Nerd Squad Extra - Jesse O'Toole

How many times did he find himself with his back to the wall, pinned in place by a larger man? This had to be at least the twelfth time.

Jesse was always of a slight build. He put on a few pounds just living out the college dorm life, but not much of that was muscle. Paired with his difficulty in holding a conversation - which could only get worse in outright confrontations - he always felt like he was a prime candidate for teasings from his classmates in high school. It happened once or twice then, and he’d never forget the second time. He thought he might escape it, once he escaped that hellscape.

He pushed his circular glasses up nervously, and stammered, “Can I… help you with something, Vince?” Jesse knew his lines all too well, and at this point, he wasn’t sure if the stutter was intentional or not. His gaze fluttered between the deep, piercing emerald of the jock’s eyes, to the thick, beefy arm stretched out to the wall behind him, to the wall on the other side of the dorm hallway, and down to the floor once or twice. He did his best to keep from scanning the rest of Vince’s body, hard as it was for him to resist.

“Real cute, Jess,” Vince chuckled. “I think you can help with a little something, though.” He leaned in closer. There was still some distance between the two, but Jesse could feel the heat of Vince’s breath, and it made his face flush. He couldn’t bring himself to look Vince in the eyes anymore. At this point, he couldn’t help but browse over Vince’s body. He fidgeted a bit against the wall.

“I dunno if… If now’s a good time…” Twelfth? No, maybe this is the thirteenth time.

Vince guffawed. “As if! What’s a nerd like you gotta do: do you need to make sure to jerk that puny cock of yours before curfew?”

“It’s not that small…” That’s just going to bring more teasing. Jesse learned that one after the fifth or sixth time.

“You know what,” Vince said, “You’re right. For a pale geek like you? Four inches is more than you can ask for!” Jesse’s eyes were glued to the floor when he saw the huge leg sneak between his own. Vince brought his knee up to the twinky man’s crotch and tickled against it. “God, no wonder you can never get yourself some ass, with this pitiful little thing dangling from your legs!”

He couldn’t help but get hard from all the stimulation. Fighting back the moans was getting harder by the second. “What do you want from me?”

The sneer on Vince’s face grew. “Isn’t it obvious, dumbass? I thought nerds like you were supposed to be smart?” Jesse felt the rise in his groin, and he bit his lip. “Just because you can’t get any ass, doesn’t mean I can’t get any.”

It never mattered if they really wanted to fuck him or not; he never knew how to refuse them in the first place, or to tell them to back off. For Vince, that was half the fun. It was a game to see just how much taunting Jesse could take, and he always left satisfied, one way or another. It had to be the fourth time when Jesse figured that one out. He opened his mouth, but he couldn’t say a word in retort.

“Hey, speak up, bitch!” Vince’s other hand ran its way under Jesse’s chin, lifting his head up. His eyes stayed on Vince’s broad chest. “Come on, you got something to say? I know you can shout a lot louder than that!” The pressure keeps building up. The humiliation was too much.

“Please,” he pleaded, “I can’t take much more…”

Vince answered his invitation, and leaned in deep as he drove his knee deeper into the frail man’s bits. Jesse gasped out a moan somewhere between pleasure and pain. Accompanying that moan was a feeling between his legs he was all too familiar with, and his face turned bright pink as the sudden orgasm took hold. His eyes shut tight, as the warm, wet explosion of cum stained his briefs, and more visibly, his dark blue jeans. All he could do now was ride the high until it wore down and all that was left was the embarrassment and the tormenting cackling.

“Fuck, that’s the fastest yet!” Vince was nearly crying with his laughter. “That’s just fuckin’ pathetic! I knew you had a short fuse, but I was barely touching you!” Jesse might have began to tear up himself.

At least, it seems like that must’ve happened, because Vince scooped the twink into his arms and herded him into their dorm room.

“Whoa, what-- Wait, dude, why’d you stop?” Stupid question; Vince had done this almost every time since the third time. Save for maybe the eleventh…?

“Sorry,” he said, “It just looked like I might’ve taken it too far again.” No, he imagined it that time, because he didn’t apologize for it. Does that mean this really was the twelfth time?

“No, no, you didn’t, it’s cool,” Jesse stammered. “Dude, that’s what the safeword is for!”

“Yeah, I know, I’m sorry!” Vince’s personality was a complete 180 from the dom act he put forward. “I dunno, it’s just I thought I saw your eyes get kinda wet, and I thought you were actually hurt when I was going on about it being faster than usual…”

“Dude, that just means you’re doing a really good job!” It wasn’t really a lie, but he did admit to himself that he wish he could last a bit longer, especially if Vince was getting that good at the act. “You’re never worried about me crying when I’m blowing you; it’s basically the same thing!”

“I mean I guess they’re both foreplay, yeah…” Jesse was having difficulty figuring out who was more anxious between them. “Speaking of which…” Vince slipped his hands under the waistband of Jesse’s briefs, and in the same instant, whipped them and his pants down to his ankles. A slick of cum sprang from Jesse’s still-hard dick as it popped out from its confines. His face had barely cooled off only to burn up again as he realized what had just happened.

“Holy shit, Vince!” He had only managed to exclaim before he was swept off his feet and into the jock’s arms. Vince strode the nerd to the couch.

“Come on, I’ve done all the talking so far; I think it’s about time I got you to scream.”