Gay School Stories

116,911 results
Orientation
Length
Source
Infinite Scroll

Giving

by FlirtandTease on Jul 6, 2020
Group Sex

"Do you have change for a hundred?" "Don't be a cheap bastard. It's for charity. And yer getting your wee dick wet." the woman working the door said. This caused several of the guys to crack up and shamed the original guy into sheepishly handing over the hundred. $50.00 would have been better but when he walked in and saw pussy waiting for him, he knew he h...

Cock Sucking Experiences Pt. 02

by kunstundbild on Apr 13, 2020
First Time

This is a Five part series about 'Cock Sucking Experiences'. All sex is between 18+ males. I have these stories elsewhere on the internet and decided to put them here on literotica. I have re-edited them, mainly due to finding silly mistakes. I have posted them under 'First Time' because they are 'Memories & stories of people's first times.' Enjoy! *...

My First Crossdresser

by Jay876 on Jul 31, 2019
Transgender & Crossdressers

Monday A year ago. I was sitting in my flat, as a university student just browsing the men on grindr. I was inexperienced at the time and I had only been with one man, and that was just for oral. So, I was intrigued when I saw someone on my page, just nine meters away. A crossdresser, stocky, but wearing a maid costume, with his ass bent towards the camera....

In the City of Flesh and Rust

by Herobrine on Jul 10, 2019
Science Fiction

The conductor looked out at the passengers of his car, all shaking in their seats with anticipation as they approached their destination. It hadn't been a long journey--not for him, anyway. He'd traveled on week-long excursions across the continent on a few occasions, whereas today's crew was only pulling into the station after a peaceful ten-hour trudge thr...

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Revenge of the Ex

by NudeProfessor on Jun 12, 2019
First Time

This was not a friendly divorce. There was a lot of bitterness and a lot of acrimony, and what was worse, my ex Carla got my Corvette. I have a feeling that even when things were good, I loved that car more than I loved her. By the end, I certainly did. When I answered the phone and she was on the other end, I was not happy to hear her voice. But I got happ...

Bachelor Party

by eaffinity on Dec 14, 2020
Group Sex

I was feeling very uncertain about my relationship with Sina. It was troubling to me that we did not have a sexually exclusive relationship. I needed to know how I stood with her. On Friday I took her to her favorite restaurant, ordered all of her favorite seafood dishes, and a bottle of wine. I had gone to the downtown jeweler and bought her the largest dia...

New Beginnings: Bob and Jolynn Ch. 01

by TexasFarmBoy on Sep 13, 2017
Romance

Part 1- The Beginning It began in early March and Bob Collins was sitting alone at a table in the middle of the large meeting room nursing a single malt scotch on a Saturday night. His eyes wandered around the room noticing various people. He knew most of them having been to many of these meetings before. The industry he worked in had semi-annual meetings u...

Interview with the Professor

by donnylaja on Sep 3, 2017
Exhibitionist & Voyeur

**This article is for internal use only. Not for release outside the Institute, except as required by law.** My Interview with the Professor by Stephanie Weingarten The first notes I have are from my walk-in to her Fabrics and Materials class. My visitor's tag was waiting, and I was soon wandering the elegant but functional halls. As befit (I have to avo...

A Loser Rebounds Ch. 10

by EgmontGrigor2011 on Sep 19, 2017
Novels and Novellas

A bout of despondency wasn't unknown to Andy Ash, but this time it lay on him heavily and he felt like a dog without a bone. He'd lasted in his job in California just five days. "Jesus, that won't look great on the CV," he muttered. He sighed and thought perhaps William would have forgotten who he was if a future employer called to confirm a work record. A...

The Swap

by Carnevil9 on Sep 19, 2017
Group Sex

Author's note: This story contains male/female sex, female/female sex, and male/male sex, all between adult humans well over eighteen years of age. If any of that offends you, this is not the story you are looking for. If you enjoy it, feedback is highly appreciated! **************************** Alan felt his wife's pussy tighten around his cock, and he kn...