All characters engaged in sexual activity are 18 or older.
Will
“Ha! I win again, bitch.”
Leo’s voice cuts through the room like a victory horn, and I groan so loud it probably echoes down the hallway of the dorm suite. My last dart is still quivering in the wall about half an inch outside the bullseye. Close. So fucking close. But close doesn’t count when you’re playing against Leo.
I roll my eyes and yank the dart free. “You got lucky that last round. That’s the only reason you won.”
Leo grins that cocky, lopsided grin of his, the one that’s been annoying me since sixth grade. “Come on, Will, just admit it. I’m better than you at everything we do.”
I shake my head, smiling despite myself. I hate admitting it, even inside my own skull, but the bastard’s right. He generally is better than me at pretty much everything. Has been ever since we became friends when we were twelve. No matter how hard I push, no matter how many extra hours I put in on the pitch, Leo always seems to stay one step ahead.
He pumps his thick arms in the air like he just won the Super Bowl. “Let’s see… I’m better than you at football—”
“You’re the star of the fucking football team,” I mutter.
“—I’m also better at basketball, swimming, I have better grades than you, and I get more pussy than you.”
I scoff, laughing under my breath. “You’re only better than me at some of those things. But you’re definitely not better at getting girls than I am.”
“Oh please,” Leo says, rolling his eyes dramatically. “I’m drowning in pussy, bro. The ladies can’t keep their hands off me or Leo Jr.”
I raise an eyebrow, amused. “Leo Jr.? Jesus. I guess that’s what you have to call it when you need a microscope to find it.”
Leo gives me a mock-affronted look, mouth open like I just insulted his mother. Then, without warning, he hooks his thumbs into the waistband of his gray sweatpants and shoves them down.
His cock flops out heavy and thick, hanging low between his muscular thighs. Even soft it’s impressive—way bigger than I remembered. The sudden sight of it makes my stomach do a weird flip.
I throw my hands up, laughing. “Dude! Put that shit away!”
Leo tucks himself back into his sweats with a smirk, but not before giving his dick a little adjustment. “Like what you saw, huh?”
I shake my head, still grinning, but I can feel a slight flush crawling up my neck. “Maybe it’s not as small as I remember it.”
The last time I actually saw Leo naked was back in middle school, changing in the locker room after basketball practice. We’ve been on separate teams since high school—me with soccer, him with football—so we haven’t had a reason to be around each other like that in years. Until tonight, apparently.
“But that doesn’t prove anything,” I say, trying to regain some ground. “I get just as many girls as you do.”
Leo’s grin turns wicked. “Maybe. But I’m pretty sure I’m better at pleasing them than you are. Just like I’m better at everything else.”
I roll my eyes so hard it almost hurts and drop onto the couch, snatching the remote to flip through channels. “Yeah, right.”
The TV drones on for about ten seconds before Leo’s voice cuts through again, lower this time. Serious.
“Why don’t we prove it? Let’s finally put this all to rest and see which one of us is actually better.”
I sit up a little straighter. My competitive streak flares instantly. I can’t pass up a good challenge, especially not from him. This might be the moment I’ve been waiting for—the one where I finally prove I’m just as good as Leo. That he doesn’t have to keep carrying our friendship because I can’t keep up.
“What did you have in mind?” I ask.
Leo’s eyes light up. “We can call it The Ultimate Competition. A series of challenges—let’s say nine of them. Chosen by each of us. First one to win five is the better man. The Alpha.”
I shrug, trying not to look too eager. “Sure, why not? And when I win, you can call me Mr. Alpha from now on.”
“You’re on,” he says with that dangerous smirk. “You can even pick the first challenge.”
I think about it for a few seconds, then smile. “Okay. First challenge: wrestling. Best three out of five pins. Each pin has to be a full five seconds. No striking, but everything else is fair game.”
Leo nods, already pushing the coffee table out of the way to clear a wide space in the middle of the living room. “Let’s start now.”
We both peel our shirts off. The second my eyes land on Leo’s bare torso—those broad shoulders, the deep cuts of muscle across his chest and abs, the way his waist tapers—I feel a flicker of doubt. He’s bigger than me. Taller. Broader.
Maybe this was a mistake.
I shake the thought off and we drop into starting position.
It doesn’t take long for him to use that size advantage. He’s on me fast, but I manage to find a tiny opening, twist, and suddenly he’s on his back. I pin him. One… two… three… four… five.
First round to me.
We’re both breathing harder when we stand. To my surprise, Leo immediately shoves his sweatpants all the way down, stepping out of them in just his black boxer briefs. The fabric strains against his thighs.
“What?” he says with a shrug when he catches my look. “The pants were getting in the way. I don’t want any disadvantages.”
I grit my teeth. No way I’m letting him have even that small edge. I push my own shorts down and kick them aside, left standing in my gray boxer briefs.
Round two is brutal. He gets the pin this time. I can feel the heat of his body, the raw power in his arms and chest as he holds me down.
We go again.
This round I get aggressive. I grab the waistband of his boxer briefs for leverage, hook my leg inside his, and take him down. Another five-second pin. I’m up two to one.
Leo’s face flushes with a mix of frustration and something else I can’t quite read. Then, without a word, he hooks his thumbs into his briefs and shoves them down, letting them drop to the floor. He stands there completely naked, cock hanging heavy between his legs, already thicker than before.
I stare. “What the hell are you doing?”
Leo gives me a mischievous look, eyes gleaming. “You said anything but striking goes. I want to do this the way they used to back in the day. Naked wrestling. Real wrestling.”
I shake my head, heart pounding. But I know if I stay in my underwear, he'll have something to grip. Swallowing hard, I push my own briefs down and step out of them. My cock swings free, already half-hard from the friction and adrenaline.
I can’t believe we’re about to wrestle naked.
We circle each other again.
The next grapple is pure chaos. At one point Leo gets behind me, and I feel the hot, heavy length of his cock slide right between my ass cheeks as he tries to take me down. My hand accidentally brushes against his shaft—thick, warm, and getting harder by the second.
Somehow I end up on my back with Leo on top of me. Our cocks press together, sliding and rubbing as he fights for the pin. I feel myself getting fully hard against him, blood rushing south so fast it makes me dizzy. The sensation is too much. I tap out and let him pin me.
When we stand, we’re both panting, flushed, and rock-hard. Our dicks point upward, angry and leaking.
Leo chuckles, low and rough. “Last round. Ready to lose?”
“You wish,” I breathe.
We crash together again.
This time I get behind him. My cock slots between his firm ass cheeks, the head dragging along his crack with every movement. The slick glide of skin on skin is driving me insane. I’m so close to bursting I can barely think.
Leo breaks free, spins, and suddenly his big hand wraps around my cock—firm, hot, unapologetic. He uses the grip to twist me around behind him. The pressure feels way too good. A moan rips out of me before I can stop it.
I reach back desperately and grab his cock in return. Leo lets out a soft, surprised moan that shoots straight to my balls.
We’re both standing again, circling, cocks throbbing and dripping precum in steady beads. Mine is so hard it actually hurts.
Then Leo pulls some move I’ve never seen before. Next thing I know I’m flat on my back and he’s straddling me, grinding his thick cock against mine with purpose. The wet slide of our shafts together is obscene.
He smirks down at me, eyes dark. “Give up yet?”
I refuse.
I reach around, trying to find a hold, but my fingers end up sliding between his ass cheeks. On pure instinct I push further. The pad of my middle finger brushes over his hole.
Leo gasps sharply, hips stuttering.
That split-second distraction is all I need.
I flip us hard. Now I’m on top, our cocks trapped between our stomachs, gliding through all the precum we’re both leaking. The friction is filthy and perfect. I can’t stop myself from rutting against him as I fight for the pin.
I need to end this now, or I’m going to cum all over him.
With a final, desperate thrust, I grind my cock hard against his and pin his shoulders to the carpet.
One… two… three… four… five.
Leo lets out a loud, broken groan beneath me, his whole body shuddering. I feel a sudden rush of wet heat pulsing against my cock and stomach.
When I finally pull back and look down, his abs are streaked with thick white ropes of cum.
Holy shit. He just came.
I stand on shaky legs and offer him a hand. He takes it, letting me pull him up. We’re both still breathing hard, still half-hard, cum cooling on his stomach and smeared across my own cock and abs.
Leo looks at me, face flushed with a mixture of embarrassment and disbelief. He shakes his head slowly.
“I can’t believe you beat me.”
He sticks his hand out anyway.
I shake it, my mind spinning a million miles an hour. He doesn’t move to clean himself up. Doesn’t even seem to care that he just blew his load all over both of us from nothing but our grinding cocks.
What the fuck is going on here?
Leo clears his throat. “First challenge goes to you.” His voice is still a little rough. “But I already know what I want the next challenge to be… and I’m definitely winning that one.”
I gulp, nodding slowly, heart still hammering against my ribs.
I glance down at the mess between us again, then back up at his face.
If I know Leo as well as I know I do, being naked for the next challenge might just be the beginning.
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