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I knew that I was in trouble when I was sentenced to three years in prison. I was guilty, but I dreaded the idea of prison. I was sent to prison for drug pocession.

Anyway, I knew I was going to be in trouble in prison because I am very good looking, if I do say so myself. 18, fit and very athletic. I have spiked blonde hair and gorgeous green eyes. I was sure that the big guys in prison would love to have me as their bitch. I decided that I would have to do something to avoid getting butt raped on a regular basis.

As much as I hated the idea of having gay sex, I knew that it was going to happen one way or another. I decided that I would rather find someone that would treat me and my ass a little gentler then the guys who would rather force themselves on me.

I was sure that my luck had run out when Duncan and his cronies approached me in the shower. He began to harass me. Neil, a 6'2" bald black man told me that he was aching to slip his cock into my ass. He swore that he was going to make me bleed. I prepared to fight, though I knew that I would lose. Neil told me that he would be the top and I would be the bottom. I didn’t know what that meant, so he explained that he would be fucking my ass and I wouldn’t be fucking his. I wasn’t sure if this was a good thing or a bad thing, but I had no choice. He also told me that I would do what he did when he wanted. When he told me to bend over, I was to do it, no matter where I was. If he told me to suck his cock, I was to do it. Though the idea of any of that didn’t thrill me, I agreed. Neil told me to come to his cell later that night and be ready. I agreed.

I was nervous as I walked to Neil’s cell. Neil had some pull in the prison and arranged for a little private time in his cell. He said that it wouldn’t always be that way and to expect to do it in front of other cons and sometimes the guards. He said that occasionally the guards like to join in.

He asked me if I had done it with a guy before. I said that I hadn’t, not even a jack off.

“I’ll be gentle with you this time,” Neil said “But I can’t promise that in the future. There will be times when I will be rough and fuck your ass like a wild animal, so be prepared.” I agreed.

Neil unzipped his pants and pulled out his cock. It was a big one. He was at least nine inches long and thick as a fucking sausage. “Suck me,” he said.

I bent down, took his dick into my hand and began kissing it. Wanting to avoid actually taking the monster cock down my throat, I licked it and covered it with my tongue. He knew what I was doing.

“Okay, Trevor” he said “Start taking it down your throat.”

I kissed his head and began to take it into my mouth. Lord, it felt like my damn throat was going to split. I began stroking the cock with my left hand as I began to swallow. He began to slip down and I gagged.

“Breathe out when I go in,” he said. I soon got the hang of it.

“Play with my balls,” Neil said.

I obeyed and began playing with his two big nuts. He began fucking my mouth, slipping it further and further. Damn, I don’t know how I did it. Soon, Neil’s hands were at the back of my head as he began mouth fucking me. I was amazed that I didn’t gag with that nine incher into my throat. His balls began banging my chin as he slipped his dick in and out of my mouth. All of a sudden, he pulled out.“You didn’t cum,” I said catching my breath “All in good time,” he said.

Neil told me to strip. I did so slowly, dreading removing my final piece of clothing and revealing my cock. Neil stripped himself. He stood in front of me for a few minutes, his hands traveling all over my body. They brushed my nipples, stopping to play with them and making them erect. His hands traveled across my crotch, stopping to caress my flaccid cock and balls.

“Don’t be so nervous,” Neil said “Just relax.”

He brushed up against me, embracing my body. His hands traveled down my back and touched my ass, rubbing my cheeks. His still hard cock was pushed hard up against my cock. He blew into my ear and a chill ran through my body.

“Lay down on the bed,” he said. I obeyed.

Neil laid down next to me and pressed his body against mine. He kissed my neck and sucked my ear. I was surprised by the way it affected me, making me warm and tingly. I explained it that I was just hard-up.

Neil then stood up and went to the end of the body. He told me to scoot down so my legs were spread and my ass was at the end of the body. I did as he instructed. Neil began rubbing my cheeks and spreading them out. He began rubbing my asshole with his finger. He then stuck his face into my crack and began kissing my hole. His tongue explored my ass and up to my balls. With one hand one my soft cock, he began sticking his tongue into ass. Damn, it felt good. I was surprised when I started getting hard. Neil looked at me and smiled.

Neil’s hand continued to stroke my ever-hardening cock. He then replaced the tongue in my ass with one finger. His finger slipped into my hole and man did my ass protest.

“Relax, Trevor,” he said. I tried to.

He started finger fucking me and then slipped another finger in, spreading my tight asshole even further. Damn, it hurt. But it also sent shivers up my spine. I couldn’t help but notice that my cock was still hard, even though he wasn’t stroking me anymore. My hand instinctively went to my cock, now at it’s full six inch size. I started stroking my dick as Neil inserted another finger into my ass.

Neil’s finger withdrew and I looked at him. He reached into a drawer and pulled out a condom. I knew what was coming next as he slipped the condom over his dick.

“Relax,” he said again, as if I could do that. A big dick was about to enter my ass and I didn’t know if I could do it.

Neil came up to the edge of the bed and placed his cock between my ass cheeks. Using his hands to hold up my legs, Neil began to slip his monstrous monster manhood into my tight, virgin ass. My ass resisted, but Neil continued to push in.

It felt like my entire ass was going to split as his head slipped into my ass. He paused for a moment as I moaned. My eyes met Neil’s eyes and he just smiled at me. He then began to push himself further and further into me.

“Oh, God,” I moaned stopped. The pain was incredible. Neil stopped and withdrew so just his head was into my ass. He then began pushing further and further into me.

As inch after inch slipped into my ass I begged him to stop.

“No,” he said “I won’t. You will get used to it.”

At that time I was sure that I would never get used to that dick up my ass. Neil soon had his entire manhood up my butt. He pushed deep into me for a moment and then began to withdraw. He withdrew until just his head was in and then slid all the way back into me.

Damn if he wasn’t right, I did begin to adjust to it. While my hands had been gripping the side of the prison bed, they began to relax. I looked at Neil and he smiled at me again. He motioned towards my dick and I saw that I was still rock hard. Fuck was that a surprise. I certainly couldn’t think of an explanation for that.

Neil began to really fuck me. By then I had pretty much adjusted to it. He increased his rhythm and began slamming his huge honker into me. Harder and harder, his balls smashed against my ass. Harder and harder Neil fucked my ass and damn if it didn’t feel good. Better than I ever imagined it could.

Neil began moaning and I knew that he had to be close to blowing his load. Suddenly he pulled out and pulled off the condom.

“Cum with me,” he said “Stroke your boner and shoot your load with me.”

He stood over me and started stroking his meat. I hesitated.

“Jack your fucking cock,” Neil ordered me “Tell me when you’re gonna cum.”

I started beating my cock with Neil standing over me doing the same.

“Fuck,” I cried “I’m gonna cum. I’m gonna shoot my jizz.”

I let loose and an amazing amount of man juice shot from my cock. At the same time, Neil shot his load. His cum shot over the both of us. His load landed on my body as well as his. My load was also on the both of us. Neil smiled in enjoyment as he rubbed our cum together.

“Fuck,” Neil said “You have a sweet little ass. Fucking it is going to be lots of fun.”

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