It was finally Summer after graduation, and it was time to relax. My friend Isaac invited me over to enjoy his pool. His parents were gone for the weekend, and we had the place to ourselves. I had always had a thing for Isaac but was a little too shy to do anything about it. Isaac was on the wrestling team, and I used to fantasize while watching him on mats when I would show up to support the team. I knew very little about how to wrestle aside from the quarter I spent my freshman year doing it got gym class but, in my mind, I would play out scenarios and possibilities of us practicing on the mats late at night in the gym.

It was a beautiful day and we had jumped in the pool enjoying the cool water. Isaac would hop out once in a while to jump off the dive board at the end of the pool. I would try not to be too obvious and stare at his slender 5'11 wrestler's physique as he walked across the board. His tanned body glistening with drops or water and his nipples erect from the cold water, his wet blond hair slicked back, I found my mind wandering again wishing I was standing behind him on the board running my hands along his taught stomach and tracing my fingers along his shaft I could see outlined in his speedos.

I was rudely awakened from my fantasy by water splashing my face as Isaac cannonballed into the pool right next me. As I coughed up a little water from the unexpected splash Isaac chuckled and said, "You should have been paying attention!" Slightly miffed I splashed water back into his face which ended up progressing from a water fight to dunking and then we started wrestling with one another near the side of the pool. As we struggle with our hand locked, I pushed against the side of the pool pushing his arms back over his head which ended up being a big mistake on my part. As I pushed him back, I could feel his groin pressing into my stomach and his cock trapped between us. In all the struggling I suddenly realized it felt like he was starting to get hard. I briefly paused and, in that moment, I felt his long legs wrap around my torso and begin to squeeze as he freed himself from my hands and braced himself against the edge of the pool.

How many times I had dreamt about wrestling Isaac and here I was...unfortunately on the losing end getting the air crushed out of me. As I flounders and grasped at his legs trying to escape, I slipped further down and sideways and had my chest perfectly between his thighs making it even worse as he squeezed me in a perfect scissor hold as I pushed against his chest begging to be released. Instead of taking pity on me he laughed and squeezed me even harder. I couldn't take any more and was ready to do anything to be released. Through a strained voice and little air, I warned, "If you don't let go, I will bust your fucking nuts!" Isaac just laughed. I drew back and planted my fist as hard as I could into his groin. In the moment I made contact I would have sworn I felt his hard shaft under my knuckles, but I was so desperate to be released and to breathe I never looked.

Isaac groaned in pain releasing me and rolled onto the pool side as I grabbed the side trying to breath. After several minutes we were both somewhat recovered looked at each other and just laughed it off resuming our soak. As I waded in the water, I was a little embarrassed that my cock has hard as a rock from tussle we had just had, and I hoped Isaac didn't notice. What I though I had felt earlier could have just been my imagination, so I didn't want to "let the cat out of the bag" so to speak.

As it got to be evening time we got out of the pool and grabbed our towels to head inside. Before I went in, I wrapped my towel around my waist and left my shorts outside to dry. Isaac went into the bathroom to wash the chlorine off and I sat in the living room with just the glow of the TV on and waited my turn to use the bathroom. Isaac emerged not long after all cleaned up with the towel still wrapped around his waist and laid on the floor not far from me and started watching the TV with me. To my surprise we rolled to his side propped is head on his fist and said, "You know.... I had you beat in the pool had you not pulled that low blow." I looked over and he had this smirk and mischievous look in his blue eyes....my eyes trailed along his body, and I found myself once again thinking of all the wrestling fantasies I had so many times before making eye contact with him once again. After a brief thoughtful pause he continued, "maybe we should finish what we started?"

My mind was racing, and I felt stirrings of lust welling up inside of me. Before I could say anything, he grabbed my wrist and was leading me down the hall towards the garage. He opened the door and flicked on the light switch. The fluorescent light in the center of the garage popped on humming and popping dimly lighting the center of the room where Isaac had his wrestling mats where he would practice with his older brother who was also a wrestler in college.

I couldn't even utter a word. My mind could hardly believe I was here in a room with Isaac with wrestling mats. A part of me wanted to flee. I was unsure if I had imagined his excitement earlier during our combat in the pool or if it was a waking fantasy. My thoughts raced to all the exchanges I had dreamt in just such a place. In some I had fantasized of dominating him on the mat and in others he would dominate me. Here I was...would I have the courage to let this play out?

As I came back to my senses, I realized Isaac had made his way to the center of the mat. There he stood his long blond hair covering one of beautiful blue eyes staring at me. The light above him casting shadows on his chest and stomach making him look even more imposing. He stood about 4 inches taller than me, and I suspected I had little chance of beating him in a wrestling match, but I couldn't help but start walking toward the mat. As I walked slowly towards him in a trance, he finally spoke in a low mischievous voice..." So, you ready for round two?" All I could do was nod as my feet felt the softness of the mat finally under my feet. I noticed Isaac looking down my body and he stopped when he reached crotch before saying with a smirk, "Yeah I think you are definitely ready." I became aware that in my trance and excitement and thoughts of previous fantasies I was rock hard and pitching quite the tent under my towel. I stammered to apologize and was about to turn and leave in embarrassment when Isaac reaches down to his towel and let it fling it to the side of the mat...revealing his quickly rising and thickening cock.

I looked back up into Isaac's eyes as he walked towards me and once, he reached me he reached down and flung my towel to the side of the mat. I shivered at I felt my exposed cock touch Isaac's skin and his now fully hard cock touching mine as Isaac whispered, "You ready to get your ass kicked?"

There I was on the brink of living out a fantasy that had plagued my mind for years...I was about to wrestle Isaac nude. All those fantasies I had were finally here threatening to beat my ass on the mat. I had so many variations that had played out in my head over the years. In some I would dominate Isaac and others he would dominate me. Right now...in this moment...I didn't care which way it went. I just wanted to feel his body in a struggle against mine for dominance. I resolved myself to let it go as far as he would take it as I did not want this opportunity to be wasted.

I was suddenly awoken from my thoughts to the feel of Isaacs hands in mine in a test of strength and found myself quickly being forced to the mat. My moment of wandering thoughts had already put me in a bad position. As my knees hit the mat he released my hands and I found myself in a front headlock and quickly saw the world spin as Isaac rolled backwards flipping me over him and onto my back with a loud thud. The wind knocked out of me, all I was seeing was stars and next thing I knew I felt Isaac on top of me and my arms pinned above my head. Isaac was staring into my eyes with those beautiful blue eyes with a total look of mischief and a smirk..."You ready to give or you want more punishment?" he said. I began to struggle trying to find footing with my legs and feet but he quickly grapevine my legs stretching them outwards drawing our bodies tight together.

Even though I was losing badly I was in heaven. As Isaac increased the pressure I could feel our cocks grinding against one another having their own wrestling match as his cock worked mine over pinning it. As we both started to sweat it provided a slick lubricant as our hard cocks continued to grind. I was in heaven. Despite the humility of Isaac completely dominating me, I had a burning lust welling deep inside begging for release. Isaac pushed my hands together above my head and gripped them by the wrist with one hand, and with his free hand began pinching and twisting at my nipple again asking if I was ready to give. I flailed wildly and my legs and wrist finally broke free of Isaacs python like grip catching him off guard. I got out from under Isaac and quickly mounted him from behind and put him in a headlock.

I had Isaac face down on the mat finally in a position of dominance. My cock slick with sweat was sliding in between his as cheeks as he struggled. I could feel a tingling deep inside. I wanted to take Isaac right then and there...teach him a lesson for challenging me. The fantasy was short lived. Isaac pushed up with me on his back, grabbed my arm, and flipped me once again clear over his shoulder and I landed with yet another thud. Dazed and seeing stars yet again, I finally regained my senses in time to see Isaac grinning standing over me, one foot on either side of my chest. His rock-hard cock jutting out in front him, he lowered himself pinning me in a schoolboy pin. There was a lust in his eyes matching what I had felt moments before during my brief control. He once again said, "Ready to give up?" As I opened my mouth and began to say, "Fuck You" he grabbed my hair with one hand, and with his other guided his cock right into my open mouth.

I had never sucked a cock before much less had one thrust deeper and deeper with each stroke until to my surprise I had taken his whole cock inside my throat. Isaac groaned and grunted with each deep stroke telling me how good I was at sucking his "Winner Cock". I half heartedly mumbled in protest enjoying the sweet salty taste of his sweat and precum mixing in my mouth. Despite the enjoyment I still wanted to try to win, I tried bucking Isaac off practically gagging myself but finally succeeding flinging Isaac off to the side. I laid face down for a moment coughing from nearly impaling the back of my throat with Isaac's cock.

I heard a shuffling across the mat and saw Isaac's shadow envelop me before I could even react. Isaac had mounted me just as I had done to him and put me in a headlock. I was about to try to push off the floor when he rolled us both onto his back and grapevined my legs from behind. All I could do was hold on to Isaac's arm with both hands hoping to break free. As he once again stretched my legs apart, I could feel his rock-hard cock sliding between my ass cheeks, drenched in sweat and saliva from the merciless throat fucking he had given me moments before. I was so turned on my own cock was rock hard and throbbing, obscenely swaying side to side as I struggled to free myself. As I quickly tired arching against his python like grip I began to drop back towards Isaac and froze when I felt his cockhead, which was pointing straight up at my descending ass find its way right to my back door. For a moment I felt Isaac pause as well. I think we were both stunned by what was happening and what was about to happen.

After what seemed like an eternity frozen in time, I felt Isaac applying pressure to the grapevine hold stretching my legs apart once again and as he did, I could feel the tip of his hard cock straining against my backdoor. Slick with my saliva and sweat it started to push its way in. A part of me wanted to stop, but another part of me was deep in the throws of animalistic lust and didn't care what was about to happen. With I pop his cockhead finally broke my defenses and started sliding inch by inch into my ass. As it slowly plunged balls deep into my ass Isaac and I both simultaneously released a guttural moan.

After a few moments I was able to relax and Isaac, keeping his arm around my throat and legs trapped, began slowly fucking me from below. I could feel his rock hard cock swell with each withdrawal and each penetration. My back arched as he kept head and legs restrained while thrusting his cock upwards deep into my ass. I was in a frenzy as my cock would flap back hitting my stomach with each of Isaac's thrusts. I could feel a tingling welling up inside my cock and started seeing strands of precum oozing from the tip of my cock as Isaac was hitting my prostate expertly with each thrust. I wasn't going to last much longer. I could hear Isaac's groans and grunts and his hot breath in my ear and then heard him growl, "Fuck I am going to fill your ass with my cum!" as his pace quickened. Suddenly with one final deep thrust tenting me towards the ceiling he screamed "Fuuuuuuuck!!!" I could feel his cock spasming and pulsing deep inside of me as wave after wave of his hot cum flooded my ass. Suddenly, the tingling I had felt earlier was a raging river breaking free through a dam. My cock exploded shooting strand after strand of hot cum all over my chest and face and into Isaac's open mouth as he lay behind still shooting cum inside me.

We lay there on the mats motionless, covered in sweat and cum, gasping for air for a bit. Isaac released his hold on me and eventually I rolled off him as his cock popped out of my ass with a loud thud as it slapped his stomach. I laid face down on the mat next to him exhausted and we looked at each other and laughed. "You have no idea how long I have fantasized about wrestling you like this Isaac", I said. "Well, we have to have a rematch sometime then.", Isaac said in reply. "You're on, but I need to learn some moves so I have a chance of winning next time!", I said.

And that my friends is what started me on my road to a dark wrestling obsession.

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Last edited on 11/11/2024 7:06 PM by SFBayArea74
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