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“I’ll even give you the upper hand,” Jimmy offered, “you know that kid that sits in the front row, three seats over?”
“Yeah,” Nick said, carefully.
“He checks out your ass everyday; go for him.”
“What?” Nick said stunned.
“I swear, I watch him do it everyday,” Jimmy proclaimed, “you get him to jerk you in one week, and you win. Simple as that.”
“How much,” Nick asked, wanting to get his money back.
“Your choice.”
“I want odds,” Nick demanded. “If I get him to do it you pay me $200, if not, I’ll pay you $50.”
Jimmy thought over the proposition. As far as he could see the odds were still in his favor, after all Nick only did have a week to work with. And the kid probably wasn’t gay anyway. But he wasn’t quite convinced.
“It’s only fair,” Nick offered, “after all, this involves a dude touching my dick.”
He had a point. “Deal,” Jimmy agreed, as they shook hands.
***
Matt walked into his dorm room and flopped down on his bed. He was tired for some reason.
“So,” Ethan’s voice came from his desk, “how was class?”
“Fine,” Matt wrinkled his nose, the room smelled of sex, “how’s Sara?”
“Great,” Ethan said, with a laugh, “she’s a little on the kinky side. I think I twisted my ankle.”
Matt laughed as he sat up to face his roommate.
“No joke.”
“Wow,” Matt added, “Hey, I have some tape.”
Ethan nodded, Matt continued, “Bottom desk drawer.”
Ethan opened up Matt’s desk drawer to find a mess: condoms, pens, notebooks, lube, yellow duct tape, Iraqi Most Wanted playing cards, some breath mints, and, oh yes, athletic tape.
“Thanks.”
“Now, when you say kinky?”
Ethan looked up, “Let me just say that if I die, please throw out the brown box under my bed before my parents get to it.”
“Sure.”
***
The professor finished up the lesson, and Matt stood up getting his things together. So far, there was nothing hard about this class.
“Hey.” Matt heard from behind. He turned to see the very same jock he glanced down at everyday.
“Hi,” Matt said quietly, immediately on guard.
“Hi, I’m Nick,” Nick began, “Math isn’t one of my strong subjects, but you always seem to be able to answer his questions, so I’m guessing you’re pretty good at this stuff?”
“Umm,” Matt eased up, “Yeah, I think I get it.”
“Cool,” Nick smiled with his pearly white teeth, “I was wondering if you would have time to work on the homework together after our classes?”
Matt paused; he was the type of kid that preferred to work alone. Obviously, Nick was a hard one to turn down, “Okay,” Matt agreed.
“Cool,” Nick responded, “Are you free right now?”
***
Matt followed Nick into his apartment. Nick threw his book bag down on the coffee table and took a seat on his sofa. Matt sat down to the right of him and took out his calc book.
“So,” Nick started boldly, “I noticed that you check out my ass before every class?”
Matt looked at Nick stunned. What was he suppose to say to that?
“Umm,” was all Matt could manage.
“It’s cool,” Nick said with a smile, “I was just wondering why.”
“Well,” Matt said, buying time. Nick didn’t see mad, so Matt figured he might as well tell the truth. “I just think it’s weird that a jock wears underwear and not boxers.”
“Haha,” Nick laughed, “what’s wrong with underwear?”
“I just think boxers are hotter than underwear, that’s all,” Matt said, hoping Nick wouldn’t be offended.
“Let’s see,” Nick challenged standing up. “Stand up,” he ordered. Matt stood up facing Nick, so that they were about six feet apart.
“Now strip down,” Nick said, as he pulled off his shirt. Matt stood there stunned at what was taking place, unable to move a muscle.
Nick looked over and ordered, “Just to your boxers, don’t be a pussy.” That line pushed Matt into motion as he took off his shirt and dropped his jeans. Nick threw his jeans off across the room and the two freshmen looked over each other. Matt was thin and toned, the boxers fit him perfectly. Nick’s bulging muscles moved ever so slightly anytime Nick moved or talked. Matt couldn’t help starring at Nick’s forest green underwear.
“I see what you mean,” Nick commented, “boxers do leave more to the imagination.” As Nick made that comment, Matt watched in disbelief as an outline started forming in Nick’s underwear. Matt’s mind quickly shot back to reality as his six-incher starting pitching a tent in his boxers. Startled, Matt quickly pulled up his jeans.
Nick broke the silence with, “Why don’t you jerk me off?”
Matt almost dropped his pants, as he looked up at Nick again stunned.
“No joke,” Nick offered, with his manhood still on the rise, “I can see you’re curious. I’ve always wondered too.”
Matt was way past shocked, he just starred at Nick.
“Like a deer in headlights,” Nick thought to himself. “Here’s the deal,” Nick said aloud, “I’m going to sit down and close my eyes and think of a hot stripper with nice tits. If you want to you can see what I’m working with and help me out in a way that’s a hell of a lot more important than some math problems. If you don’t want to, you can just get dressed and leave.”
Nick knew this was his only chance to win the bet, but it was in Matt’s hands now. Nick sat down on the sofa, leaned his head back, and closed his eyes.
Matt buttoned his jeans and looked around the room, trying to get a grip on the recent events. He looked down at Nick, with his perfectly rounded pecks and smooth stomach, and green bulge.
Nick sat for what seemed like an eternity, but then finally, he felt a gentle touch along his waist. He almost said something out of shock, but he held back his surprise. Nick felt Matt’s slightly cold fingers slide under the elastic band of his underwear and slowly pull them down. Nick instantly felt more at ease with the restraint of his underwear gone and his manhood set free. A few seconds ticked by, but Nick could see the scene even with his eyes closed: Matt standing above him, admiring his erect schlong, thinking about how best to go about his task.
Then the door clicked shut. Nick’s eyes shot open. “Fuck,” he said softly. The room was empty, Matt’s clothes and books were gone. Nick looked down at his underwear, pulled down just enough to expose his manhood.
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