The Boys Weekend Away
An SPH Experience by SportyMcShorty.
He’s 22, tall and lanky, with this laid-back vibe that screams ‘I don’t try, but I win anyway.’ He’s not the type to pack on muscle, but he’s got that effortless charm. And man, does he talk. Not outright boasting, but these humble brags slip out: stories about girls begging for more rounds, hinting at his ‘endowment’ keeping them up all night. Rumors from his exes back it up—whispers in our group chat about how he stretched them out, made them scream. I’d laugh it off, but it ate at me. Was he really that hung? That good?
We decided to blow off steam on a guys’ trip to this beachside hotel in Florida for a weekend. Sun, sand, cheap beers—perfect. That first night, we hit the pool after dark. The place was quiet, just a few stragglers splashing around under the string lights. That’s when she showed up: this brunette bombshell named Shelley, curves for days—full tits straining her bikini top, hips that swayed like a promise, ass round and firm peeking from her bottoms. We’d all been chatting earlier by the bar. She was staying with some friends, single and flirty.
Will and I were in our swim trunks, and I caught her eyes lingering on our crotches more than once. Mine was flat, barely a hint of a bulge even when I shifted. His? A noticeable outline snaking down his thigh, thick, even soft. I felt a twinge of envy right then, but played it cool. We joked, she laughed at his dumb stories, and I headed back early. Stomach bug or something—didn’t want to puke in front of everyone. Our room was a suite with two beds separated by a thin wall, and the door cracked for the AC.
I crashed hard, lights out by midnight. Hours later, maybe 2 am, the door creaked open. Low voices, giggles—Will stumbling in with Shelley. My eyes cracked open, feigning sleep, but curiosity burned. She was murmuring something about how she couldn’t stop thinking about him, how the pool chat got her wet. Clothes rustled, hitting the floor with soft thuds. I heard her drop to her knees on the carpet, right in view if I peeked around the corner. Fault me all you want, but I couldn’t resist. Heart pounding, I shifted silently, cracking the door wider for a sliver of sight.
There she was, on her knees in the dim lamp light, Will standing over her like a king. His trunks were gone, and fuck— the rumors were true. His cock hung heavy, already half-hard, easily seven inches semi-hard, veined and thick as my wrist. She wrapped her hand around the base, stroking it to life, and it swelled in her grip, pushing past eight inches, rigid and curving up with a fat, mushroom head glistening.
“God, you’re huge,” she breathed, eyes locked on his as she leaned in, lips parting to take the tip.
She sucked slow at first, tongue swirling the head, then deeper, cheeks hollowing as she bobbed, gagging softly when it hit her throat. Saliva dripped down the shaft, her free hand cupping his heavy balls, massaging them while she moaned around his length. Will groaned, threading fingers through her hair, guiding her rhythm.
“That’s it, take it all,” he muttered, voice low and smug.
I froze, my own dick twitching in my boxers. It was pathetic—stirring to maybe four inches, thin and eager, but nothing like his monster. She glanced up at him with those big eyes, slurping noisily, loving every inch she couldn’t quite deepthroat. Then her gaze flicked—straight to my hiding spot. Our eyes met. I don’t know why I did it, but I flashed my small hard dick at her. She smirked around his cock, but didn’t stop, just winked before diving back down, sucking harder. Heat flooded my face as I put my shame away.
She now knew for sure about my little dick.
And she fucking knew I was watching, creeping like a perv on my ‘better’ friend’s conquest.
Humiliation twisted in my gut, but my submissive little dick throbbed harder, leaking pre-cum into my shorts.
They didn’t stop there.
Will pulled her up, spinning her toward the bed. She bent over, peeling off her bikini bottoms to reveal that fat, juicy ass—plump cheeks parting to show her shaved pussy, already slick and swollen. He slapped her ass hard, the crack echoing, leaving a red handprint. “Spread for me,” he said, and she did, arching back as he lined up.
His big cock (now an easy 9 inches fully hard) nudged her entrance, then thrust in—slow at first, stretching her lips wide around his girth. She gasped, fingers clawing the sheets. “Oh fuck, yes—fill me up!”
He bottomed out, balls slapping her clit, and started pounding, hips snapping with stamina I could never match. Her moans filled the room, raw and desperate, tits bouncing as he railed her from behind.
“Harder, Will—your cock’s so big, it’s hitting everything!”
She came quick, body shaking, pussy clenching visibly around his shaft as juices squirted down her thighs.
I couldn’t look away. My hand stayed frozen. I didn’t dare touch myself. But watching his thick cock piston in and out, coated in her cream, her ass rippling with each slap—it was too much. My tiny dick spasmed untouched, cum spurting weakly into my boxers in hot, shameful pulses.
A soft moan escaped my lips—fuck, did they hear?
She glanced back again, eyes gleaming with mischief, but kept riding him reverse cowgirl now, grinding her hips to take him deeper. He flipped her missionary, legs over his shoulders, drilling relentlessly. She came again, then again—screaming his name, nails raking his back—while he held out, sweat-slicked and grinning. Over an hour of this: positions shifting, her worshipping his cock between rounds, begging for more. Finally, he pulled out, stroking that massive rod until ropes of thick cum painted her tits and stomach. They collapsed, panting, her curled against him as they drifted off.
Morning hit like a hangover.
I played it casual, avoiding the sticky mess on my sheets.
Will woke first, Shelley already gone with a quick kiss. ‘Rough night?’ I asked, forcing a grin. He stretched, smirking. ‘Fun as hell, man. That girl’s insatiable.’ I nodded, stomach flipping. ‘Must’ve been a wild ride.’ He just laughed, no clue—or maybe he did, that laid-back shrug hiding everything. We never talked about it, but the secret burned. Back home, alone in my room, I’d strip down, grip my underwhelming dick—hard but so small next to his memory—and stroke furiously. Reliving her moans on his fat cock, the way she came undone, knowing she saw my pathetic hands-free squirt. It’s humiliating as fuck, but I cum buckets every time, craving that submissive rush. Will’s got the size, the stamina, the girls screaming. Me? I’m just the hot guy on the outside, jerking to his shadow.
The End.
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