My Straight Best Friends Ask Me To Judge Who Has the Biggest Cock
All characters engaged in sexual activity are 18 or older.
“Dude, did you see the way Kristy was checking me out at the party last week?” Harry says, sprawled across one end of the couch. “I would kill to get with her. I bet she has the most gorgeous pair of tits.”
Pablo scoffs from the other end of the couch, kicking Harry’s leg. “She was not checking you out, man. She was checking me out. We were next to each other the entire time. I swear she winked at me once.”
Harry snorts. “Please. She was probably trying to get an eyelash out of her eye or something. Besides, she’ll want a real man, not someone who needs a magnifying glass to find his own dick.”
Pablo throws his head back and roars with laughter. I sink deeper into the beanbag chair and think, this is my life now. Hanging out with these idiots always turns into some kind of dick-measuring contest—figurative or otherwise.
Ravi sighs loudly from the armchair, not even bothering to look up from the Stephen King novel he's reading. Harry and Pablo keep duking it out on the couch while I stay nice and cozy where I am. Don’t get me wrong, I love these guys. We’ve been best friends since freshman year of high school, and now that we’re in college—and actually living together in the dorms—our bond feels tighter than ever. But the constant macho one-upmanship can get exhausting.
“So what do you think, Toby?” Harry asks, snapping me out of my thoughts.
“Huh? What? Sorry, I zoned out.”
Harry rolls his eyes—he’s never been patient—and leans forward. “I was saying, as our resident gay guy, whose penis do you think is bigger? Mine or Pablo’s?”
Now it’s my turn to roll my eyes. “Neither of you. Ravi’s is bigger.”
Ravi’s head snaps up, eyes wide behind his glasses. Pablo and Harry burst out laughing.
“Come on, be serious,” Pablo says through his laughter.
“Hey!” Ravi exclaims, cheeks already flushed. “I could be bigger than both of you.”
“I am being serious,” I say, fighting a grin. “Ravi’s is probably bigger… At least from what I’ve seen. I haven’t seen either of yours since tenth-grade PE. I see Ravi’s every other day.”
It’s not like we’re naked around each other constantly, but when you share a dorm room, morning wood and changing in front of each other is a daily occurrence. After four years of friendship, our group isn’t exactly shy.
Pablo looks indignant and gestures toward his crotch. “Well, I’m pretty sure there’s been some growth since we were fifteen, Toby.”
I shrug, teasing. “Maybe… But even so, Ravi’s still pretty big.”
Ravi sputters, making a string of incoherent sounds while his face turns a deeper shade of red.
Harry stands up suddenly. “Fine. We’ll just figure this out right now.” In one smooth motion, he shoves down his shorts and boxers. They pool at his ankles, leaving him naked from the waist down like some ridiculous version of Donald Duck.
Pablo cackles. “Bro, no one wants to see your pasty-white ass.”
Harry turns, his dick swinging with the motion. “You’re just jealous of my smooth, beautiful butt. Unlike you, I don’t have to shave back there every week.”
Pablo mutters something about at least being able to grow hair, then stands too. “Fine. Let’s compare then.” He pushes down his sweats and boxer briefs, steps out of them, and yanks his shirt off over his head. Now both of them are standing there, naked and fully committed to whatever the hell is going on.
My cock twitches hard in my sweatpants. I’m pretty sure my face is bright red.
I glance over at Ravi. His expression is a wild mix of horror and fascination as he stares at our friends’ exposed cocks. I’m still not entirely sure if he’s into guys since he never talks about crushes, but this wouldn’t be the first time I’ve caught him sneaking glances at cute guys.
“Come on, Ravi,” Pablo says, grinning. “Get in on this. We should see which one of us is actually bigger.”
Ravi shakes his head. “No way. I’m not about to get into a dick-measuring contest with you two. You’re insane.”
“Don’t be such a spoilsport,” Harry says. “Besides, if you win, we’ll never ask you for homework help again.”
That gets Ravi’s attention. He actually looks like he’s considering it.
Is he really going to do this?
Ravi takes a deep breath. “Two conditions. One, I never have to help with your homework again. Two, both of you owe me a favor I can call in whenever I want.”
Pablo and Harry share a quick look, then nod in unison. “Deal.”
I shake my head in disbelief. “Wait a minute… what do I get for judging you fools?”
Pablo’s eyes light up with that mischievous glint I know too well. “How about we do anything you want for an entire day? Each of us.”
"That’s… actually not a bad deal." I smirk. “Okay. Let’s do it.”
Harry pulls off his shirt, now completely naked. All eyes turn to Ravi, who’s still fully clothed. He sighs like we’re dragging him to his execution, then stands up. In quick, efficient movements, he strips—shirt, pants, boxers—until he’s standing there with the other two.
I can’t help but drink in the sight of my three best friends, completely naked in front of me. My heart hammers against my ribs.
“I can’t believe this is happening,” I mutter.
They all look at me expectantly.
“Okay… well, you should get started then,” I say.
They look at me with blank stares, like someone turned the light off upstairs.
I roll my eyes. “We can’t figure out who’s bigger if you’re all soft, duh.”
“Oh. Right.” Harry reaches down and wraps his hand around his cock, stroking it slowly. Pablo follows suit a second later. Ravi hesitates, so I give him a small, reassuring smile. He nods, then starts stroking himself too.
I lean back in the beanbag, pulse racing, and watch as my three best friends jerk themselves off right in front of me. The room fills with the soft, wet sounds of skin on skin. It’s filthy. It’s surreal. And it’s turning me on more than any fantasy I’ve ever had. My own cock swells, pushing obscenely against the front of my sweatpants.
Ravi lets out a quiet little whimper as he gets fully hard. His cock is long and thin, a deep brown that contrasts beautifully with his light brown skin. He’s completely smooth—not a single hair on his shaft or balls. Harry has a wild, curly bush the same dark red as the hair on his head, though his balls are smooth and pale. Pablo keeps his pubes neatly trimmed, with just a light dusting of hair on his balls. His cock is noticeably thicker than the others.
Within a couple of minutes, all three of them are rock hard, cocks standing proud.
“Do you guys have a ruler?” I ask.
Harry and Pablo look at each other, then grimace and shake their heads.
I sigh. “Fine. Old-fashioned way it is.” I stand up and motion for Harry and Pablo to face each other. They step in close. I place a hand on each of their lower backs and gently push until their hard cocks press together. Both of them gasp—Harry’s eyes squeeze shut, Pablo’s breath catches.
I kneel in front of them, heart pounding, and use both hands to press their cocks flat against each other, pointing upward. They’re burning hot, hard as steel but velvet-soft over the surface. I can’t believe I’m touching my best friends’ dicks right now.
Up close, it’s obvious. Pablo is thicker, but Harry has him beat by maybe half an inch in length.
“Harry’s a little longer,” I announce, “but Pablo’s clearly thicker. It’s pretty close.”
“Ha! I told you I’m bigger,” Harry crows.
“Only by a tiny bit,” I counter, smirking. “Thickness counts too.”
I turn to Ravi. “Now let’s see you against Harry.”
Ravi shuffles over awkwardly. I take his cock gently in my hand—hot and throbbing—and guide him forward until their shafts slide together. Ravi moans low in his throat. A thick bead of precum wells up at his tip and glistens there. I have to fight the sudden urge to lean in and taste it.
Ravi’s definitely longer.
I stand up, brushing my hands on my thighs. “Ravi’s the clear winner. Like I said from the beginning.”
Ravi blushes furiously. Harry and Pablo immediately start arguing over each other—“It’s not fair,” “We’re both thicker,” “I want a do-over.”
I raise my hands. “Guys, calm down. It’s not just about who’s longer or thicker. What matters is how you use it. If you actually want to impress someone, that’s what you should be worried about.”
I pause, letting a teasing edge slip into my voice. “Besides… none of you have any real practice in that department anyway.”
Pablo blurts out, his hard cock still twitching between his legs, “Well, what if we practice with you? So we can get better?”
All three of them turn to look at me at once. Their expressions are a chaotic mix of curiosity, nerves, and unmistakable hunger.
I swallow hard, suddenly very aware of how stiff I am in my pants.
Holy shit.
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