Gay Boarding School Stories

7,643 results
Orientation
Length
Source
Infinite Scroll

Talking Him Through

by madamefielding on Aug 30, 2017
Gay Male

**Note- this was originally part of a novel I was writing, and there is a REASON why eighteen year old Antoine has never masturbated before: When he was very young, he witnessed the beating of a boy for being caught masturbating by the dormitory's deacon (Catholic school). The boy then had to tell his classmates what he did and was flogged again, naked befor...

Jamie - The Journey Begins Ch. 21 - Bon Voyage and Welcome Home...

by Hutchison12 on Feb 12, 2019
Gay Male

We went back inside '58 Tour Eiffel,' enjoying some of the best food I've ever eaten, plus the view - wow it was just to die for - atop of Paris, looking down on one of the most beautiful cities below. My eyes and senses were in overload - the place, the people the ... feeling it gave me...that feeling that life is truly wonderful as it is... Right! No wonde...

Turning the Clock Back

by zaphod40 on Aug 18, 2017
Gay Male

Several months after I had parted from Jeff and a few weeks after my experience with Lionel (recounted in Chapter 15) three things happened virtually simultaneously. Firstly my wife, in a regular phone call with our daughter, told her that her lover was ill and being taken to hospital. I was not sorry for him, indeed I hoped that he would soon be dead, but I...

Truly Adventurous

by sha97 on Aug 18, 2017
Gay Male

Ah, finally the week was over. Jimmy had some idea of keeping this special. Friday evening, he thought he'd go round to his flat and spend the weekend there. What could go wrong? He just didn't want to spend the weekend in his boarding school. He was an adventurous sort. A boy, eighteen. And truly adventurous. He didn't like the way everyone thought of him...

The Handyman Ch. 11: September 2010

by sr71plt on Sep 14, 2017
Gay Male

"I shoulda gone out to do the fishin' today. It's a great fishin' day." "You fished Sunday to free up today—and you brought in a big catch that day." "I don't think this is a good idea." "You've been thinking this was a good idea for a couple of weeks. You couldn't help but show your interest when I mentioned it. I bet you've been hard ever since." "I do...

Before We Go Home Ch. 01

by kill4abutt on Aug 18, 2017
Gay Male

We both have the same Christian name, which we had found out about when we attended the same boarding School, where normally you only called somebody by their surname. Masturbating oneself was the normal way to relieve the sexual tension there. Some though were with the company of another boy whilst thinking of your relative girlfriends; some however, went b...

TVB Episode 04

by lexhibitionist on Aug 31, 2017
Gay Male

Episode 04: Jay Does an Emo Boy Hey everyone, sorry bout the long wait. I didn't know people were actually reading my stories until I got feedback earlier today. Lucky I'd continued the story anyway so here's the next installment :) Disclaimer: Although ages are not stated, all characters are intended to be 18 and over. This story is based in a world where...

Mr. Goodjeans

by Ken Nitsua on Aug 30, 2017
Gay Male

Revised version copyright 2006 by the author. None of this would have happened if my flight out of Dallas/Fort Worth hadn't been delayed. I was royally pissed but there was nothing I could do. It was my own fault, anyway, for not having called ahead or checked the status of the flight on the Net. What can I say, my brain was fried. I'd just finished my fir...

Subway Pit Stop

by Thormand1963 on Jul 15, 2020
Gay Male

I am a forty-eight year old bisexual man, six foot tall, one hundred eighty pounds with short hair and a medium long beard. I am married and love my wife, but I also love to play with men when I have the chance. I had a full day business meeting in a hotel in the center of the city where I live. To avoid traffic and the high cost of parking, I decided to ta...

First Bi Experience

by mnkind on Aug 18, 2017
Gay Male

I had been visiting a friend for several years now. It broke the drudgery and monotony of army boarding life. Recently I had been signing out for week-ends and spending the days at his place. We were both 19 and had many similar interests in sports, music and just hanging out together. Little did I know what other similarities we had!!! One night after a bu...