Two Wrestlers Have Sex
My first time was amazing. It was my senior year of high school and I knew I was gay. I had known for quite some time now but didn’t want to tell anyone because I am from a small town and being gay was as bad as it could be. I was on the football team, went out for track but my real passion was wrestling. Oh yeah my name is Jake I am 18 and 6 feet tall, in pretty good shape, my hair is dusty brown and I have a 7 inch uncut cock. It was always a challenge to not get a boner when I had to wrestle some hot stud from a different team but I always managed to keep it down.
The other hardest part was during practice and in the shower room. There was one guy in particularly that always made me hot under the collar his name was Justin. He is also around 6 feet tall buzzed brown hair and he had a very toned body. I would get glimpses of his dick when we were in the shower room and from what I could see he had a 6 inch cut cock when soft. He is also one of my better friends. Justin and I were always messing around during the school day telling jokes and pranking other students as well as teachers. We go to a pretty small school and know pretty much everyone in the school from freshmen to seniors.
We would always spend the night at each other's houses. One weekend I invited him over to my place. I live on a farm and we had a creek run through a pasture near my house and we decided to camp out there for the night. We stole a bottle of my dad's whiskey and passed it back and forth taking pulls and telling stories. Justin was pretty popular with the girls, he had slept with most of the girls in my class and some others from neighboring towns. I of course never slept with a girl before and Justin would always make fun of me for it. He was telling me how he hadn't gotten with a girl in a while so I poked fun of him for that as I passed him the bottle of whiskey for another pull. As the night progressed we started to get a little drunk and a little competitive. Justin starting talking about how he could kick my ass in wrestling and he would always be able to pin me. I of course said that was not so and I could easily pin him.
So we started to wrestle. He pinned me than I pinned him and we went back and forth for a while, we decided to take a break and drink some more whiskey. That is when Justin threw me for surprise, he said let's make this a little more interesting and each time one of us gets pinned we take off an article of clothing. My dick twitched and I looked at him and smiled and said "what are you gay or something". Justin said back to me laughing "o I see just scared that I might see your little weenie huh." I said no but when he was standing there naked not to be embarrassed. So we started our wrestling match again, it wasn’t the best wrestling because we were both pretty drunk at his point. I pinned him the first round and he took off his shirt, he won the next two amd I took off my shirt and pants. Justin was looking proud of himself and asked if I was scared yet. I refused and won the next round. We were both in our underwear ready to start the final round, loser of this one was going to be butt ass naked. My heart was pounding I didn’t want to lose but I most definitely didn’t want to get a boner while trying to wrestle my best buddy.
The round began somehow I ended up on top of him our chests pressed together, face to face, then something came over me I leaned down and kissed him. He must have been stunned because he didn’t move at first, but after a few seconds he pulled away and asked what the fuck I was doing. I jumped up off of him embarrassed. He sat up and looked at me, I tried to say I was sorry but nothing would come out of my mouth, he just stared at me confused as little squeaking noises came from my mouth. He finally broke the silence and asked if I was gay. I was froze I didn’t know what to do, I just looked down and shook my head yes. I looked at him and said I am sorry but please don’t tell anyone I will do anything.
He got a little smile on his face and said don’t worry he wouldn’t tell anyone after all we were best buds. We began to talk, he found out why I don’t fool around with girls and how hard it was for me to keep control of myself during wrestling matches and practice. He sat there and listened to me for a while and when I was done talking he looked at me and said "Dude you are still a virgin." After all of that the only thing he got out of it was I was a virgin. I looked back up at him smiled and said yeah I guess I am. We sat there and laughed for a little while, then it got quit, he looked at me and said ok I got to know are you the pitcher or the catcher, we both laughed some more and then I realized he was serious. Well I guess I don’t know I like to kind of finger myself when I masturbate but I have never really been fucked before. He looked at me said well I could help you out with that.
I looked at him confused, that was the last thing I expected him to say. What did you say. Well sure I have fucked plenty of girls it would pretty much be the same and besides I have accidentally slipped it in their butts before and it felt great. I looked at him and asked if he was sure, I was rock hard of course. Justin looked and me and said what kind of friend would I be if I couldn’t help you out, besides you would be helping me out too because I have kind of been in a dry spell, and by the looks of your cock you are pretty horny at the idea. I looked down and my dick was fully erect and making my boxers tent out. I looked at him and asked if he was absolutely sure about this. He looked me in the eyes and said Jake you know how much I like popping cherries. We both laughed said more and I said what the fuck let's do it. We both looked at each other and I asked him now what do we do.
He looked at me and said I don’t know I have never fucked a guy before. I laughed and told him we should both get naked, so we stood up and at the same time pulled our boxers off. I was still hard but Justin was soft yet. I had no experience but have watched a lot of porn so I got down on my knees in front of him. His soft dick was right in front of my face. I grabbed it with my hand and shook it a little bit and pulled it up to my mouth. I opened up and put the head of his dick in. It was smooth and soft and tasted a little salty I could feel his dick pulse as he took a deep breath in. I pushed the rest of his soft dick into my mouth until my nose was pressed against his freshly shaved pubic area. His dick started to grow and push its way out of my mouth. I pushed up against him and started to gag some I controlled my breathing and relaxed my throat and his cock started to slide down my throat.
He started to moan softly and grabbed the back of my head. I couldn’t breathe anymore so I took his dick out of my mouth and started to suck on his balls he let out another moan and I proceeded to suck one ball into my mouth and then moved to the other. After a little while of that I started licking up and down his shaft and popped his mushroom head into my mouth. He was fully erect now and his dick was a little over eight inches long. I bobbed up and down on his cock head when he grabbed my head and pulled me off his cock. I don’t want to cum just yet he smiled down at me. He pulled me up to my feet and asked if I wanted him to fuck me. I smiled back and said of course I do. Then he looked over at our pile of close and yelled fuck I don’t have a condom I smiled back at him as asked laughingly are you scared to get me pregnant. He laughed back no but I have never raw dogged anyone before.
I looked at him and said well then we will both be having our first tonight. I laid down on my back and put my feet in the air, I had been looking forward to this day for a long time and I could hardly wait another minute. He got down on his knees behind me and spit on his fingers. He pressed against my bum and it slide in. I was fairly used to a finger because I had been doing it to myself for a while now. He started to probe another finger in, I flinched at that and he slowly started to loosen me up. after a few minutes of that he pulled his fingers out and spit on his hand and rubbed it on his dick, he pressed it up against my hole, I tried to relax as he was pushing then all of the sudden his dick head popped in, I let out a yelp because it hurt quite a bit. He stopped and waited for me to relax some more and he pushed some more of his dick in. It hurt like hell, I had never had something that big in my ass before I started to cry out in pain he stopped but I told he to keep going so he did.
After what felt like forever I could feel his balls against my ass checks. He paused there for a few seconds to let me adjust to dick. He started to pull back out and the pain started again I tried to relax but it was hard I had to keep reassuring him to keep going. After a few minutes of him slowly going in and out of me he started to speed up, this brought on some more pain but after a few seconds the pain started to turn into pleasure, my moans of pain were now moans of pleasure I started yelling out to go faster faster faster and then he hit my prostate I almost passed out from all the pleasure. my dick started to explode and when I cam my ass tightened around Justin's dick and he started cumming inside of me. I was in heaven I could feel my dick pulsing and his dick pulsing inside of me it was pure bliss.
He collapsed on to my chest and we laid there for awhile, I could feel his dick start to shrink and come out of my ass. He rolled off me and looked me in the eye and with a smile said that was the best sex he had ever had. I smiled back at him. he both fell asleep in each other's arms and both woke up sore as hell in the morning Justin's head hurt from the hangover and my head hurt from the hangover and my ass was a little sore too. We both put on our clothes and headed up to my house for some breakfast. My mom asked how our night was, we both smiled at each other and said it was the best night ever.
Jeff discovers the delightful resort on a tropical island were anything goes...
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