This is the first time I’ve ever written about my experiences so let me know what you guys think! The story is very long so I split it into 2 parts so I didn’t have to cut out context before the good stuff.

Disclosures: all characters are over the age of 18 years old, names have been changed for privacy concerns

Part 1

This is a true story about my first experience with a guy. It started when I was a junior in high school. I had always known I was at least sexually interested in guys, though had never had any romantic feelings for one and had various girlfriends over the years. I’d always wanted to have sex with a guy but just didn’t know how to go about it (this was before I knew what Grindr was lol). A little bit about me: I was just shy of 6’5” tall around 250 lbs, with a thick 6” dick. I played football as a center on the offensive line, was an AP/honors kid, and was generally very well liked and “popular”around my school.

In the spring we began training pretty heavily for football in preparation of my senior season. This was also the time when the players from junior varsity merged into our workouts/practices as they would be on the team next year. This is when I met Tyler. As cliche as it may seem, yes he was a quarterback and yes he was the hottest guy I’d ever laid eyes on in real life.

Tyler was about 6’3” at the time, just tall enough for me to look into his golden brown eyes without having to look down on him. He has spiky blonde hair that he gels up to one side. He was pretty skinny for a football player, but quarterbacks typically focus less on weight training than the rest of the team, and JV had an overall less rigorous workout schedule than we did.

The whole team was brought together in our weight room as our head coach laid out the plan for the off season, as well as welcomed the new class of players to the team. To our relief he was giving us the rest of this week off and we were “hitting the ground running(literally)” the following week. He dismisses us and we all break off into our various pods of close friends, for me that was the rest of the offensive line, the quarterback from my class, and a few defensive players. We’re standing there shooting the shit when Tyler approaches.

“Hey guys! Just wanted to introduce myself, I’m Tyler, I’ll be one of the quarterbacks on the team.” We all introduce ourselves to him and make small talk and welcome him to the team, etc. After a couple minutes we start to disperse. “Hey Caden, wait up!” I turn back to see Tyler smiling at me with his brilliant smile of perfectly white teeth. I had only been half paying attention when he first introduced himself, but man he definitely had my attention now.

“Hey man, what’s up?” I ask him, trying not to sound too eager to be talking to this Adonis of an underclassman. “Do you want to go get lunch or coffee or something right now? I’m buying!” I just blankly stare at him as I process what he said. Did he really just ask me to go on a date with him??? Luckily, before I embarassed myself, he added “I just want to get to know you better since we are going to be training so closely together and the whole team will be relying on us working well together during the season.” A small wave of disappointment washed over me hearing his completely platonic reason why he wanted to hangout, but I agreed regardless since it’s true that the entire offense is reliant on the center and quarterback having their shit together.

We headed over to my favorite coffee shop a few miles away from school and Tyler told me to grab a table while he got our drinks. As he sat down I noticed that he got the same drink as me. “It’s rare for me to have a friend our age that drinks coffee too, most of the guys make fun of me for drinking it so religiously at our age” I laughed. Tyler explained that he had recently started drinking it to help him focus on studying for the math class he’s in. The more we got to talking, it turns out we actually had a ton in common. Both us were overloaded with AP classes, we shared the same music taste, played the same video games, both had girlfriends on the soccer team, and our dads had both played professional sports (mine baseball, his football). Talking with him felt so natural and before I knew it, it was 9 o’clock and the shop was closing. We walked back to our cars and exchanged numbers before going home.

By the time I got home he had already text me, “Thanks for being so nice to me today and for agreeing to hangout! Was a little nervous since you’re older than me and your reputation around school lol” I read this and was completely puzzled. “What reputation do I have???” was all I said. “Shit I didnt mean that in a bad way. I just meant you hang out with the popular crowd and are top of your class - idk I just didn’t think you’d give me the time of day lol.” This bothered me, how could I ever turn down a chance to talk to such a hot and sweet guy, and I didn’t like that I seemed like an unapproachable person. “Damn dude, well I’m glad we met today! I had an awesome time getting to know you. We should hangout this weekend or maybe double date with our girls or something?” I text him back. “That’d be awesome dude! I’ll talk to Sara and she see if she’d be down.”

Fast forward to Friday - Tyler, our girlfriends, and I had made plans to go see a movie that night. Tyler and I had hung out everyday that week after school and were texting nonstop when we weren’t together. After school ended the four of us met up in the parking lot to figure out the plan for the night. The girls decided to go home and get ready, while Tyler and I decided to hangout at his house and play Xbox in the meantime. I stopped by my house to pick up some clothes and hurried over to Tyler’s so we could maximize our gaming time before we’d have to get ready and pick up the girls. We’d been playing CoD for a while before we decided it was time to shower and get ready. Tyler offered for me to use the shower first since I was his guest.

I went into the bathroom and turned the water on. I took a piss and laid out my clothes on the counter while I waited for the water to get warm. After a few minutes I realized I didnt have my phone, I must’ve left it in Tyler’s room. I head back down the hall towards his room where the door is cracked about halfway. As I was about to walk in and ask if he’d seen my phone anywhere, I stop.

Leaning back in his gaming chair, ear buds in, pants around his ankles sat Tyler - jerking off. My heart starts beating out of my chest and I can feel my cock swelling instantly. The back of the chair is obscuring my view so I slowly start moving towards him. I know how wrong it is but I couldnt pass up a chance to see this gorgeous studs hard cock. I can tell Tyler’s attention is locked in on his phone screen so I continue to creep forward until it comes into view.

His dick was just as hot as everything else about him, easily pushing 7inches, as thick as a beer bottle, and cut with a perfect pink head. I instinctively start massaging my own hard dick which I watch Tyler stroke up and down his long shaft. He spits in his hand and massaged his head, letting out soft moans that almost make me cum on the spot.

I look back up at his head to make sure he’s still locked in on his video, and that’s when I see that he’s watching a cute twink deepthroating a massive cock. Holy shit, he’s watching gay porn. My mind is completely overstimulated at this point and I start cumming, rope after rope of cum coating the inside of my gym shorts and leaking down my leg.

Just as I’m starting to regain my composure, I hear Tyler moaning more intensely. He leans forward in his chair as his cock explodes with cum, shooting in his mouth and all over his face. My dick is painfully hard as I watch him give himself a facial and swallow his own load.

After his never ending firehose of cum subsides, I back out of his room as quietly as I can and head back to the bathroom. I strip off my clothes and step under the warm water, contemplating what I had just witnessed. My cock was still achingly hard, and after about 30 seconds of rubbing it I cum again just as hard as I had a few minutes ago.

I finish showering and get dressed in his bathroom. When I head back into Tyler’s room he had already cleaned up and was back to playing Xbox. I sit down on his bed and he gets up and heads to the shower. I debate whether or not to bring up what I just saw, but I chose not to since we were about to be hanging out with our girlfriends all night and didn’t want things to be weird between us.

Tyler and I grew to be best friends over the next few months and I never brought up him watching gay porn, even though that’s the only thing I’d been watching since that day. I’d sort of given up on the idea that I’d ever get the chance to hookup with him, until one night after we lost a game.

Link to Part 2: https://www.reddit.com/r/gaystoriesgonewild/comments/vsv25g/sex_with_my_teammate/