Gay Highschool Stories

58 results
Orientation
Length
Source
Infinite Scroll

The Taste of Freedom Ch. 02

by Tybman69 on Nov 11, 2019
Gay Male

Sorry for the long wait, I have been busy and I might have another one in a week or two depending how you liked this one. I appreciate the feedback! Except if you're going to critique my editing; that's googles job xD. *** I thought they were going to rape me, and that soon I would be plugged from both ends with big meaty dicks. From what I felt pushed aga...

Guardian Angel Ch. 04

by candiecane76 on Aug 30, 2017
Gay Male

Hey everyone! Well here is the next chapter of Guardian Angel. I decided against continuing the story in Quinn's perspective based on reader's comments as well as my own preference. Please leave any comments you have, I really do enjoy reading them all and I hope you all enjoy the story as much as I enjoyed writing it! -----------------------------------...

The Second Oldest Profession

by Marchpane on Aug 18, 2017
Gay Male

I I'm not saying older guys can't be pretty, but WhiteStallion10 wasn't. He was sort of tough-looking, with a narrow face, flat cheeks; a lean, strong jaw; a wide, red mouth with a slightly crooked upperlip that seemed inclined to sneer; and sandyblond hair, cut military short with a pronounced widow's peak. His cobaltblue eyes were intense and vibrant. I...

Back in Town

by exploringpen on Aug 18, 2017
Gay Male

I heard the knock at my door, and I was afraid. Terrified. I knew who it was, who it had to be. It was Greg. Greg was my parent's neighbor, had been my neighbor when I lived with them. I hadn't seen him in years until last week. I'd left town for college and stayed away for work. It was only recently that I moved back after a new job opportunity brought me b...

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...

Behind the Scenes Ch. 01

by rightside27 on Nov 26, 2019
Gay Male

Author's note: Hey guys, this is my first time doing this. I've spent a lot of time reading stories on this website and wanted to try and write a tale myself. This story is going to have multiple chapters, at least into the 20's the way I'm looking at it right now. Feel free to leave your thoughts in the comments, I'd appreciate the feedback. This story c...

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...

Rent Comes Due

by Scott_Heywood on Sep 1, 2017
Gay Male

I looked through the peep hole and saw the Landlord. I realized then that my Girlfriend probably didn't pay the rent with the money I gave Her before She moved out. "Good morning Mr. James. What can I do for You?" I said answering the door with a smile. Without a word, He walked in and say at my table. Closing the door, I asked, "Is there a problem?" "Yo...

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...

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...