Unfortunately I got involved in drugs and got caught selling some to my friends. That's how I ended up in prison on a five-year sentence. My first day was scary and intimidating. I'm a small skinny guy and still only 19 years old. I have a very white complexion and I look pretty feminine.
My friends would always kid me that I look "so cute." I'd been mistaken as a girl at first glance, many times. I have big blue eyes, full lips, and a little nose that's slightly turned up. Adding to my feminine appearance was the fact that I was pure blonde and had almost no body hair. What little body hair I had was so fine and light in color that it scarcely showed up. It didn't help that I had a little penis and tiny testicles. Whenever I showered at school after gym class I noticed guys liked to look at my little smooth body. Understanding how feminine I looked really concerned me as I entered the prison grounds.
I went through the mechanics of checking into prison and being assigned a cell. I could see that two prison guards looked concerned. I overheard one say, "This little boy is gonna get used and abused if we don't do something."
Then they approached another guard who appeared to be their superior, and talked for about five minutes while I waited for the next step. At that point the two guards came over and said they were going to take me to a cell and my new roommate...
"Look, your roommate might appear scary but if he likes you there's nothing he won't do to protect you in here. Just be patient and nice to him. Got it?"
Now I was literally shaking and replied, "Yes sir."
We went past numerous cells and guys were whistling and calling me bitch and other dirty things. They scared me to death. Then we went down a dark hallway and I could see there was a cell at the very end of it. That's where we were headed.
When we got there I could see it was a much larger cells than the ones we passed. It actually included a lot of what looked like old weight training equipment and lots of very heavy weights. Cell bars went across a 10-foot section that integrated the door. The rest of the walls were solid concrete, so it definitely wasn't like a normal cell. I guessed the cell was about 600 square feet.
There was a giant muscular guy in the back doing the bench press with an extraordinary amount of weight. He grunted as he pumped up a barbell numerous times and it must have had well over 400 pounds on it. The man looked like a giant and as he completed about 12 repetitions he stood up, and looked directly at us. He was the most imposing figure I'd ever seen.
One of the guards said, "Hercules, we have a roommate for you. His name is Michael. Don't let anything happen to him....Pretty please."
Hercules didn't say a word and went back to lifting weights. The other guard said, "This is a very good sign, he didn't say anything. Your in." Then the guards left and I was startled from the loud metalic sound of the cell door shutting.
Hercules was heavily muscled all over his body. Definitely not like those body builders who are so symmetrical. He had the biggest muscles I'd ever seen and there was no proportion or symmetry at all, only enormous muscle size and thickness. He wasn't into super-low body fat either, and just wanted to be as big and strong as possible. Unlike shaved and smooth body builders, he was relatively hairy, like on his big chest. From what I could see he looked about 40 years old.
I had a small bag of things the guards gave me and I could see there were two bunks, and one was unused, so I asked...
"May I put my stuff on this bunk Sir?"
He looked up from across the cell, which was probably 20-feet long, and said...
"That's fine."
I relaxed a little and sat on my bunk, which didn't seem too uncomfortable. I looked around and could only see one toilet and sink in the corner. This was going to be awkward!
I was scared and nervous but tried to strike up a conversation...
"Hercules, I'm so glad to be your roommate. I'm very frightened around here."
"Look, they told me to protect you and no one will ever hurt you... Understand?"
"Hercules, what about you? Will you hurt me?"
"No. I would never hurt a defenseless little guy like you....Never."
For some reason I felt I could trust him. It was like he had a code he stuck too and had some sort of pride about it. But only time would tell. He was in the back of the cell at least 20 feet away from me. He was just wearing fairly small yellow workout shorts and didn't even wear any shoes. He looked all sweaty and pumped up from working out so hard. It was also warm in the cell.
Finally he came over to my side of the cell and stood over the toilet to pee. His massive back was to me. He looked maybe 6 feet 3 inches, and must have weighed 300 solid pounds of pure, dense muscle. From eight feet behind him I watched as he pulled down the front of his shorts and reached in to pull out his cock. As he pulled it out I got a glimpse of some of it when it briefly flopped out from the side of his hip. It shocked me because what I saw looked like the fat end of a very thick baseball bat. I was stunned.
He finished peeing and stuffed the giant cock back into his shorts and turned to go to his bunk. I could clearly see a large mass showing in the front of his shorts. I'm not very big at all and I thought this is going to get real embarrassing if he sees my little cock. I wanted to try and get to know him, and asked...
"Is your name really Hercules?"
"It's just my nickname, everyone calls me that, even the warden."
He also told me the guards would bring our meals to our cell so we don't have to go out in the general population much. Mainly just to take a shower and go to the yard for some fresh air. I immediately worried about taking a shower with a lot of men. He could see I was concerned and said...
"I already told you I would protect you. Don't worry. And besides we only take a shower every third or fourth day, depending on their schedule. Don't worry."
At that point a guard arrived with two trays of food. We sat on our respective bunks and ate. I was starving and actually thought it tasted pretty good. Then I noticed Hercules had a large glass of something thick. He said it was a protein smoothie for his weight training. He also said we get much better food than the other prisoners. I kept wondering what the punch line was.... Why are we getting such special treatment?
After dinner the guards came to retrieve our trays and they also gave me a bag of what appeared to be clothing. After they left I opened it up and there was a little silk robe, small stretchy form-fitting shorts that looked like they would hardly cover my ass, and a sleeveless form-fitting top that only would cover my chest and shoulders.