around here. You guys will not normally have to deal with me, unless you get yourself in some kind of trouble. I will be assisting you with orientation after lunch." The young men just sat there, looking at the clock, which read almost eleven am. Ruben had returned to his office and hadn't left them any instructions.
Then a very young black man came bouncing in from the outside. He introduced himself to us as Jesse Turner and said we could just call him Jesse. "Now, first things first," Jesse stated. "This is a training school, not a prison, so we've got to get you guys out of those ugly orange prison uniforms and into something more...appropriate. Now if you beautiful hunks will just follow me we'll see what we can find!"
Jesse led them to a room marked "Clothing Issue" and the guys all followed him in. He pointed to a large box and told the newcomers to strip and deposit the prison coveralls into the box.
Luke stammered "B-b-but we don't have underwear on."
Jesse answered, "It doesn't matter. Don't be so shy, you think I've never seen guy's dicks before? I'll just bet you fellas have got some nice ones!" Jesse grinned.
If the guys didn't realize that the flamboyant Jesse was gay before, they had to realize it by now. So now all four of the guys are butt naked in front of each other and Jesse, who is about to start drooling. Mike, seeing all these cocks is fighting against all odds to keep from growing a boner, but is losing the battle. And there is no way to hide it. Adam and Kurt are also starting to erect. Sometimes it happens, right?
Jesse then asked them what size boxers they needed and gave them all a 3-pack of white boxers and then a 3-pack each of white T-shirts, and a 6-pack of crew socks. Now the fun begins, at least for Jesse.
Jesse took out a measuring tape to measure waist and inseams for their jeans. It wasn't hard measuring the waist of each guy, but the inseam, placing the end of the tape in the crotch of each dude and measuring to the ankle. It just seemed that Jesse went out of his way to make sure he touched each penis as he measured the inseam length.
Mike and Adam both had a drop or two of precum oozing out and Jesse just quickly licked it off with his tongue like it was a common everyday chore. Jesse said, "I need to make sure the jeans are the right size because the school doesn't allow belts, and we don't want the pants to sag."
When Jesse measured Luke's inseam he kinda rubbed the back of his hand against Luke's nearly six inch soft uncut cock, causing Luke to jerk back and Luke definitely displayed his irritation about being touched there. Luke was the only one of the four that was still sporting a completely flaccid penis.
All the guys already had sneakers, so footwear wasn't a problem at the time. They were given a choice of either regular cut or slim fit jeans, and Jesse recommended the slim fit, since they do look better on a guy.