Debt Payment

Mikey continues to be pimped out to pay Jason’s debts. 

  • Score 9.2 (66 votes)
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  • 1914 Words
  • 8 Min Read

Story so far… Mikey had returned to his town from his first year away at college. He was picked up at the airport by his slob of a brother, Jason, who drugged him, stripped him, and tied him ass up in a sleazy motel. Jason has lined up paying customers for the week, to pay off his debts to some bad people.

 

Jason sat on the bed and tried to give Me some comfort. He removed the gag as he patted my head.

“You did great, Mikey. Took those dicks like a champ. I knew you would be good at this! Now you just rest a minute. The next guys will be here soon.”

“I’m not GOOD AT THIS, you asshole!! You just haven’t given me a choice. How could you do this to your own brother?” I was on the verge of tears again, reliving how two guys had just raped me while Jason watched.

“Desperate times, desperate measures, Mikey.”

“Jason, please untie me. We can figure out some other way to get you money. I have some saved up I can give you. Just don’t sell me anymore, please.”

“Mikey, Mikey, Mikey… for a smart guy, you’re really stupid. First off, no way you have saved up what I need. Second, no way would you share it with me if you did. And third, I’m not doing this just for the money. I also get to see you humiliated, taken down a few notches. Always the golden boy, momma’s favorite, star athlete, college scholarships, cute girls all over you. I see how you look at me with contempt. You did it at the airport today. Well time to even the score bro. I got plans, money plans, and plans to take a little of that pridefulness away. So shut up with your begging because you’re not getting released.”

That was more than I had heard my brother speak at one time in a while, maybe ever, and the hatred dripping from his voice by the end of it filled me with fear. I had to get out of this somehow… if I could only figure out how.

Jason’s phone beeped some noises, and he started texting for a few seconds.

“Alright, round two is up. I got a whole set of old farts who never get to fuck paying nice rates for a poke at your hole. They’re just expecting you ass up, so your mouth is not needed.”

He quickly put a big piece of duct-tape across my face, preventing me from asking for help. He checked the ropes holding me in place, then went to the door. I looked over to see him talking to a fat older man, gray haired with a beer belly, who handed him some cash and then walked over to me smiling. “Nice! I like a puppy with a little fear in his eyes. LOL.”

He made sure I was watching as he shed his joggers and boxers, exposing a scruffy cock buried inside a forest of pubic hair. His dick didn’t look too big, thank goodness. I guess he could read my mind through my eyes, because he laughed and said “Don’t you worry there boy, I’m a grower. This pole will be plenty big by the time I’m fucking some more fear into you.”

He walked around behind me, out of my vision, and I felt his hot breath on my ass. Then he started licking and kissing my cheeks, before plunging his tongue into my hole. “Yum, see you already had a friend up in here.” He proceeded to rim me aggressively, alternating with tongue and fingers for a few minutes, I guess to give himself time to ‘grow.’ Eventually he stopped and I felt the bed shift as he got ready to fuck me. Boom, he plunged hard and fast, and he had definitely gotten bigger since I had seen it a few minutes ago. I was squealing into the tape as he fucked me with wild abandon.

“Yeah, squeal for me, boy! Nothing better that breaking in a newbie, taking your manhood. All you jocks are the same, deserving this fuck.” He practically spat the words at me, and I realized this was a hate-fuck, the old fat guy getting revenge on the jocks who scorned him when he was a young fat guy. He had the same contempt for me that my brother had. That’s probably how they connected.

He pounded me mercilessly, while I just cried into the tape on my face. Eventually he bellowed, pulled out, and quickly shot his load across my face, deepening the humiliation. He climbed off and got dressed quickly. I heard him chat to my brother as he was leaving, “That was great. If you’re still pimping at the end of the week, shoot me a text, I’d like another round in his boypussy, after you’ve whored it out all sloppy.”

“I’ll be in touch.” My brother laughed. “And I’ll leave your cum on his face, good advert for the others to know they have options. lol”

A few minutes, then another old guy showed up. This one was skinny, but wrinkled everywhere, completely ancient. He spent most of his time just fondling me, licking me everywhere. He did poke me, but didn’t have much to work with so I barely noticed.

And that was the evening; a string of older dudes paying Jason so they could fuck me. Most of them were like the first two, either aggressive rapists or ancient diddlers. I didn’t bother to try and count, with most breeding me, and the rest painting my face with their cum. I had a dried mask of the stuff at this point.

A load knock on the door jolted me awake. I had passed into sleep at some point after the line of old farts had stopped. The bedside clock said 2:00, I assumed AM as the light outside the window was definitely artificial. Jason, who had also been sleeping in the other motel bed, got up and went to the door.

“Yes?” he inquired through the door.

“Hey, night manager here. Need to speak to you.”

“What about?”

“I just want a little of what you’re serving the line of guys that have been by, LOL.”

Jason opened the door and invited the man inside. He was a tall Arab dude, probably late twenties, with a full beard and olive skin. “I’ve seen the line of visitors, figured out what you were doing. And seeing that ass on the bed, guess I’m right.”

“Yeah, just a little fun for my boy here. I certainly want to keep the motel staff happy, so feel free to fuck him.” Jason gestured over to me.

“Yes, thank you. I love a good used hole, and I need to pop a load.” He quickly undressed, revealing a toned but very hairy body, and a massive cock bigger than anything I had been fucked with so far, at least 9 inches. My eyes went wide.

“Ah, I see you have noticed my scepter, huh?” He slapped the large cock in his palm with a satisfying sound. “This cock has fucked many men and women, now you will feel it’s power.” He moved into position and lubed up his shaft. I expected him to just ram it in like the others, but he actually went slowly, feeling it push apart my insides with its size and girth. After filling me completely, he picked up his pace a bit and angled his cock inside me. The man seemed skilled at fucking, and was hitting my prostate with every stroke. The experience was actually kinda pleasant, for once. I let out a moan.

WHAT?! Was I actually starting to enjoy getting fucked? Please no.

But I couldn’t deny that this fucking felt good. He was hitting the right places, and I could tell my cock was fully erect. So could he.

“Ah, good, I see your cock likes the pleasure I give you. Your pussy is fantastic! I will make love to it every night I can.” He continued his fucking, alternating rhythms, feeling my back, but slowly gaining speed and power as I accepted him more and more willingly inside me. I was moaning like a girl as he plowed my pussy… my ass… why did I call it that?

“Yes, take this cock. I shall claim you now as mine.” With that he thrust hard and deep, and erupted inside me with a firehose of cum. The feeling was so intense, I couldn’t stop myself; I shot cum across the sheets, orgasming just from his fucking me. How could I?

“Damn, bro. you came without even wanking. Now I know you like it, we can really make some cash!”

“No, Jason, I don’t enjoy it. I’m straight!”

Jason and the night manager just laughed. “No man is straight after I have fucked him. The proof is there on the sheets.” He put on his clothes and turned to Jason. “I have to get back to the office. But I will be back tomorrow. And my cousins, they work here as well. I will tell them about the good pussy you have working here. They will fuck him, not tender like me, but like the whore he is. LOL.”

“Alright, but we’re doing this to earn money. Not just provide sex to everyone.” Jason replied a bit petulantly.

“No problem. I will change the billing for you, so that the room is basically free. And I will put the work out to friends. They will pay to fuck a white man with no restrictions.”

“Perfect. We have a deal.” The manager left, and Jason came over to me on the bed, a smile plastered across his face. “Mikey, Mikey, you really are a whore, aren’t you? This is great. I was feeling a little guilty, but seeing how much you really like it, I can open up the client pool a bit.”

“No! Jason, I don’t like it. I know my body responded, but that was just stimulation, not desire. Please don’t do this anymore.”

“Yeah yeah, protest all you want if that makes you feel better. But I know you’re a whore now. And seeing you take it like one, all that moaning, has me riled up. I think I’ll drop a load inside myself, help me get back to sleep.”

Jason dropped his undershorts and exposed his erect cock. It was bigger than I expected, although still just average. I couldn’t believe it, but he was going to fuck me! “Jason, no! to your own brother?”

“Oh, yeah, you better believe it. I usually have to pay some pro to get any. I’m definitely tapping your pussy.”

He climbed on and shoved his prick inside me, using the recent deposit of cum as lube. I just fell inside my mind, pretending it wasn’t happening, as my own brother fucked me, with none of the grace or power or skill the manager had shown. Even if I did enjoy getting fucked, I wouldn’t enjoy the ham-fisted pushing my brother was doing. Luckily, and unsurprisingly, he was a bit of a two-pump-chump, and came quickly. Then he just rolled out, wiped his dick on my ass, and climbed back into his own bed.

“You should get some sleep too. Tomorrow is going to be busy busy, lol.”

He rolled over and began to snore.

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