Gay Sex School Stories

15,793 results
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Infinite Scroll

Kevin Pettifer - The Warden

by JASONSHOMOEROTICA on Apr 17, 2018
Gay Male

This is the third and last of a group of three related stories: Petty Officer Pettifer Pettifer the Gay Disciplinarian Pettifer – The Warden ***** CHAPTER 1 Kevin Pettifer: Warrant Officer Kevin Pettifer, to give him his full title, stood, cane still in his hand, and looked with a sense of great personal satisfaction at the richly welted, muscular arse...

It's Too Cliché...Right? Ch. 01

by musicfreak on Sep 13, 2017
Gay Male

Note: This story doesn't revolve solely around sex, so if a quick hot sex scene is what you're looking for, this story isn't for you. A/N: Hi guys, I'm back with a new story for you. I'm really happy with how this story turned out and I hope you guys enjoy it. A huge shoutout to Y0rite for volunteering her time to help me as my editor. Her insight has helpe...

Tales of Dick Ch. 09

by Bjsroxxs on Mar 6, 2018
Gay Male

***Everyone in this story is 18 and is fiction*** Chapter 9: Simple and Clean Jason: As the assistant principal and security guard walked down the row of students,, my heart beat sped up. I felt KJ's hand on my right shoulder, I turned to him and he simply winked at me. I had already done some risky stuff lately and thankfully I hadn't been caught, but my...

A Male Escort by Accident

by JASONSHOMOEROTICA on May 1, 2018
Gay Male

CHAPTER 1 Hi guys; my name is Jeremy; I'm a Chicagoan and I'm what is euphemistically called a Male Escort. Any guy who does not go around with his head in the sand knows more or less what I do when they hear that I am a Male Escort, but frankly I don't know where that expression comes from, for escorting, which implies accompanying someone somewhere, usual...

Frank's Hot First Time Sex

by wisefucker on Aug 17, 2017
Gay Male

I am just a lonely boy. High school sucks for me. Sure my grades are good, and I got into Yale, but I have no sex life. Just home and school life. I just turned 18, and I can technically have my own life. And that's when I decided to go to my district community college campus. Pretending I'm a student and similar in age to most of them i look for a person t...

Prison School

by o2byoung on Sep 14, 2017
Gay Male

This is my first submission to Literotica. The idea for this story just hit me one day and I was up writing till after 4 AM. There are really no sex scenes in this first chapter, but it lays the groundwork for the chapters to follow. If you like where this is going, please send me some feedback. Even this first chapter wasn't quite what I planned, there are...

Tales of Dick Ch. 08

by Bjsroxxs on Oct 12, 2017
Gay Male

***Everyone in this story is fiction and is at least 18 years old or older*** ***** Chapter 8: Fast Loads at LA High Jason and I spent the rest of the weekend watching movies. On Monday, he went to school and I went back to work. As I walked to work I thought about our experience at the pool, wondering if I would see Kyle again. Jason: I left Dick's hou...

Rory and Sebastian Ch. 02

by sebastiando on Sep 14, 2017
Gay Male

-Everyone in this story is over the age of eighteen - I walked into school the morning after having sex with Josh on my living room floor. The weather had started to get a little bit colder out and I took my coat off before walking down the corridors to registration. As a rule I didn't usually properly wake up until sometime around eleven, preferring to opt...

The Sleep Over

by Fenzig on Sep 14, 2017
Gay Male

Jim had been my best friend as long as I could remember. He lived two houses down from me and we were in the same grade in school. We would spend most of our time out of school together, and in the summers we were almost inseparable. We were constantly stealing porn magazines from our Dads, or the News store at the mall. We would look at all pictures of titt...

Parallel True Love

by luvkitten on Aug 18, 2017
Gay Male

Francis took the blame. Francis was cool like that. He just spoke up, said it was all his fault, told the headmaster that I hadn't been any where near him when it had happened. Everyone liked Francis, the headmaster would let him off with some time-consuming but pretty trivial punishment; the new pupil, the new English pupil. Francis would have to practice h...