It started as these things usually do, with a simple innocent gesture, and ended with my best friend fucking me. My name is Nick and this is the true story of how I hooked up with my best friend.
I was a senior in high school and was a classic jock. I played soccer in the fall and rugby in the spring. I was 6'1 and had an athletic build. I worked out almost every day to make sure my muscles were defined and my ass was fat. I had mid length blond hair and blue grey eyes. I was often told that I was good looking and I didn't do bad with the ladies. I was a king of my high school.
My best friend, Alex, was on the soccer high school team with me. He was tall, maybe 6'3, and built. He had mid length black curly hair and mesmerizing green eyes. He was definitely one of the best looking and most popular kids in school; a real masculine guy. We had been friends since 6th grade and shared almost everything together, including a girl at one point (but at different times of course). We are nearly inseparable.
We had practice almost every day, so Alex and I would hang out on Friday nights to make sure we were both held accountable to get up for Saturday morning practice. This particular week, my parents had gone out of town and Alex and I had the run off the place. Friday rolled around and after school Alex and I went to practice. We ran 5 miles, practice plays, and scrimmaged. It was about 85 degrees out and, by the end, the whole team was dripping with sweat. The team usually showered after practice, but today Alex and I decided to skip the shower and just head back to my place.
Once we got to my place, we agreed to take showers. Alex went to the guest bathroom and I hopped in my shower. Soccer practice, especially ones on hot days, made me super horny and I had a raging hard on. After thoroughly soaping up my body, I began to slowly stroke my throbbing dick. I was getting close to cumming, when all of a sudden Alex knocked at the door and came in.
"Dude, what the fuck?" I said.
"I needed a brush or my hair. What are you doing in there anyway, jerking off?" He said jokingly.
"No! I'm showering. That's it."
He replied "You are jerking off, aren't you!"
"Whatever," I said, frustrated.
He laughed. "Well hurry up so we can play video games," and then he left the bathroom.
I finished my shower quickly, but unfortunately didn't finish myself off.
I dried off and went to my room. I threw on a pair of red Calvin Klein briefs. Alex and I had been friends for so long and often showered together after practice, so nudity and skimpy clothing was nothing new to us. I went down stairs and he was laying on the couch in similar attire: a pair of grey boxer briefs.
"Your ass is looking tight these days. You been doing extra squats?" he asked.
"I've been doing sumo deadlifts to get this bubble butt."
"It's looking good; almost like a girls ass. You're gonna give me a boner if you keep walking around like that," he quipped. "Those briefs for you perfectly. It's kind of hot."
"Shut up you perve."
We played video games for a few hours, ordered food, and watched a movie. At around 11pm, he was laying on the couch and I was sitting next to him. He gently tapped my shoulder with his foot and said "I'm horny" as he started rubbing his crotch through his boxer briefs.
"Dude, so am I! I didn't even get to finish beating my meat because you interrupted me!"
"My bad, dude. It was funny though. You want to turn on some porn and jerk off?" he asked me with a devilish grin on his face.
I replied "That's a little gay."
"It's not gay. Guys jerk off together all the time. Plus, I know for a fact that you have jerked off in bed when you thought I was asleep before."
"That's not the same thing," I said defensively.
"Come on, dude. We both need to get off." As he said that I noticed that I did have a noticeable bulge on my briefs. "I'll find some good porn and you get the lube," he finished.
I conceded and went to grab the lube. When I came back, he had already started a video and was pulling down his underwear. I threw the lube at him and he applied a generous amount on his raging boner. "That thing looks lethal," I said.
Up until this point, I had never seen him hard before. I had seen him naked at least a 1,000 times, but this was new. I sat down on the couch and pulled my briefs under my balls. He handed me the lube and I put some on my dick. We watched the video for a while and then Alex asked me "You want to compare?"
"We've already come this far, why not."
We both stood up and pointed out dicks at each other. I then decided to drop my red briefs completely Our ducks touched and gave me a jolt. Alex proceeded to grab my cock and hold it closer to his. I took his lead and touched his, comparing our lengths. He was about 7.5 inches and thick, while I was about 7 inches and average width.
"I've never seen an uncut dick up close before, let alone touch another guy's. It's much thicker than mine" I commented.
"Pull back my foreskin and see what it's like," Alex suggested. I did and I was entranced. He let out a little moan as I did.
He lifted up my dick and grabbed my balls. "You have a stet of big nuts on you. They're hefty," and he then gently squeezed them.
"Thanks," I said and firmly grasped his. "This is starting to feel pretty gay."
"Relax. I won't tell anyone and, plus, it does feel really good," he said.
"Yeah, I guess."
He then gave my dick a stroke and I moaned.
He commented "You moan like a bitch."
"Let's get back to jerking off, because if you keep feeling me up, I'm gonna cum all over your hand," I laughed.
"I do like that fact that I'm bigger than you though. In the showers, when everyone is soft, you can't really tell," he said and he slapped my ass. That made me yelp.
We sat back on the couch and continued watching the video. "Sometimes when I jerk off, I like to finger my ass hole or sit on my thumb. It makes me cum so hard," I blurted.
"That's kind of hot, dude. I want to see. Come on."
"You don't think that's gay?" I asked.
"Nah, dude. Ass play is all the rage. I haven't done it, but I wouldn't mind watching you."
"I guess," I said as I applied some lube to my finger.
I proceeded to finger fuck my ass for a while as Alex watched.
"I could stroke your dick for you, while you finger yourself. It looks hard to do both."
"Sure if you want. We've come this far," I said. So he started rubbing my cock with his hand. Up, down, up down, up, down. He would periodically run his thumb over the head and send shivers down my back. This went on for a few minutes and then Alex said "Can I try fingering you now?"
"Yeah, dude. Get in it." He then added lube to his finger and stuck it in my ass. He thrust it in and out, in and out. As he did this, he hit my prostate and made me convulse in pleasure and moan like a porn star.
"So you like that? I should add another finger then." He then put a second finger in my ass and continued to milk my prostate.
The pleasure was getting to be too much, so I made him stop and said "I want to try sucking your cock."
"You were worried about being gay. Thats almost as gay as it get. The only way this can get more gay is if I fuck you in the ass," he said with that devious smile.
"Maybe that will be next," I smiled back. "If we don't tell anyone, then it should be fine."
He conceded and said "You'll be my bitch by the end of the night."
I got down between his legs. I pulled down his foreskin and licked the length of his penis. I then put the head of it in my mouth and tasted his precum. It was slightly salty and very erotic. I slid my mouth all of the way down on his man meat and back up. Every time I came back up, I swiveled my tongue over the head. He was moaning and began to run his hands through my hair. Every so often, I would go down to his balls and suck on them. "Dude, I never thought you would be giving me a blow job, but I'm into it. You're good at this."
After some time passed, he said "Hold up or you're gonna make me cum and I don't want this to be over yet," so I let up off his cock and sat back on the couch. He looked at me "I would return the favor, but I don't think I'm ready for that yet."
"So you're saying we're gonna do this again?" I said.
"My dude, we are best friends and we have shared everything, now including our bodies. I have no intention of letting this be a one time thing," he said while looking deep in my eyes. I leaned over and kissed him and he slid his tongue into my mouth.
He cut off the kiss and interjected "But this doesn't mean that we are boyfriends or anything. I'm not gay."
"Don't worry. Even if I was gay, I wouldn't want to be stuck with your annoying ass," I joked before I kissed him again. I then climbed on top of him cowgirl style and we continued to kiss passionately. His dick was throbbing and rubbing between my ass cheeks.
"I want you to fuck me now," I pleaded as I gasped for air. He smiled at me and we got up from the couch. I grabbed the lube and led him to my room, leading him by his cock.
He laid on my bed as I generously applied lube to my hole. "I'm gonna need you to go easy on me this time. I've never done anything like this before and I've never had more than a couple fingers in me before, let alone a monster like you cock."
He winked at me and said "I'll go easy for a while, until you adjust, but I know you'll beg me to fuck you harder later."
I got on all fours and he came up behind me and rubbed his dick against my crack. "Just breathe. It will hurt for a few minutes, but after you relax you'll be screaming my name."
"Well are you gonna talk all night or are you gonna fuck me already," I said. He proceeded to put the tip of his cock against my boy pussy and pushed in. It hurt quite a bit as his cock stretched my hole. I made some sounds of pain and he asked "Are you ok? Do you want me to pull out?"
"No! You're gonna fuck me one way or another," I exclaimed.
He proceeded to push further into me, inch by solid inch, until I felt his ball rest against mine. "Just stay there for a minute while I adjust," I said.
"Whatever you need my dude. I'll wait on you, but you are so tight; tighter than any pussy. I love your ass dude and I want to fuck your so bad."
A little while later, I told him to go ahead. The pain and tightness had receded and were replaced by pleasure as his dick slowly slid in and out of me. I moaned as he fucked me deep. He reached his arm over my shoulder and pulled me up into a mock bear hug. This change in position made his cock hit my prostate and I shuddered in delight. He turned my head with his free hand and kissed me passionately as he fuck me. The only sounds in the room were Alex's grunting, my moaning, and the sound of his balls slapping against mine. The constance of his dick hitting my secret button and the hot kissing took me over the edge. My whole body was in ecstasy as my own cock erupted cum all over the bed. I yelled "Yes, Alex! Fuck me!"
"Dude, did I literally just fuck the cum out of you?" He asked as he continued his thrusting.
"I didn't even touch my cock, but it was so intense," I remarked while gasping for breath.
"That's so fucking hot," Alex replied.
Later, he pulled out of my hole and pushed me onto the bed. The absence of his man meat inside of me made me feel empty, so I urged him to keep fucking me. He whispered in my ear "I told you that I would make you my bitch before the night is done. I have no plans of stopping anytime soon."
With that he mounted me, missionary style, and stuck his uncut monster back inside of my ass and put my legs on his shoulder. I panted and moaned as his hips and balls slapped against me. I could feel every inch of him sliding inside of me and I wished that it would never end. He kissed me pounder my ass deep. It was earth shattering good sex.
Later, I decided to take initiative and said "I want to try riding you. I think it could be fun to take control for a while."
"Let's get to it then," he responded with a smile and pulled out of me and propped himself against the headboard of my bed.
I moved to straddle him and planted a fat, wet kiss on his lips. I then proceeded to kiss his neck as I moved my ass down in his prick. Once he was balls deep inside of me, I lifted my hips up and sat back down. He let out a soft moan of enjoyment. As I was riding him, I began to play with his nipples and he began to lick his lips with lust. He looked at me as I danced on his dick and swiveled my hips. He planted one hand on my hip and used the other to play with my throbbing erection.
After riding him for a while, I felt his penis hitting my prostate again and I made him stop jerking me off. "I want you to fuck the cum out of me again," I explained and he laughed.
I bounced up and down on his pleasure stick and said "I'm close. So close!"
"Oh my gosh dude, so am I."
"Yes! I want you to cum inside of me," I yelled and began kissing him again.
I felt the orgasm rising in my pelvis and slammed my hips harder on his dick. I gasp and moaned.
He said "I'm gonna cum!" As he said that my cock erupted all over his chest, spurt after spurt, and he quickly followed suit. I felt his cum fill my ass and it was warm and heavenly. I nearly fainted in ecstasy and kissed him again, then flopped down on the bed next to him.
"How do you keep cumming without jerking yourself off?" he asked.
"It's because your dick is so good that it is hitting my prostate and makes me shoot. Honestly it feels even better than jerking off. I never thought that I would get fuck by a guy, but after that, I'll gladly be you bitch if it means you will continue to fuck my ass, "
"I'm glad I could help. That was amazing for me too and this will have to be a regular thing," he replied.
We ended up falling asleep in each other's arms. We woke up for Saturday soccer practice feeling blissful. After practice was over, we went back to my house and spent the rest of the weekend fucking.
This is not the end of the story, but just how our first time ended. If you want to read more of mine and Alex's sexcapades through the years, just let me know.