The Cut: A Prison Story

“Dame, I really appreciate you hooking me up for free, yo. You know I’ll hook you up when I get my mail.”

“Aiight yo. Don’t sweat it.” He then proceeded to give me one of his phat shape-ups.

Everybody up in The Cut gave mad props to Damon because of his mad skillz when cutting hair.

Damon was a yellowbone (light-skinned). Very masculine, very handsome, but somewhat reserved. He was 23 and six feet tall.

Damon was one of the few brothas in prison that wore cologne. Sitting in his chair right up on him, I couldn’t help to notice the mixture of the fragrance with his natural scent. A whiff of what I would call natural sex if that makes any sense.

Rumor was Damon was in The Cut for almost beating his girl to death. I was trippin’ trying to imagine that, given how he came across. But sometimes it’s those quiet niggas you got to watch out for.

Everyone else was out in the yard trying to escape the summer heat leaving us alone in Damon’s cell, which was laid out like a barber shop—even with the mini barber’s pole.

Damon had a radio. Just then, “If I Ruled The World” came on. And after the part that said, “They would free all their sons in prison and send them back to Africa.” Damon in a rare moment piped up. “Fuck that Africa, shit. I ain’t trying to be up in no jungle!”

I laughed. I asked him where he would be if he could leave right now.

“Man, I would be knee deep in some pussy right now,” his voice thick with sex.

“I can relate, yo.” I offered, not particularly giving a lot of thought to what was being said. I was too into the delicious feeling of my head in his hand being turned this way and that way.

“Yo from what I’ve heard I thought you didn’t swing that way, G,” Damon said, both making a statement and asking a question at the same time.

“Yeah, I get fucked. That don’t mean I don’t want no pussy.”

“Is that right?” He pressed his crotched into my armpit. (They don’t have barber chairs in prison, just a regular one.)

I felt disrespected. “Don’t try to bitch me, aiight!”

“Aiight yo, my bad. But if I put this thing up in you, you damn sure wouldn’t be thinking about no pussy.”

By the time Damon was massaging this sweet-smelling tonic on my neck, I was feeling my ass talk.

“Yo, ain’t no dick gonna stop me from being a man.”

“Is that right?” His voice doing something to me.

“That’s right!”

“Yo, you haven’t seen it, yo,” he said completely serious.

“Yo, you haven’t pulled it out.” I said not even thinking he would.

Then I heard the zipper. Oh shit!

The dick was thick as fuck; long and veiny like some kind of uncut cannon.

I didn’t know yellowbones could be packing like that!

“Oh damn, yo,” I said aloud. “Yeah, you right. You would put me out of commission with that thing.”

“Nah, G. I wouldn’t hurt you. I would give it to you slow and deep.”

I reached out and touched it. Only its silky feel and delicious weight let me know I wasn’t dreaming.

I pulled his pants all the way down to reveal his silky hairs. I buried my face into his crotch. If I was drunk off his aroma before, I was DWI.

I licked his balls and the long veiny shaft. Working my way to the head, I found the taste of him wonderful. And because I couldn’t get enough, I used a smooth strong suction I’d been carefully crafting to please such a man.

“Damn, G. You suck a mean dick!”

I noticed the creases in his forehead. I was pleased at my work.

“Kid, I don’t want to bust in your mouth. I can’t hold back much longer with you doing that. Let me bless your body, aiight?”

“Yo, you gonna have to use a lot of lube.”

“Like I said before, I ain’t out to kill it. All you got to do is pull down your pants and bend over this chair.”

His fingers explored the soft tissues of my asshole from there, lubing it and his dick on up.

“Yo, this ass feels better than pussy!” He pursed the head of his dick against my vulnerable hole.

At first, it didn’t go in, so I bent over a little more and then it started going in. It seemed like forever as he pushed more and more of his dick up my ass.

The lube crackled and his dick slid further and further up in my guts.

Finally, Dame grabbed my hips, and true to his word he took it nice and slow and that melded into nice, slow, and deep.

I rested my head in my arm. My mouth opened as I enjoyed this fuck. I felt so full. The heat of his dick in my ass caused me to writhe in ecstasy.

“Yo fuck me hard. I want it. I can take it.”

His strokes became harder and deeper. I felt my balls began to churn. I bent over even more to take more of him up in me. But he was close to cumming, and his dick swelled for what felt like tenfold causing a searing pain in my ass. I winced. This seemed to please him more because he started fucking me even harder, more vicious than ever before.

The pain was becoming unbearable; sweat banked in my eyebrows.

He moaned. “Yo, give it to me, G. I won’t hurt you, baby!”

I concentrated, tried to relax, but his dick was just too big. I started stroking my own and the pain subsided some. He grunted, and I felt his hot juices splatter and sputter deep within me.

I thought about that long dick. I didn’t know having a dick in my ass would cause me to nutt differently because it was like the orgasm was in my ass around his dick than around mine.

The tingles were so delicious my body was spent. I breathed deeply, looked at the floor. I was spent, sure, but if you saw how much of my cum was there on the floor, it was totally understandable.

“Mr. Diamond Dick Dame,” I beamed. “I think I’ll be back for another shape-up in three days instead of a week!”