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It had been almost a month since Ajay's body had betrayed him. Instead of staying under his control, it had taken some quick pleasure, but left his dick in a cage for a year. That was bad enough, but his roommate Boyd had the key. Ajay could come to terms with not cumming for a year, maybe. But Boyd would be able to talk him in to so many horrible things with that power.
Already he was considering Boyd's offer. All he had to do to get off was suck Boyd three times. The danger was that Bryce was also made the same offer. Only one of them would earn that orgasm.
For the first few weeks, Ajay stayed to his room and avoided eye contact with both men when they crossed paths. Occasionally in the kitchen he would run into Bryce. The conversation was always short and awkward. It always went something like this:
"Hey man, did you . . . go for that offer?"
"No, I just can't. Did you?"
"No. I'm not going to."
Ajay didn't know how to feel. If the offer wasn't on the table any more, then he didn't have to worry about sucking Boyd's cock. He wouldn't have to bend to his sick wishes any more. But if the offer was on the table, he could cum. Both were so appealing. But as his frustration with the cage grew, one side kept getting stronger.
Boyd heard a knock on his door. "Come on in!"
Ajay entered and closed the door behind him, but didn't say anything.
"I won't make you say it man. We both know why you're here. Just take my pants off and get started."
Ajay slipped Boyd's shorts down and stared at Boyd's cock. It was semi-hard, laying over his leg, pulsing slightly as it grew in anticipation. Ajay put his mouth over the head and licked at the head. It wasn't long before Boyd's dick was fully firm.
"Really, I'm surprised. I thought you wouldn't be interested in this," Boyd said.
"I'm not. But I really want that orgasm."
"Oh. Didn't Bryce tell you? He claimed that already."
"What! No, he said he didn't! I don't believe you."
"You don't have to." Boyd grabbed his phone from the floor and cast his screen to the TV. A video started playing, clearly taken with a cellphone. Bryce was sucking cock like a pro, vigorously bobbing up and down, even doing some deep throat and playing with Boyd's balls.
"He took the offer almost immediately. Next day I think? But he wasn't very good at first, I made him practice a lot before feeding him his first load. Then he didn't swallow it all a few times, so those didn't count of course. But he managed it in the end. I gave him his reward on Thursday."
Boyd fiddled with his phone and the video changed. It was Bryce tied to the bed with Boyd sitting next to him slowly stroking his cock. Bryce was breathing rapidly, cock throbbing. His face showed that he was extremely aroused and equally frustrated. Every once in a while Bryce would try to thrust his hips into Boyd's fist. Boyd would always remove his hand and gently slap his face or flick his balls. "You cum my way, when I say."
"Took him a good 4 hours, but he finished up. Best orgasm of his life I bet. I made him a new offer."
Ajay was still shocked, looking on at the video. He was jealous. "What's the new offer?"
"First one of you to let me fuck them. I'll unlock you and let you get off while I'm inside you. Bryce is eager, but probably wants to wait a while until he takes me up on it. He knows earning a nut this easy won't happen again. Of course, you can beat him to it. We're both ready to go."
Ajay was expressionless. He didn't know how to respond. It was logical to take the deal. There wouldn't be another deal this good. The escalation was intense already. But he couldn't believe the thought process. It was logical for his to ride some guys cock, just to get a reach-around? It was absurd. It was degrading. It was true.
Boyd could see Ajay slipping. "And it would really mess with Bryce too. Imagine his face when he comes to try to get an easy cumshot."
"Fine." Ajay peeled off his shirt, folded it, and then continued with the rest of his clothes.
"Looks like that thing is really straining against the cage. You need this don't you."
Ajay didn't rise to the bait. Instead he just laid down on the bed and put his hands up. He knew the deal. Boyd cuffed him to the bed, the put ankle cuffs on him and threw his legs up and chained them to the headboard as well. Ajay squirmed, but couldn't put his legs past his waist. He was totally exposed. Boyd unlocked Ajay's cock and gave it a few quick strokes to wake it up. It was hard in no time. Then Boyd got up and took his own clothes off, licked his lips, and admired his prize. His muscular, uptight roommate was tied up and waiting for him.
Boyd put some lube on his cock and placed it at Ajay's hole, teasing it. Ajay closed his eyes to avoid eye contact. Boyd didn't mind, and slowly entered. Ajay was confused. He was expecting it to be painful - but it wasn't. It was uncomfortable. More new and usual than anything else. But as the thrusting got faster and faster, he couldn't deny the feeling.
Boyd studied Ajay's face as he fucked him. Watching him let go of his concerns and give in to the pleasure.
"Open your eyes, tell me how much you're enjoying this." Ajay didn't respond. "If you're not enjoying this, I can stop." Ajay opened his eyes and glared, but didn't speak. "Oh, I'm sorry!" Boyd pulled out quickly, making Ajay gasp.
"No." Ajay said softly.
"No more? Ok, we can stop," Boyd said with faux innocence.
"I mean - keep going. Please."
"What do you want me to do?" Boyd smirked.
"Put it back in," Ajay said defeated.
Boyd climbed back on and started in again, very slowly. "I'm a big fan of enthusiastic consent though buddy. You have to keep telling me you like this. Tell me if you want it harder."
"Harder. Please."
Boyd sped up. "There we go. Like this?"
"Harder"
Boyd went even faster, plowing his cock into Ajay's ass. He leaned over pushing Ajay's feet next to his ears. Their faces were inches away. Boyd whispered "Are you sure you're liking this?"
"Yes."
"Yes what?"
Ajay knew what Boyd was asking for, and he was too weak to resist. "Yes, I like you fucking me."
"You just like it?"
"I . . . really like it. Just don't stop."
"I knew you'd enjoy this. We can do this any time you want buddy. You won't have your dick free most of the time though."
"Can I cum?"
"I promised you could. But beg me."
"Please let me cum."
"I need more than that."
"Please fuck me hard. It feels so damn good. Fuck the cum out of me."
Boyd let go of one of Ajay's ankles and spat into his hand before grasping Ajay's cock and playing with the head for a few seconds before moving into longer strokes that synced up with his hips.
Ajay couldn't hold back, not that he even wanted to any more. He relaxed into the sensations being inflicted on him. Boyd felt his cock get squeezed by Ajay's contractions, and seconds later weeks of cum shot up onto Ajay's chest and face, a loud grunt paired with each squirt.
That was all Boyd needed to finish as well. He thrust deeply into Ajay's hole and shot his load inside him before collapsing onto him in a sweaty mess.
"You really loved that didn't you," Boyd asked as he got up. He grabbed Ajay's shirt and used it to towel himself off and clean the lube off his dick.
"Uncuff me."
"I will. But first, I have an offer for you. Not a bet, not a competition. Just an offer. I liked fucking you. You give me three orgasms, I'll give you one. The price will go up 2 each time after that. But I think you'll love my cock inside of you even if you don't get off."
"I said uncuff me."
"Ok. But the offer stands."
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