Chester the Lifeguard

by JPMitchellSmith

18 Mar 2017 15716 readers Score 8.9 (173 votes) PDF Mobi ePub Txt


Last month, the training pool in our college sports complex was closed for a week for maintenance. Word got around that the whole diving team had an orgy inside the pool, and the spunk had overloaded the filters (I think the divers just wanted to prove their manhood because they were smaller than us swimmers). Our swim team had to train at a public pool off campus, and I had taken to jogging there with swimmers from my dorm for the past few days.

"Dan, hurry up, we're gonna be late," I called my next-door neighbour, Dan, who had returned from classes earlier and had fallen asleep, sprawled naked on his bed. I would have loved to wake him up in a more 'neighbourly' way, but time was short. I was already in my trunks and trainers. "You know how Coach will skin us alive if we're late."

"Shit shit shit," Dan muttered, grabbing a speedo hanging on his windowsill, and stuffed his half-erect cock inside. "I overslept! Sorry JP!"

"Come on!" The two of us ran out of the dorm in our speedos and trainers that were frayed from constantly being soaked in chlorine. We would be stripping down at the pool anyway, and we really didn't mind running across campus in skimpy trunks, with the hot sun tanning our shoulders and chests. Our training trunks were light blue (our team colour), and we cut out the inlays and pouches as training briefs tended to be a few sizes smaller than recreational wear. After getting thoroughly soaked from the pool, the tight fit and worn Lycra made our cocks and balls visible almost as if our trunks were transparent. We loved the attention this got us especially from the other students, but sometimes the academic faculty noticed as well. Swimmers were known to pass exams set by certain professors with flying colors.

We arrived at the pool after a five-minute sprint, out of breath and sweating buckets. "JP! Dan! Late again!" As expected, Coach was merciless. "Extra fifty laps, both of you!" We collapsed to the floor with a loud groan, but quickly recovered and started training. The pool administrators were kind enough to cordon off half the lanes for us to train in, and the lifeguard, Chester, usually sat at the far end of the pool since he knew we were the college team and less likely to get in trouble. Chester was a lean twenty-five-year-old surfer type, darkly tanned and smooth all over, with toned arms and a broad chest. Taut abs disappeared into red trunks, from which long thighs emerged. Muscular calves, lean ankles and high feet arches completed the sex-on-legs package. His bulge was visible most days, pointing to the right, and his lifeguard-red trunks were usually worn low enough to show that he shaved. Whenever he stood up to stretch I would drool over the lean lines and smooth muscles on his body.

"JP! Focus!" Damn, Coach caught me staring again. Chester gave me a cheeky grin, then very slowly reached down to palm his bulge as he climbed back onto the chair in the lifeguard's tower. I gave Coach a baleful look for interrupting my fantasy, then continued on with my laps. I wear my speedos with the drawstring untied, so it would drag lower on my hips as training wore on, but they were tight enough that they clung onto my butt. Still, the potential that they could slip off in front of Chester gave me half a boner the entire time. I chubbed up with excitement.

"Come on, JP!" Dan appeared next to me as the rest of the team broke off after training was officially over. "We have fifty laps! I'll race you!" Dan was usually more chill, but I was glad for the distraction as I burned off my testosterone, and competing was something to take our minds off the boring task. We finished up finally and noticed the dark sky. The pool was an outdoors public pool, with no walls or roof but just a stretch of low shrubbery separating it from the road. Coach was already packed and the lazy wanker was heading back to campus. Dan and I had to clear up all the floats and lane dividers, and help the lifeguards close up. The pool cleared out as public users were only allowed to stay until eight.

"Closing time," Dan announced, checking his watch. "Let's grab a bite at The Shelter." The Shelter was a small cozy cafe around the corner for pool staff, but the lifeguards had recognized our team on the first day we started training there, and we got friendly. They gave us free passes to enter the cafe for snacks and drinks. Right now,  Chester was manning the cashier, but otherwise it was empty. I entered the cafe.

"What'll it be, boys?" Chester smiled and winked at me. My legs felt like jelly after all the exertion, so I leaned closer to him with the counter in between us. I was distracted again by his lean muscles, and I could smell the chlorine and feel the heat rolling off him his tanned, supple body. His V was especially visible today, but his crotch was hidden from view by the tabletop. I might have drooled a little bit as my eyes tried to burn a hole through the counter.

"Wanna see more?" Chester's voice was suddenly much lower and huskier, and he moved away from the counter. Holy shit, he was naked! He didn't have a tan line, and I marveled at all that exposed skin. He was completely smooth. I stared, wide-eyed. Chester had a tattoo. It was a thick blue python, drawn lifelike, tail starting from his butt crack, snaking loosely around his left butt cheek and coming to the front, coiling lazily upward around the base of his cock. The position of the snake, low on his hips, meant that it was hidden -- just barely -- when he wore his swimming trunks. The excitement at finding this dark secret gave me goosebumps. The head of the python disappeared into the dark skin of his soft cock, which was thick and fleshy and uncut. I couldn't make out the details and squinted at his cock.

"Wanna see the head?" Chester caught me staring and laughed at the pun. I blushed furiously, but I figured if Chester was openly flaunting his cock then I should not be too embarrassed. The air in the cafe suddenly seemed thicker, and I breathed harder. I was about to say yes.

"Dude!" Dan came in just then. The spell was broken. Damned cockblocker. "You're naked! Where's Tracy and Sam?" Tracy was the clerk who usually locked up at the office, and Sam was the other lifeguard on duty.

"Sam left an hour ago, he has a date. Tracy called in sick, I'm locking up tonight." Chester gave me a heated look, but moved back behind the counter hiding his hips and cock from view. I had never wanted to leap over a table so urgently in my life, but I resisted. There would be opportunities later. I hope.

"Here's some spaghetti and soda," Chester offered. "Why don't you guys take off your trunks? Must be quite uncomfortable with them all wet."

"Thought you'd never ask," Dan quickly stripped his off and wrung out the water in the sink. I followed suit, then we took the food and drinks and sat on barstools at the counter.

"I'll be locking up the changing rooms and stuff," Chester called as he strutted out of the cafe still naked. My eyes followed his sexy butt and the snake, which seemed to come alive as Chester's hips moved, slithering around his muscular glutes. Dan continued shoveling food into his mouth, oblivious of the sexual tension. "Come and look for me later."

"Look for... you?" I was confused, but Chester was already gone. I wolfed down my pasta.

Twenty minutes later, Dan and I were in the changing rooms looking for Chester. Everyone had cleared out and the gates were locked, so we didn't bother putting our trunks back on. Chester appeared from the steam room.

"Ah, there you are," he was all sweaty and flushed from the steam. His cock and balls were hanging low. "I was just enjoying the last bit of steam. Sorry no more left for you. But we can have a dip in the pool."

"Now?" Dan asked. "But isn't it closed?"

"Ah, have you guys skinny dipped in the pool before?"

"Well, we've done it back in the college pool, but that one's indoors and we lock up..."

"Then it's not much different here," Chester grinned. "Except you get to see the sky and stars."

Chester led us out to the pool. The main floodlights were already off, and we could make out the pool and reflections by moonlight. I shivered in the cool night air.

"Don't worry, the pool water's still warm," Chester smiled, then jumped in.

"You go in first!" Dan gave me a push and I fell in, laughing. Dan dived in with a splash. For the next ten minutes we horsed around in the pool, with only the moon and streetlamps illuminating the shapes of our naked bodies. We splashed around, swam laps, and laughed.

"Shit, I gotta pee," Dan announced. He climbed up the side of the pool and went to the bushes a few feet away. From the vantage point of the pool, my tall, lanky mate looked even bigger, his muscles outlined by the dim light from the streets. Looking up his toned thighs, I saw his soft cock expand a bit, then a steaming stream shot from his slit and landed in the bushes. Dan sighed as his stream gained momentum.

"What you thinking about, JP?" suddenly, Chester was so close that I could feel his body heat through the water.

"I..., ah, I'm wondering about your tattoo," I confessed, my dick chubbing up a little.

"Do you want to see it?" Chester's voice was low and husky again, and the way he whispered it next to me made my dick go rock-hard straight away.

"Yes, ... please?" I croaked, my mouth suddenly dry.

"You're awfully polite," Chester continued in his sultry, seductive voice. He lifted himself onto the pool ledge and sat there, and I realised that: one, he has an eight-inch erection; and two, it was bouncing and pointing in my eye.

"Woah dude," Dan called from his bush. "You're gonna poke his eye out with your cock!"

"That... wouldn't be so bad," I breathed, transfixed by Chester's erection. The snake that was coiling around the based of his cock continued onto his member. Now that he was erect, I could see the snake's head clearly. It was inked directly onto his shaft, so the entire hard cock became the head, complete with eyes. The mouth was tattooed onto his foreskin, which was still covering his cockhead with about an inch to spare.

"May I?" I whispered back.

Chester just smiled and nodded. I reached out to caress the snake -- I mean cock -- and took Chester's foreskin in my fingers. It was soft and warm, and slid easily around from the precum accumulated underneath. I slid it up and down the head a few times, then gasped when I realised the action made the snake open and close its mouth. Tattooed fangs appeared as the foreskin rolled back. Chester's slit leaked more precum.

"Oh... my... god," I shuddered. This was the most erotic thing I had seen on a guy, and the cool air and warm water made me shiver uncontrollably. I bent down and gingerly kissed Chester's cockhead. Chester leaned back on his elbows and moaned. I licked up his precum and pulled off his dick. It looked like the snake was spitting venom, and it trailed all the way to my mouth. I was harder than ever. I rolled Chester's salty precum around in my mouth.

"Aahhhh..., come on JP," Chester crooned. "Kiss my snake."

I needed no further encouragement. Looking down while I licked and sucked on his cock, it really looked like I was kissing and making out with the snake. More precum flowed out.

"Damn, that's fucking hot," came Dan's voice. I looked up and he had finished peeing, and he was jerking off his own erection. Some precum dripped out and landed on Chester's pecs. The lifeguard wiped it up with his finger and licked it.

I pushed my mouth down on Chester's erection and tried to deep-throat him, but the angle was wrong and I gagged. Chester pulled me out of the pool and kissed me, his tongue laving my lips first then entering my mouth. He laid back and I climbed on top of his body. Our cocks touched and I gripped his hips, then ground my crotch into his. I looked down and saw the snake writhing around on his left hip, the head now engaged in fierce battle with my own frotting nine-incher. I leaked enough precum to lubricate both of us and it flowed down Chester's sides. We continued to make out by the side of the pool, under the stars, panting heavily and lips smacking.

Suddenly I felt something on my left. Dan was now lying beside us, and his face was mashed up against ours! We engaged in a hot three-way kiss, tongues battling for dominance, spit dribbling down our chins and slicking our chests. I moaned loudly but it was swallowed by Chester's mouth. Dan's tongue finally found its way into my mouth and I tasted the soda and garlic from his dinner. Knowing that I was now intimately acquainted with my dorm-mate turned me on even more, and I wrapped my arms around the two guys as we humped one another on the tiles.

Chester was the first to break the kiss, and he kissed down Dan's lean chest and abs and sucked on his cock. Dan captured my mouth completely, cleaning out the taste of my own mouth, then he kissed lower and quickly clamped his jaws around my own erection. His tongue did wonderful things to my head and I bucked into his head a few times. Not to be outdone, I nosed down Chester's body and found his snake. I bit down hard on the python's body on Chester's hip muscles, then again on his Adonis belt where his groin met his thigh, where I knew most guys to be very sensitive. I was right. Chester gave a shout, and had to leave off Dan's cock and stuff his forearm into his mouth to muffle his loud moans while I made deep purple love bites on his groin. His body bucked and writhed violently but my mouth sucked hard, and my teeth worried his skin. I could see the snake head throbbing to Chester's hammering heartbeat.

I moved my mouth then, and swallowed Chester's cock in one motion. Chester cried out this time, and he quickly muffled his screams by going down on Dan. Dan continued to suck enthusiastically on my cock, and the three of us formed a daisy chain beside the pool, making slurping and moaning noises and grappling with one another's asses.

"Mrrrph! Mrrrrrrrph!!" Dan suddenly gripped my waist tightly, and his erratic rhythmic thrusts indicated his climax. Chester sucked him harder, then had to swallow when Dan's cum leaked out the sides of his mouth. I knew Dan came buckets on a normal day, so I was not surprised to see Chester choking on Dan's cum, and finally he had to release his cock, only to get his face blasted by Dan's thick cum. Chester gave a groan, then he gripped my head and pushed his cock in hard into my throat. I felt hot liquid flood my tonsils and fill up my mouth, then I too was choking on Chester's cum and he pulled out. His cock was magnificent, the snake with its fanged mouth wide open, spewing ropes and ropes of cum. Most of it went on my face and I licked up the bitter taste, savouring it. A wave of lust overcame me, and I came into Dan's mouth. He swallowed fast, then lifted off my cock as I shot several streams high into the air, coating my own chest and Chester's abs with cum.

Finally we were spent and lay down heaving on the tiles. I wiped my hand across my face and picked up what I could of Chester's cum, then brought it to my mouth and licked everything up. Chester rolled over beside me and planted his lips on mine, and we made out for a while with Dan's cum squishing between our faces, passing Chester's cum between our mouths.

There was a splash -- Dan had jumped back into the pool. "Gotta wash off your spunk," he called. Chester looked at me. I shook my head. "Not gonna wash yours off," I grinned, even as the nasty musk of cooling sperm started hanging around my nose. "Gonna walk back to my dorm with it on my face and in my mouth."

"You can always come back for more," Chester grinned, then flopped on top of me and continued kissing and plundering my mouth. His erection had not gone down. I broke the kiss and traced the python on his waist.

"It's beautiful," I whispered in his ear. My hands followed the snake and held his heavy hardon in my palm. "Was it painful? Getting the tattoo on your dick?"

Chester gave me a dark smile. "It wasn't painful as much as it was a turn-on for me," his mouth was right next to my ear now, and his cummy lips were sliding erotically over my earlobe. "I was hard the whole time, and I didn't really have to think about anything to get my cock up. The tattoo needle was enough to keep me hard."

At my sharp intake of breath and sudden jolt in my groin, he continued, "and the tattoo artist was smoking hot. He works naked if he's inking a hot guy. Maybe I'll bring you around some day." He tongue-bathed my earlobe thoroughly, and I moaned.

I think we did choke up the public pool's filters, that night.