Gay Highschool Stories

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Highschool Locker Room

by Mytrueself511 on Aug 22, 2017
Gay Male

This story is a desire most gay men would love to experience, but one lucky kid got the privilege (This is my first story please leave suggestions and positive comments only!!) My name is Ben Jackson and I am a senior at Lakewood High School. I am 18 years old and am trying my best to finish up High School, but the guys take my focus away. I did reveal...

Losing My Anal Cherry

by pescaderoblue on Sep 15, 2017
Gay Male

Mike and I had a very special relationship. In our senior year in highschool he and his then-girlfriend had invited me to a threesome which had developed into a more or less regular fucking session. After that relationship had been over Mike and I, ever horny, but without any female partners to blow off some steam, had taken to whacking off together to the...

Mark Ch. 01

by DiegoRomance on Aug 18, 2017
Gay Male

All characters are above the age of eighteen. Let me know if I should continue or drop. Thanks, enjoy! ***** Throughout Highschool me and my friend Alex would skate after school everyday. We would push each other to get better and better everyday and we became great friends because of it. It was like our daily routine. Towards the end of senior year Alex...

My Cashfag Ch. 01-03

by MasterPhillipG on Sep 10, 2018
Gay Male

It was a Thursday night when I saw a post while browsing Facebook. Tom, that cute awkward little guy who was obsessed with me in highschool just became CEO in a real estate company. Back in the day, he would stare at me all day while we were in class, he would go just to the parties I also went. That poor guy did everything I told him to, and he didn't even...

Beach Week - Night 01

by EliHaze on Feb 25, 2019
Gay Male

I was too drunk. There was no question about it. It was the very beginning of our end-of-highschool beach trip and already I was stumbling, clinging to my close friend Jade for support. She did roller derby, so she had the muscular physique to handle a lot of alcohol, but I was smaller and keeping up with her had left me a mess. My words were slurred (if the...

The Jock and The Nerd Pt. 01

by Johnnymw on Oct 12, 2020
Gay Male

Disclaimer: All characters are 18+ *Johnny* Hey guys I'm Johnny. I need to tell you what happened between me and the highschool quarterback Caleb. He and I had known eachother since grade 3 when he moved to town. We had been good friends, but as we grew up, he became more popular. While we didn't do much anymore he was always nice and never picked on me....

Guardian Angel Ch. 01

by candiecane76 on Aug 30, 2017
Gay Male

The guardian angel Galen looked down upon the young boy of only 18 as he did everyday. He watched as the boy cried himself to sleep once more. Galen's job as his guardian angel was to keep evil spirits and demons away from the boy and do his best to steer him in the right direction. He was however, powerless when it came to the vicious trials of highschool....

Teacher Lessons

by tommydxxx on Sep 16, 2017
Gay Male

The time I lost my virginity to the hottest teacher at school. My name is Sebastian and I've always known that I was gay. None of my friends or family knew until later when I turned 19. I am about 5'10", slim toned body (since I do track and field), light skin, curly black hair, and big brown eyes. I just turned 18 and it was my senior year of highschool. I...

Daniel Ch. 01

by DiegoRomance on Aug 18, 2017
Gay Male

All characters are above the age of 18. This chapter is mostly character development. Enjoy! ***** I woke up to my phone alarm in my new apartment. I hit the off button and got up from my bed stretched and yawned. I stepped over the small group of unpacked boxes and walked over to my restroom to brush my teeth. I looked myself in the mirror. My name is D...

Close Friends

by babe19 on Aug 18, 2017
Gay Male

Just a little background on where this story comes from. My boyfriend and I like to tell each other stories about fantasies and experiences from our lives and masturbate together. This was his turn. I had asked him to recount his first experience with guy; something that we had never discussed. We sat at opposite ends of the sofa, facing one another and got...