Gay Principal Stories

246 results
Orientation
Length
Source
Infinite Scroll

Peter the Queer Pt. 01

by ThisGun4Hire on Feb 6, 2018
Gay Male

PART I: BAD BOYS GET PUNISHED "Close the door behind you," he said. He looked like he could have been a fireman in his younger days. That's because he was large with a big body frame. Perhaps he had been in-shape at one point but now he was a decidedly heavyset man. Because firemen, when they reach a certain age and become fire chiefs and sit behind desks i...

School Gets Different Ch. 02

by cool_person on Aug 31, 2017
Gay Male

Hi, I'm Ben. Remember me? I'm the guy who sucks his teachers dick for high marks in physics. I you don't remember, my Physics teacher Mr Franklin told me that if I gave him a blowjob three times a week in exchange for good marks. At first I saw it as a very frightening chore, but I gradually started to enjoy it. In fact, the more I did it, the more I would f...

Gay Students at Private School Ch. 03

by walterio on Feb 25, 2019
Gay Male

JAMIE AND SAMANTHA During the week as they often did the two fem-guy wives got together for coffee in the morning or wine and cheese in the afternoon. This day after relaxing with a glass of wine they were making plans for the weekend. Fred and Dirk would be gone that weekend, so the wives wanted to enjoy more than just themselves. "I was thinking Jamie t...

Meeting Ethan

by SexyGothicKitten on Aug 18, 2017
Gay Male

In Brian's junior year he had it made. he was co-captian of the football team, the best actor in theatre, straight A student, attractive, popular, and he had the best of friends in the world. (which he still do) he was excited to be a senior next year and he was really looking forward to it. School ended, so did his junior year, and summer came. He still pl...

Dick - The Teen Gym Stud Ch. 07

by dominanceaddict1 on Dec 9, 2019
Gay Male

"What's your idea Ryan?" I asked, looking over at him. I was supposed to be the responsible adult escort for Ryan and a friend to go to his school dance. But earlier that night I had been dressed up in a costume—by Ryan's older sister—as a lady bumblebee, complete with giant tits, a short dress, thigh-high stockings and heels. Ryan's had then essentially u...

Always Obey Her

by LoveIsUniversal on Sep 21, 2020
Gay Male

Everything had changed when Cody had formed a relationship with his own principal. Iris was a remarkable woman. At 42 years of age, she had ruled this high school with her fearlessness and her determination. Cody didn't care that he was one of her students. At 18 years of age, he took his chances. And it wasn't because he would be the one in charge. As a mat...

How It Was Ch. 03

by VersatileMan on Aug 24, 2020
Gay Male

This is a follow up to "How it Was" Ch.1 and 2, so it might make a bit more sense if you read those ones first, although I think it also stands alone well enough. This is a work of fiction that is not based on any real persons or events. If you are not legal age to read erotic fiction, please leave now and do not continue reading. For everyone else, I hope...

Two is Better than One

by LoveIsUniversal on Jan 6, 2018
Gay Male

Anyone on planet Earth would always remember that sleeping with their high school principal would be a distasteful choice in today's society. But Randy just didn't care. He began a rather fulfilling relationship with Sharon, his own principal, at the start of the school year. Even with no one knowing about it, the eighteen-year-old student never regretted it...

Eleanor, Tommy and Martin Pt. 01

by WittePiet on Sep 14, 2017
Gay Male

Tommy moves to a new job in Italy Pt. 01 [Sorry this story has been delayed. I am suffering from writer's block. Any reader who can suggest how I might continue is welcome to leave suggestions in the Comments box.] Chapter I The Llandewi Mawr International Singing Competition Sir David Singleton-Scarborough, opera singer, singing teacher and honorary Fel...

The Education of Scott: Trilogy

by sack on Aug 18, 2017
Gay Male

After Scott's intense three way with Tom and Ben, he walked around with a constant erection which could barely be contained by his khakis and boxers. Memorial Day weekend had been particularly rough for him, as his wife was out of town visiting her relatives and wouldn't be back until Wednesday. When he reported to school on Tuesday morning, Scott was more t...