"Oh fuck, oh fuck, oh fuck," the boy chanted as his balls emptied over Mark's hand. Cum dripped down his arm as he finished the boy up. When the last drops had been spent, Mark let go and leaned back, flicking his hand twice to shake off the load. The boy lay back in the chair, eyes closed in the glow, but Mark nudged his sharply and handed him the marker. "Write your name on my arm," he said, and the boy slowly complied, nice and neat. Finished, Mark stood up and went looking for more prey.
The five pledges were working on their last task. If they made it through tonight and all hit their scores, they'd be full members at last. It was going to be tough, though, as the master had warned: "You guys will be paying off our party tonight. We've spent five thousand dollars on booze and the DJ, and we need it all back. So, you get to work the crowd. It's twenty bucks for a handjob, fifty for a blow, and a hundred to fuck your asses. Now, there are five of you, so that's a thousand each, but if one of you wimps out or comes up short, it's up to the rest to pick up the slack. Whenever you get a guy to cum, make sure you have him sign his name on your body. You all understand?" Each boy had nodded his head, resigned to their status as cumdumps at large, though they weren't too thrilled. The party had started a few minutes later, and they walked naked inside to a chorus of cheers.
Mark had collected four names, all handjobs, and he tucked the cash into his ankle pouch before walking back through the crowd. Jessie was by the pool table, sucking a dick, and a guy was just nutting all over Tyler's face right next to him. Mark gave them a nod and continued to stroll, ending up by the bar, where someone tapped his arm.
"Hey, guy, you ready for a suck," the boy said, leering into his face from inches away. His breath smelled of beer. Mark nodded and went down on his knees. He'd sucked all four of his fellow pledges' dicks, as part of their third task, but this guy was eager as shit. Maybe he'd never been blown, or maybe he figured another guy wouldn't care, but he grabbed the back of Mark's head and tried to fuck down his entire dick. Mark shoved him back and gasped for some air, before looking up and snarling at the kid. "Look, just stand there, alright? Let me take care of you." The kid nodded, and leaned back on the wall, his cock sticking through his open jeans. Mark leaned in and swallowed the head, sucking as he bobbed on the shaft. He was still too new to get the whole thing in, so he reached up to jack the base of the dick. He must have been doing it right, because the boy jetted after two minutes of work. Mark leaned away and let the cum splash down his chest. The boy signed on his shoulder and Mark continued to roam.
Brad waved at him from next to the couch, and Mark headed over that way. "They want us together," he said, pointing at two guys just starting new beers. Mark and his friend knelt down at their feet, and sucked in their waiting cockheads. Mark's guy put one hand lightly on the back of his head, just resting on his hair, but let him do the work. The two guys continued to talk, about the World Series of all things, calmly enjoying as their cocks got their due. Once again Mark let the cum splash over his chest, and this guy signed his name on Mark's right cheek. $130 down.
He'd barely taken half a dozen steps when someone else caught his arm. "Hey, dude," the guy yelled over the music, "lay down on the floor." Mark nudged a couple of people aside and lay down, the guy dropping his pants and positioning himself pushup style over Mark's face. This guy must work out, Mark thought, as he started to pump as regular as a machine. His dick rubbed hard on Mark's tongue, and all he had to do was tilt his head back and let the guy do the rest. Once, the guy stopped, his cockhead just inside Mark's lips, and slowly lowered his weight. The shaft slid down, deeper than before, and the head touched the back of Mark's throat. Controlling a gag, he tried to swallow, the muscle relaxing enough to let the cock in. The guy's furry balls lay draped on his nose, and Mark closed his eyes. The huge rod stayed plugging his throat, flexing a little, before the guy took pity and withdrew. "Not bad, man," he said, and leaned down to kiss the soft pile of Mark's meat. He blew soon after that, letting Mark's taste his first load of the night, and wiped the dribbles on his chin. He scrawled his name across the right side of Mark's neck as a claim.
Mark sat up but before he could climb to his feet another guy waved a hundred in his face. "Fuck," Mark whispered, his eyes locked on the bill, his stomach sinking as he realized what it meant. "That's right," the guy yelled, dropping the bill into his lap. "Get up on your knees!"
Up to that point, Mark hadn't been fucked. He'd had enemas before, and had once slipped a finger inside in the shower, but he'd never seen his ass as a source of fun. That afternoon, warned by the master, he and his friends had all tried fingering themselves, working lube up their asses, but still this would be a heck of a show. Mark rolled over and onto his hands and knees, aware that the crowd around him had grown. Someone dropped a bottle of lube by his hand, and he twisted around to pour it in the crack of his ass. The guy knelt behind him and waited as he frantically tried to cram two fingers in. "Don't worry, man," he said, leaning down to whisper in Mark's ear. "I'm not going to rape you. Just relax as much as you can. Push out, like you're trying to fart. I'll go slow when I get in." With that the guy put a hand on Mark's hip, and lined up his dick.
Slow, hard pressure built on the center of Mark's ring. The guy wasn't huge, but the head still felt like a fist. After clenching a few times in fear, Mark hung his head and made himself relax. The guy felt the change and started to push. Harder and harder, Mark strained to release. And he suddenly did. The guy's cockhead popped in, with an inch of the shaft, and Mark had to swallow a scream.
The guys standing around cheered, and hands slapped Mark's bare back. His mind swam with the pain, focused on the huge fullness tearing his hole apart. Slowly the pain eased, turning into a warmth as endorphins kicked in, but flared again as the shaft started to move. His belly was full with the heat of the guy's dick, and when the guy's groin flattened his ass cheeks he realized he had it all in. Mark crossed his arms on the carpet in front of him and leaned his forehead down on them. The guy behind him started to fuck, and Mark's limp dick swayed beneath him.
Mark never knew how long losing his cherry took. At some point his mind lost track, though he remembered his ass slowly filling with a numb, pleasant heat. The guy kept his dick buried as he came, and then shook Mark by the shoulder to let him know he was done. He signed his name across the top of Mark's ass, then handed the dazed boy a beer. "You were great, man. I mean it. And don't worry, it just gets better from there." The guy stood up and left.
Mark sat cross legged on the floor to finish his beer, absorbed in his thoughts. He'd known this would happen, but it was still quite a shock, knowing that another man had taken pleasure in his ass. He'd actually had another guy's dick buried inside him, actually touching the inside of his body. His ass ached a little, but there was no real pain. Mark swallowed the last of his beer and got to his feet.
"You did awesome, man," Tyler said, swinging by to walk with him toward the kitchen. "You feel ok?" Tyler was stopped by someone, and Mark turned to smile at him. "Yeah, I do."
An hour later, Mark was starting to appreciate the full scale of their task. He'd jerked off six guys, sucked five, and been fucked twice. He'd been busy almost every minute of the party, yet he still had $430 to go. He sat on the arm of a couch, feeling the latest guy's load cool on his chin, and watched as Brad dealt with cocks in both ends. That was something he hadn't had to do yet, thank God, but he was sure it was just a matter of time. An enormous football player dropped down on the couch beside him, and Mark took a deep breath to steel himself for another round.
The guy's cock fucking huge. There was no other way to describe it. It had to be as thick as a goddam beer can, with a massive purple head. The guy had poured lube all over it, and sat stroking while Mark contemplated his future seat. Finally, he stood up and backed between the guy's legs, slowly lowering himself down toward the waiting rod.
The head kissed against his ring and started to part it. "Oh, fuck," Mark whispered, echoed by the guy's deeper, reverent bass. Nothing he'd done so far had even remotely prepared his hole for this, but gravity helped him down. He leaned back against the guy's chest, his hands braced on the back of the couch, controlling his slide a millimeter at a time. Eventually he felt a huge arm cradle his chest, and a hand start to toy with dick. And to his absolute shock, it was hard.
Mark collapsed into the guy's lap, impaling himself fully on that massive prick. "Ahhhh," he yelled, his head thrown back, but his dick stayed hard and leaking. The jock had both arms wrapped around him now, one jacking his cock and the other cradling and caressing his chest. Mark's entire body was limp, except for his dick, as for the first time that night, real pleasure swept him away. "Yeah, dude, yeah, give it up. You love it," the jock whispered, breathing hot in his ear, as his fingers rolled Mark's right nipple. He kept the smaller boy pinned in his lap while he shifted his hips underneath, grinding his dick in Mark's ass. Mark breathed out a sigh, and leaned his weight back against the guy's chest, grateful for the touch of the smooth, hot skin. The guy's nipples dug into his back. Mark's feet moved to wrap around the guy's ankles, pressing the largest amount of skin against his, the sensations totally overwhelming his body as the guy grunted and ground his prick beneath him.
"Oh, fuck, dude, you're so hot," the jock said, and his tongue lapped at Mark's ear. "Your ass is so tight, so hot. Fuck, dude, you're so fucking sweet." Mark turned his head and blindly sought to meet the guy's lips, but the guy turned away, and Mark's lips kissed his rough cheek. "Shit man, here it comes!" The guy's entire body heaved, his arms wrapping Mark tight as his balls emptied their load. His own dick swung back and forth, firing bolts of jizz on the carpet between their feet as their twin orgasms echoed and roared, cheered on by the crowd.
Mark coasted on the down curve of pleasure for a long time. The jock was content to sit with him, his softening dick still buried deep in Mark's ass, cuddling the smaller man to his chest. Finally, the guy kissed his ear. "Ok, bud, time to get up. I've got to pee." Reluctantly, Mark gathered himself and braced his feet to rise. The slow, sucking pleasure as his ass gave up its grip on the dick was a torment of release. The jock helped him sit on the cushion and stood to pull on his clothes. He leaned down to put his face right by Mark's, and again whispered in his ear. "My name's Joel. Come find me in the locker room tomorrow at 6." And he kissed Mark hard, full on the lips, before disappearing into the crowd.
As he sat there, exhausted and limp, Mark heard voices cut through the noise. "Dude, did you SEE that? That guy was twice the size of me! Fuck, that poor guy must be wide open! Do you think..."
Mark felt a guy sit down on his right, and lifted up his head. The guy smiled at him, and rested a hand on Mark's flushed, cum covered thigh. "What do you think, man? Want to do that again?" He really didn't, but nodded his head. "Cool. Stand up and let me lay down beneath you."
The guy stripped bare, something that none of his other partners had done, and lay out on the couch, his cock standing tall. Mark swung his leg over him and leaned back, feeling for the bobbing shaft with his bare cheeks. Once he found it the boy steadied his cock, and Mark's hole swallowed it down to the base. After the fucking the jock had given him, if felt like it barely even touched the sides, but it was enough to hit his prostate and help him start building again toward release.
The guy pulled Mark down to lay on him, their chests sliding together with sweat. This guy actively sought his lips, and Mark let his tongue slide deep. The guy moved a hand up to cradle the back of Mark's head, fingers twining in his sweat-soaked hair, and with the other played with Mark's ass cheeks. He had started to get into it, hips and tongue moving together, his semi-hard dick trapped between them, when the couch shifted beneath them. Legs touched his, and a hand pressed down on his back, pushing him down with the guy's dick stuck deep. "Shh," he whispered, breaking away from Mark's kiss, "just stay still. It'll just take a second." The head of the second guy's dick slid between his cheeks, rubbing against his friend's shaft as he pushed on Mark's hole. "MMMMMMMM," Mark moaned, his tongue dancing against the guy's teeth. Two sets of moans, one in each ear, accompanied the slow, hot slide of the second shaft through his ring.
Once there were both inside, Mark's job was just to lay there, a boy front and back as their dicks rubbed together in his anal heat. He was draped over the body of the boy beneath him, his head down by the guy's neck, as the two fuckers kissed beside it. While not as big, or as hot, or as deep as the jock, working together two guys did the job. Mark's second load of the night seeped out on their abs, and the wrenching of his hole won the loads from both of their dicks. They cuddled in a heap, spent, before pulling out. He flopped over on the couch as they got up and left, and the master came over to sit by him.
"I think you're done," he said, eyeing the boy's sweat drenched body in disbelief as a stream of spent cum trickled between his cheeks. "The other boy's can finish up your share. Ok?" Mark smiled up at him in relief.
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