The Cut: Halfway Humpin

Reader discretion is adviced, this story contain graphic content depicting violence and rape which may not be suitable to all readers. This is a fictional story and do not portray real events or real persons.

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Author’s Note: This is another collection in “The Cut” series. This story is not a continuation of “The Cut: A Prison Story.” Although I ended that compilation of stories with Tony returning to society, he went onto blend into the background of life, as most twenty-somethings in his predicament might. Jessup is a 46yo man out after twelve years behind bars.

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Damn! Two days before Thanksgiving and I was out of prison. What did I have to be thankful for? I had no family. My wife dyked up during my bid, and to add salt to the wound none of her crumbsnatchers were biologically mine. Shit, I would’ve rather stayed locked up. I’d been fucked so much my asshole lost its grip. I was still a man, even though I had these awful hankerings for dick.

I got turned out the day after I got there. It was half-and-half: Half expected, and half unexpected, too. Sure, I was fresh meat, in the penal system, but I stepped up in the joint a fat, ugly, and old-looking thirty-four-year-old with coke bottle glasses with nothing to gawk over like a scrumptious badunkadunk or pretty feet. I thought, surely guys who spent their days pumping iron with their harem of beautiful sissies wouldn’t find me the least bit interesting. The way they ran up in me like I was the last cum dumpster on earth five minutes into overtime said otherwise.

I was in the gym. I had no friends. I didn’t know a soul. Several inmates just walked up to be, snatched me like a drugged-out orphan [a streetwalker with no pimp], and raped me behind a barricade. Them motherfuckers all had big fat pipes that went hard up in my guts and left me swimming in a puddle of their collective seed. My asshole was left wrecked looking like baboon ass.

I laid up in the infirmary for about a week. My asshole stopped bleeding after three days, and the other two days was just to let it heal. Nothing changed when I rolled out. They fucked me at will for twelve years straight. The only difference was my virgin ass was virgin no more, and my hole was calloused to take whatever any hard dick could throw at it. It wasn’t just something I needed day in and day out. It was something I deserved with a couple of guys in the daytime being called slow work in my world back in lockup.

Now, here I am getting out with no family or anybody for that matter and I had to stay in a halfway house for six months. This place had a bad reputation, too. It was called Second Change. Second Change, not Second Chance? It was run by a disgraced cop named Morgan who had connections with the city council, and he was known to be a real bastard.

The bus dropped me off on the corner and I rehashed all the nicks and turns I had to take to get there. I walked some. It took me a minute, but I got that it wasn’t a bad neighborhood, just an abandoned one with rows and rows of empty houses and forgotten apartment buildings. I was so busy worried someone might eventually jump out of the boondocks I failed to note that the heavy canopy of trees no longer allowed an ounce of sunlight through. I started to get nervous. It looked like a place where folks freely dumped their useless stuff, possibly bodies. Off in a ditch was an old plaid couch I was sure some crack whore turned tricks on. If that wasn’t enough, the paved road ended for a gravel road that petered out into a tire-tracked driveway, just like the driver said.

“You Jessup,” Morgan was there waiting for me with his heavy moustache underneath his weathered bucket cap and arms folded looking like a crusty old hair-dying grandpa that time forgot.

“Yeah, that’s me,” I answered.

“Follow me,” he led me inside.

When I got inside, there were several ex-cons dressed in ill-fitted wear straight from the rag bin store sitting around playing cards. I followed the HNIC into his office where he had me sign some bullshit papers about the rules. Next, he took me to my room, which he informed me I shared with a guy named Foster.

Before he left, Morgan looked me up and down like I was pussy and tugged at his dick. I glanced down. I could tell he was working with a little something-something.

He left me alone to unpack.

As I was putting my things away, there was a knock at the door.

“Well, well,” I heard a familiar voice say to his liking. I turned to, and, to my surprise, there was Snake standing there. His real name was Marion. He got the nickname because of the long serpent between his legs. He got to prison after me and left before me. When he first got there, he got turned out, too. Unlike me though, who turned lemons into lemonade with my asshole, he did the reverse with his dick. Word got out fast; and before long, those same dudes that were busting down them cheeks were coming over to his house to sing real pretty on his mic.

Snake stepped inside and we dapped. “Damn, man, you still packing all that heat?”

Snake was proud of his dick. “And you know it,” he gave it a squeeze. I reached over and gave it a squeeze, too.

“Damn, you still got it,” I told him and gave the shaft an extra flick through his Dickies.

“Come on. Let me introduce you to some of the brothas,” he told me.

I left the suitcase on the bed and followed him into the other room.

There were four other brothas sitting around the card table playing dominoes. “This is Frank, Juan, Cliff, and Mitch.” I gave the whole table a chin-check. Then I noticed that Cliff was sitting there with his dick out. It was long and hung over the edge of the chair, looking like an eyeless eel that died without water.

After meeting some of the others, Snake and I returned to my room. “Hey man,” I asked Snake. “Why was your man sitting there with his dick all out?”

Snake laughed. “He always sits like that. He says it’s more comfortable for him.”

“Yeah. I see. He’s packing meat like a warehouse, too!” I chuckled.

“How was your trip?” Snake inquired.

“Long and fucking boring,” I confessed with my dick bricking thinking about other dicks. “Plus, I’m horny and shit. Mind if I gobble and swallow you up?”

His eyes widened. “Shit, I was hoping you’d ask.”

I only had one opportunity to get at Snake while we were inside. We didn’t have a lot of time since others were waiting to get to us separately.

Snake flopped down on the bed. The imprint of his dick running strongly down his leg. I couldn’t help but squeeze it. It was generous. It had to be a footlong and it wasn’t even hard yet. I massaged it through the fabric and unfastened his pants, lowered his zipper, and reached inside to fondle the prize through his moist boxers.

Then, I released it. The proud owner of such a magnificent piece of meat just laid back on the bed as I studied it closely. I pulled the skin back from the head, and I was greeted by a glistening drop that suddenly appeared. I licked it. I licked up and down the long, veined shaft, fondling his balls at once.

I took his big snake in my mouth. It was so long and juicy I knew I wasn’t gonna get it all down the gullet, but I was gonna give it my best shot. Snake gently cupped the back of my head and lowered me onto his dick. I felt it meet the back of my throat. Snake gave my head a good push. I gagged. He released my head. I tried again. I was able to get more of it this time. More than half, but not quite three-quarters either. His legs were spread wide. I sucked his dick frantically. Licking down to the base, and then his big balls. I inserted a finger into his asshole. He moaned with delight.

He lifted his ass off the bed some and I was able to maneuver three fingers inside of him. His dick was hard like Chinese algebra now. I sucked his balls one at a time, licked upwards until I teased the salty head with my tongue. I wanted to ride the snake now. I had him get into the middle of the bed. I quickly disrobed and straddled the snake with freely parted cheeks. I then lowered myself onto the waiting rod. He held steady as I lowered myself, feeling my asshole fill with dick.

My dick was just as hard as his and leaking something fierce. The way he toyed with it said he fancied what he had in hand. I was packing a solid eight, no lie, but not as fat as his. I quickened my pace on his lap. My asshole gobbled and swallowed his dick much easier than my mouth. Soon, I had every bit of that long snake slithered all the way up my waiting asshole. He held me by the waist as I sped up. Soon, he let go and let me do all the work. His balls slapped my asshole as I lowered myself onto his dick once more. I really started to ride that thing now. My asshole stretching and stretching and getting softer and more sensitive as his dick felt like it was getting harder.

Word was Snake came sooner than most men, but he seemed to be holding out for me. We’d been going at it for 45mins straight, but he was close now. I was close, too. I took over jacking my dick and then began to bust all over him. He smeared some in his hand and rubbed it on all over my belly. He then stuck his fingers in his mouth.

Suddenly, he grabbed my waist. He gave two good upward thrusts and then started blasting off. He bucked wildly as he drained his balls. I felt a little fuller for a moment, in a different way. Then cum lubed his cock and continued to flow onto his lap. When he finished, his dick plopped out of my ass. I gave his dick a little extra milking to flush the remainder of cum out.

He was understandably exhausted. I wanted more.

“Shit, I wish I coulda gotten a lot more of this inside,” I told him.

“Well, as long as we’re both here, you can get it anytime you want.”