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After swim season, some of the guys would meet up and go skinny dipping late nights in the school’s lap pool. It was simple really, seeing as the principal’s son Mark Roylance was our team captain, and that he’d stolen the necessary building keys to let us in.
For most of the boys it was simple childish fun – sneak out late at night with some beers, sometimes a keg would be on hand, and break into the school. Last one naked into the pool would have to take a double shot – swimming and drinking. . . brilliant, I know. Looking back, it’s fortunate that no one ever drowned. For a few others this nightly ritual meant getting away from demanding parents – that was one of my reasons for sneaking out. But in addition to that, I really just liked getting naked around Ryan Hartly.
Sure, he’d sometimes bring a girl or two along with him – so would the other guys – so I knew he wasn’t gay. But the temptation of watching his biceps as he swam? Or waiting to sneak one of his ripe swimmer jocks away once he stripped it off and cannonballed in? I couldn’t help myself. On the fifth time we all snuck in and partied the night away, I ended up watching him through the cracked sauna room door as he fucked one of the local girls.
I wasn’t watching her; I was pretending that it was his stiff cock pounding into me, arms pressing my chest up against the sauna benches – he bit his lip when he moaned, and sometimes forgot to breath between thrusts.
So yeah. . . it wasn’t just for the swimming and the booze.
As a sophomore I hadn’t been allowed into this elite club, though I knew all the swimmers were sneaking out for the skinny dipping – my older brother Drew had been one of them before he graduated. Man, had it been awkward trying to keep my secret from him, when al it would have taken was noticing that I liked – loved – to linger in the men’s locker room before and after practice. I’m surprised none of the other guys had noticed, especially since we weren’t the most liberal community. The word ‘fag’ got thrown around a lot, and you could tell that some of the swimmers really would beat the shit out of you if they, even for a moment, though you were starring at their dong.
I didn’t take showers with the other boys – I wouldn’t have been able to hide my. . . engorged feelings. . . in a setting like that. Maybe it came from watching too much porn; or from the shoes I sometimes stole from these distracted swimmers – judge me if you want – but the locker room had an instant effect on me. Sometimes I had to enter a bathroom stall and jerk off before and after swim meets – once before I saw them changing into swimsuits, and once for the moment they started showering. Fuck, there are pains to being a horny 17-year-old. Not to mention that every now and then, as I was jacking off hidden behind the stall door, I could spy on pairs of feet passing by – yeah, that usually did it for me, instant ejaculation.
But jacking off alone isn’t the same of having something to fantasize about, and the nightly pool games gave me plenty of material to take home to my bedroom.
We were all pretty fit guys – the guys who did track and swim team were probably the fittest – so skinny dipping with my team was much more rewarding than any regular gym activity with regular guys at our school. While swimming I could look around and have a plethora of fantasies in one look – like the twins Jamal and Bajad – they liked to play wrestle each other for the ladies. Either that or they really hated each other; it often started with yelling, turned to splashing, and then they were naked on the side of the pool, rolling and straddling and pinning each other down. In my fantasies. . . they took turns using my ass as their plaything. Usually it started with them catching me sniffing the jockstraps in their lockers – something I’d actually done before – and then it turned into leverage they could use to get me on my knees.
Or. . . Martin Washburn – we were both juniors together now, some of the few juniors allowed to attend these secret naked gatherings. The reason I’d think about him, is because I sometimes caught him jerking off to the girls. He thought he was pretty sly, swimming at the deep end of the pool near the wall, but the little ripples of his hand underwater are what gave him away. What I wouldn’t give to have him swim up behind me and take advantage of my more than willing hole – he had amazing hips. . .like sculpted hips; they made me think about how powerful a thrust from him might be.
But my mind usually came back to senior Ryan Hartly.
Maybe it was because I’d actually seen him in action fucking that girl, or maybe it was because he had the sculpted legs of a runner in addition to the chiseled chest and arms of a swimmer, or maybe it was the size of that hammer between his legs. He had no fear, in the pool or outside of it. Either his cock was dangling and swinging back and forth, or it was threatening to jab everyone in the eye – Ryan would get erect around the rest of us and just shrug it off while making the others laugh. “I’m thinking about Myla Goddard giving me a blowjob.” He’d joke, slapping the side of his cock. Once when he sprouted a massive boner in the locker room showers, he jested, “It’s because Solinski’s got a woman’s ass; I was confused for a second.”
I blushed and had almost had to run out of the showers to keep them from noticing how happy his comment made me. I really did have a shapely ass – the only reason I knew this is because older guys on Grindr sometimes told me so. Though, I had noticed – happily – that my big ass cheeks were good at wedging butt plugs in my ass. Sometimes I’d walk around the house with one in, thinking about what Ryan had said about my ass, and glad that my parents couldn’t see the plug or the boner beneath my sweatpants and underwear.
“You keep fidgeting during dinner. Hold still ya freak.” My older brother had teased me only two weeks before when I was testing out a bigger toy than I’d used before.
“Shut up.” I gave him the finger.
The parental’s sent me to my room after that – which is exactly what I wanted anyway.
Pinned on the ceiling above my bed was the team photo, all the swimmers in their tight swimmer thongs, hairless as the day they were born, chests dripping and heaving from the exercise. I can’t tell you how many times I had worshipped that photo with my boy juices. It helped that in the photo I was right in front of Ryan’s bulge; you could actually see his cock through the crack of space in between my legs. Luckily none of the guys on the team had noticed the positioning; I secretly suspect some of them might have wondered about my sexuality. When I was first invited to the late night pool fun, an older guy had poked me with a finger and complained, “Who invited the fag?”
It was actually Ryan who had been cool enough to invite me; and he came splashing out of the hot tub to my aid.
“James is cool. He’s just one of the guys, lay off.” He gave me a sly wink, brushed back his bleached blond hair, and with a single grab tugged him and the older jerk into the deep end of the lap pool. Jameson Solinski, that was my name – yeah, it was a mouthful. Most of the team had taken to calling me Jay – as in J. Solinski, which is what the team photo said. Other than a few assholes, most of the guys had accepted me fully – I was one of the most dedicated swimmers, and lots of them knew I never slacked during swim drills, even when they went on for hours. Though, swim drills made me pretty happy – after all, how could I be unhappy while surrounded by around 14 other guys in nothing but blue speedos?
And it was nice being one of the guys. It was nice being surrounded by the fantasies they gave me (as previously mentioned). Other perks included at least six of these guys, who although not supremely muscular, definitely had something large down there. There was also Jason Jaxon – the only black swimmer on the team – he had those lips going for him, as well as one of the hottest asses I’d ever seen. In fact, it was actually kinda something of a miracle, because for a boy like me (who was definitely a bottom) Jason’s thick pink lips and cocoa ass made me want to selfishly use his mouth before moving on to his hole.
Look. . . long story short there was a reason I became a regular at the nightly parties, and there was a reason I kept getting invited even though some people slightly suspected what I was after, and there were many sexy reasons I hurried home to play my favorite instrument to glorious cum soaked panting exhaustion. My team had my back, they were fun to be around, and they were cheaper than buying fake men from porn websites. There’s something amazing about fantasizing about someone who is real, even if they’d never be down to fucking you up the ass.
Or so I thought, before the last week of junior year and the incident at the swimming pool.
That week as finals rounded off, classes became boring repeat performances of movie after movie as teachers lesson plans puttered out – I finally got up the courage to ask out my first guy. He wasn’t necessarily anything special; not even someone I’d talked too all that often; some full of himself twink from the drama department; sparkly eyeshadow and everything.
At most I hoped the date would prove once and for all that I was gay – don’t get me wrong, we all have our doubts – and that maybe we’d kiss a little at the end of it. If he had wanted to go upstairs for a fuck, I wouldn’t have gotten in his way – but I just thought it was unlikely.
“Last night at the pool buddy!” Ryan Hartly came by, slapping me on the back and distracting me from yet another text I was sending my soon-to-be date.
“I actually don’t think I’ll be able to make it this time.” I answered; even knowing as I said it, that tonight might be my last chance to see Hartly’s amazing cock and shaved swimming pubes.
“Ahhhh. You sure about that? My friends and I all chipped in for a few bottles of vodka.”
I laughed at that, but had to look away from his stunning chiseled jaw and high swimmer cheek bones. “Damn, even dressed this guy gives me a raging hard on!” I thought.
“I’ve got a date.” I slipped up, not actually wanting him to know that.
“Oh?” His grin was devilish, “What kind of hoe would go out with you?”
It was an asshole kind of thing to say, but I thought that he was probably joking.
“Nobody you know.”
“Come on, I know every hot piece of ass in this school by now.” He winked.
“Trust me; I’m definitely not getting your sloppy seconds.” I rolled my eyes at him.
“What’s her name.”
I balked at the question, then made up the first name that came to me, “Jessica.”
“Jessica Miles? Isn’t she dating one of the math geeks? Or Jessica Pierson? Honestly, I thought she was a lesbian. . .”
There was something about the way he was looking at me that made me really nervous, like he knew that I was lying to him.
“Guess you don’t know her.”
“Probably a sophomore.” He teased.
“Yep. Haha. Just my type.”
“Well,” he flexed his biceps, clearly visible under his white t-shirt, “While you’re getting some ass, I’m sure gonna miss that hot booty you got carrying around.”
“Very funny you asshole.”
And just like that he was gone, and pretty soon the school day was ending.
Honestly, as I got ready at my house and the light outside started to fade, I did kind of start to get worried about the date. I wasn’t sure how to go on a date with a guy, or if it was very different from going out with a girl. And although I was open to sex – I desperately wanted to lose my virginity and get good at riding someone (my drawer of anal plugs and dildo’s aside) as the possibility drew closer, I wondered if this kid was the right choice for my first time. Too be honest, he was a little. . . girly for me; not that that was a bad thing. But for the record, I had spent the majority of my junior year swimming with and starring at muscular naked jocks – a type had developed.
Which of course, is when the text came in, solving the dilemma for me. In a way it was probably one of the cruelest forms of karma: SORRY. DON’T WANT TO GO OUT TONIGHT. THANKS FOR THE INVITE! YOU’RE JUST NOT MY TYPE.
Apparently, drama kids can be just as dickish as certain jocks I knew.
And oddly, I was crushed.
For the next hour I wandered around my room, banging things and hanging my head and changing out of the nice clothes I’d thrown on. I scrubbed at my wrists, trying to get rid of the silly cologne I’d put on. Then, once it was really late – the parents definitely in bed – my depression and anger drove me downstairs where I jimmied open the liquor cabinet and swiped a bottle of jack. I started drinking it with abandon, gagging at first as it burned its way down – laying back on the couch in nothing but my boxers and hating the limited gay community I had to choose sexual encounters from.
A little after midnight is when the text came in from Indian Boy – one of the teammates at the nightly pool party; we’d given him the nickname because of his long black hair that he refused to cut. The text read: YOU COMING TO THE PARTY? IT’S A RAGER.
I had nothing better to do, but since I was drunk, I had him come and pick me up.
He pulled up in his jeep, and since there was a girl in front I had to climb in back; as I got in, I noticed she was bent low over his lap.
“Sorry buddy.” Indian Boy winked, “Me and the misses are just finishing something up from earlier when I got your text.” The girl came up for breath in his lap and giggled.
“I could have walked. . .”
He sped off and soon we were pulling up behind the school – car lights off so that the campus security wouldn’t notice us. Not that they cared; this time of year senior pranks were accepted and almost encouraged – if security saw a car or two or three or five, they’d probably shrug it off and continue their rounds.
At the pool, it really was a raging party. Red solo cups were being passed around in abundance, and there were easily triple the number of women that usually came. Not all of them were stripped out of their bathing suits, but at least every single guy at the party was strutting around completely nude. Balls dangled, post-season hair growing back in on gorgeous pubes; I had to look away and I was still mad about my date earlier that night. Snatching up a half full bottle of vodka, I pushed my way toward the sauna and joined the twins and a few other guys in the hot steam.
We played a few rounds of floor beer pong, and I could tell I was getting drunker by the second.
“Dude, you’re still dressed.” One of the twins suddenly pushed my back against the door, pulling my shirt up and exposing my sweaty chest against the heat of the sauna.
The other guys laughed at the rough play as the other twin, Jamal – though it was hard to tell through my beer goggles – joined in and practically yanked me out of my jeans. “Nice jockstrap homo!” One of the jocks laughed; but I just flipped him the bird which made everyone else laugh. Soon I was just as naked as the other guys, and as more joined us in the sauna, we were forced closer and closer together.
“Fuck it!” One of the twins yelled, moving on top of a random guys knee – I didn’t even recognize the kid. And since that made more room, a few more guys took up seats in each other’s laps – one of them was Martin, the kid who jerked off in the pool every night he came to a party. As he looked for room, he finally found a spot – I was surprised as his plump ass came down right on my lap; he made some joke that I couldn’t make out against the loud partying.
It took every ounce of my control to keep my dick from springing up and jabbing into his ass – so instead of just sitting there and suffering, I made my escape, gave him my spot, and hurried out to the pool with my bottle of vodka.
It wasn’t until I was walking that I realized how drunk I actually was – the world was doing summersaults and it was hard to make out the edge of the pool before suddenly – SPLASH. Water filled up my nose and exploded between my thighs; filled up the nearly empty bottle I was holding. And once I was underneath, I really couldn’t tell what way was up – the dizziness was insane. Little bubbles danced around me and I wanted to laugh at them – and then more water was clawing its way into my mouth and. . .
The next thing I know my eyes were wide open and a pair of lips were glued over my mouth. Someone was pinching my nose, hard! I turned over on my side and started coughing, dislodging the dripping mouth from my own as a rioutous cheer broke through the party!
“Steller Ry! I knew you liked kissing guys!”
The sound of skin on skin contact, maybe a fist hitting his stomach, and the boy who’d made the comment immediately shut up.
I tried to stand, but the dizziness remained and I stumbled back toward the ground – arms caught me before I could smack my head and pass out again.
“Don’t worry, I’ve got him.” A voice said, and then I felt myself being carried.
The noise went away at some point – all the splashing at the pool, the raucous laughter, the girls shrieking when boys ran past and slapped their exposed asses, even the moaning under the bleachers. I closed my eyes and didn’t dare open them – I was too embarrassed to find out who’d saved me and where they were taking me. When he finally laid me down, my back was against something cool like tile. But I could tell from the way my long legs dangled off the edge, that I was still elevated above the floor.
Maybe if I just pretended to be passed out, he’d go away.
That’s when I felt something large rub down my dripping taint, pressing slightly as though it were getting bigger, and then down against my asshole. I opened my mouth to shout out, or speak, or something, but that’s when the jockstrap was shoved in between my teeth – I could tell by the sweat smell and pheromones.
“I figured that would wake you up.” He said as my eyes flew open.
I was surprised to find that the dripping Ryan Halty himself, was pressing the wad of used underwear into my mouth; and I could tell from the smell that they were his.
Above me his abs and chiseled chest loomed, along with his defined thighs and the piece of meat engorged between them – it was at least seven inches at this point, and he wasn’t even fully erect yet. But I could tell from the way he rubbed his cock against my ass that he was getting harder by the second; the tip of his dick was wet, and it wasn’t from the pool water.
“I didn’t think you were going to make it. Your date cancel on you?”
Unsure, I nodded, wincing with pleasure as he moved his cock from my hole to up against my taint and back. When his head prodded my balls, I noticed that my penis was already at full mast, just as wet with precum as his member; it halted at 6 ½ inches long, but the head of my cock was the thickest part.
Seeing where I was looking, Ryan reached out and ran a thumb along the sensitive opening of my head, staring into my pleading eyes.
“You weren’t getting ass tonight, were you?” He asked, “You were hoping to get it?”
His cock stopped just against the tight ring of my ass; it had been awhile since I’d played with my toys and I eyed the cock – now nine inches long and about an inch wide at the dripping head. His precum stuck against my ass and pulled away in sticky strands as he teased me.
I tried to speak through the makeshift gag, but it just came out as faint moaning.
“Can’t let the other guys hear me ramming you.” He licked his lips.
Had he been the guy that saved me from the pool? I looked at those lips and then down at his hard-on which suddenly jumped against my ass; I was almost sure that Ryan had been the one to save me. And now, here he was, looming over me, mercilessly and wonderfully pressing his cock against my entrance and threatening to devirginize my ass. Fuck. I wanted it. I realized that I’d always wanted it to be Ryan Halty.
“You know,” he smirked, “I’ve always noticed the way you look at me. And at the other guys. Does it surprise you? You’re not as oblivious as you think – little closet fag who joins the swim team hoping for the occasional fuck.”
I nodded my head.
“Don’t worry.” His cock pushed harder against my opening, “Your secrets safe with me; after all, that’s why I joined the swim team.”
I felt the very opening of my asshole close around the first few centimeters of his head and I bit down on the jockstrap, it’s intoxicating smell invading all my senses. “How could this monster be the same guy I saw fucking a girl just a few months ago?” I thought, both pleased that he was using me, and impressed that he’d joined the swim team because he liked fucking ass.
“I’ve watched you for a while now.” His voice was almost a whisper.
I moaned on the gag.
“Thought we’d get some alone time sooner than this.”
Then he finally actively pushed, and I felt more of him slid inside of me. I screamed out, but luckily it was absorbed by his jock.
“Needs a little lube.” He pulled his cock out and spit on it, rubbing the wet all the way down his shaft, eyes never leaving mine. Then he bent over slightly and reinserted the bell-end right into my hungry ass, my tight ring closing over his head and making me taste his salty precum and sweat all over the used jock. He didn’t start slow at all, but grabbing my legs he pulled my feet up toward his face as he rammed the rest of the cock into my hole.
“Yeah.” He moaned, biting down on his lip.
Holding my legs, he used them for leverage and began to take my virginity without a care for the burning pain his massive organ was causing. But as quickly as the hurt began, it went away, and I felt the bulge of his head rubbing with intense pleasure against my prostate. I didn’t dare touch my cock oozing precum; the combination of the taste of the jock and the amazing pounding I was getting – if I had jerked off there would be no stopping me from cumming in seconds. He moaned again and bit his lip and grabbed my legs tighter.
“Do you like feet?” He asked, “I do.”
If possible, he pulled my legs up closer to him as he pounded me. His tongue flicked out and ran along the arch of my right foot, and his eyes rolled back in his head as the fucking increased in tempo. Those thick thighs of his slapped against my large ass.
“I-I’m getting close.” He panted, which is when we heard the door to the locker room open and someone started to come in.
Ryan startled away from me, roughly pulling his shaft out of my wide-open hole. He didn’t give me a second to moan at the sudden absence of his cock, and the pulsing of my widened ass hole, but grabbed my hand and pulled me around the wall and into the communal showers. As we ran, the underwear fell out of my mouth; but neither of us paused to collect them.
“Ryan? You in hear buddy?” A voice called.
Both of us were panting now, and trying desperately to contain our heavy breath as we pushed up naked against the shower wall. Ryan moved in front of me, his erection brushing against my leg, and then he covered my mouth with his hand while I covered his with mine. Surprisingly, he bit down a little on my skin.
“Ryan?” The voice called again; this time entering between the lockers where we’d been groin to ass, thrusting and moaning, only moments before.
I could tell by the voice that it was the principals son – the one who had keys to the building – he’d also been the jackass that was most often rude to me. He liked to call me and a few others names like, ‘fag’ and ‘homo’. I wondered what he would think if he came around the shower corner and saw Ryan Halty covering my mouth, cock fully erect against my leg and now sliding into place against my own cock.
Surprisingly, Ryan didn’t seem afraid, but instead moved his free hand down slowly until he was rubbing both our cocks together in a massive grip. Again, his bright green eyes never left mine, even as the frottage grew more intense and he began massaging the heads of our cocks together.
“Ryaaaaan!” The voice called one last time, almost at the entrance to the showers.
He stopped jerking us off and we stood very still; but at long last footsteps sounded – they moved back through the lockers, and the door opened and slammed shut with a resounding thud.
“I thought that bastard would never leave.” Ryan panted as my hand pulled away from his grin, “Fancy a shower?” He let go of my mouth and turned the faucet that had been gouging into my back – and soon hot water fell over our shoulders. As it hit my back, Ryan surprised me by only continuing to rub his hand along my shaft as he sunk to his knees. Happy at the gesture, I knew exactly what he wanted.
I grabbed his hair and moved his open mouth around the head of my cock, so glad that the other guy had finally left. As he began licking his way down my shaft, I became starkly aware that he had to have done this before. He knew to suction at my head while he played with my balls, and as his slurping intensified and his mouth bobbed up and down on my throbbing member, Ryan pressed his fingers into the pleasure spot just above my asshole. I moaned loudly and began thrusting harder into his mouth.
He gagged on my cock and it was amazing; he didn’t pull off, but kept taking more and more of me. Thinking about back in the locker room, and the ache of his cock now missing between my ass cheeks, I felt myself getting closer. Ryan could feel my cum wanting to get out all over him, and he stacked a hand below his mouth and jerked me off while blowing me.
“Fuck!” I panted.
Grabbing his hair and pulling his hard hard into my groin, I didn’t care about his comfort level. Suddenly, for the first time in my life I cared less about giving a guy sex, and more about getting off. My prick throbbed as I began railing this new fuck hole, and the combination of pressure from his hands and mouth and throat sent me over the edge as I pounded two more times and then began cumming. He pulled off of my cock – some of my juices dripping down his chin – while spurts of the hot cum shot into his hair and on his face and chest.
“When was the last time you let a guy give you head?” He laughed, licking my seed from his chin.
“You’re my first.”
He looked surprised.
“Are you a. . .”
“Virgin.” I shrugged.
All at once his green eyes lit up and he ran hand through his bleached blond hair, beginning to look wild and hungry.
“Fuck, that makes this hotter.” His hands found my shoulders and he pressed his hungry mouth against mine, his tongue pushing traces of my salty cum down my throat. Then he moved my shoulders and pushed me against the wall, which was now slick with the warm steam of the shower pouring over us.
Craning my neck, I watched him scrape off the white batter from his chest, then he spat into his hand – using the makeshift lube, he slicked up his shaft and once again pressed the massive head into my ass hole. There was no delay between the speed of his head opening me up again and the pressure of his cock filling my entire backside. As he plowed into me, his free hands grabbed my cheeks and spread them roughly apart.
“So that’s what virgin ass feels like.” He breathed, his mouth just there against my ear, “Fuck your jizz is perfect for lube.”
Once again Ryan started thrusting into me, and with the new standing angle his cock was surprisingly reaching deeper and deeper. Those muscles of his pressed up against my back made me so horny, that as he plowed into my ass and against my prostate, I felt myself starting to get hard again. “Fuck I like seeing myself plow into you.” He breathed, moving his hands to my back and pushing me harder up against the wall. Water ran down our shoulders, and between its drops I felt him kissing the back of my neck as he started fucking me harder.
His hands gripped my shoulders and I felt his cock slide from head to base in a single deep thrust. This time I moaned so loudly, I had to stifle the sound with my own hand.
“I’m getting so close babe.” He panted, “Your fuck hole is so tight.”
He rammed into me again and again, and I began to feel his cock tense up inside me. As his hips began to slap loudly against my body, I started desperately to jerk off again – I wanted so badly to reach orgasm alongside him.
“I-I’m gonna cum soon. Fuck!”
His cock slid in and out of me, his mushroom head puckering my asshole wide as it almost let go and then sucked his member back inside. Each thrust was more blinding than the last, until I was so turned on that all I could see were stars, and all I could feel was my hand sliding back and forth aggressively along my shaft. If possible, he pushed his prick deeper inside me, letting out an amazing moan. Then I really felt his balls contract against my thighs, and his hot cream erupted inside me.
“Fuck, I’m cumming.” He sounded surprised, and he stifled another moan.
“Me too.” I panted, rocking back into him to increase the pleasure as he blew his load, and jerking my cock hard at the same time until I was painting the shower tiles with my largest wad in weeks.
“Fuck,” He breathed, biting down slightly on the back of my earlobe, “Fuck, fuck fuck.”
“fuuuuck. . .” I agreed, as we leaned against the wall, panting, and he slowly pulled himself out of his cream pie.
Once we’d regained our senses, we slowly showered each other off, kissing and running our hands along each other exhausted privates. Then we entered the locker room and he threw me his jock, “For later,” he added, “when you jerk off thinking about me.”
From the noises and music, the party was still raging outside.
We stopped at the door, him still naked and me wearing his jockstrap.
“Don’t tell anyone about this – our little secret,” He said, “And I promise we’ll do this again sometime.”
Outside the door we went our separate ways; but later, around 3 a.m. when we were just treading water in the lap pool, Ryan found my eyes and smiled knowingly at me.
I couldn’t wait for our next fuck.