Gay Coach Stories

30,604 results
Orientation
Length
Source
Infinite Scroll

The School Tramp

by tawnysuede on Sep 19, 2017
Transsexuals & Crossdressers

(From "Boy" to " Boy oh Boy!!") Chapter 1 - The School Tramp I was a virgin. I did not want to be a virgin. I asked my sister for help, and that was a mistake. Well, at the time I thought it was a mistake, but it turned out to be the best mistake that I ever made. I was nineteen years old at the time and entering my junior year of high school. Yes, my ju...

Coach Turns Bi

by Coxswain on Sep 12, 2017
Loving Wives

New PE teacher and his wife seduced by well-hung student I made it! I made it across that stage wearing the Cap & Gown! Plowed through the long years of college and graduated! Yes! High-five! Thanks to Uncle Sam and the GI Bill, I had a diploma! Eleanor and I were in the Army in tough times, and when I hit 20 years in 1965, we decided to retire. As a drill...

A Year Ago Ch. 04

by MadQuill on Sep 25, 2017
Transsexuals & Crossdressers

This is an evolving story of sensual investigation. Please review the first three parts of the first Phase . . . * When I returned home the evening I had visited the Mall the exercise gear I'd ordered was waiting. Once in the house I saw myself in the mirror at the entry. Only a week ago when I looked into a mirror I'd made the leap, not out of narcissism...

Quinn

by jjcole on Sep 17, 2017
Non-Erotic

I was a writer that had pretty much found her niche as an interviewer. I learned that people had no trouble opening up to a small freckled faced redhead with no discernible tits. My first hit interview was with a young chef whose food I liked. Her restaurant was doing OK but it was her struggle to be accepted as a woman chef that held the interview togeth...

Crimson Reborn Ch. 14

by Quixerotic1 on Sep 14, 2020
NonHuman

Author's Note: Due to the setting of this chapter, I'd like to reiterate that all characters in this story are above the age of eighteen. Lucy's heels clacked along the empty hallway. She trailed her fingers over the metal lockers of Pershing High like she had fifteen years ago. Fifteen years before she would become the Crimson Lady. Her picture still hung...

Love of Horses Pt. 02

by EgmontGrigor2011 on Sep 16, 2017
Novels and Novellas

One of the Western riders, Lana Turnbull asked Ralph could she could transfer to English seat and compete in novice equitation over fences. She was asked why and said because Kate John was driving her too hard. Jane was told the transfer would be approved subject to Jane receiving Kate's agreement. If Kate refused and Jane couldn't accept that she'd have t...

The Surrogate Ch. 02

by MicheleNylons on Jan 20, 2020
Transgender & Crossdressers

Chapter Two - Becoming Mila Mila slept in a satin nighty and panties that night but she was untucked of course. There was no sign of Peter Randal and she had the apartment to herself. She had practiced her makeup for a while and walking in heels and then after a light dinner she retired. She had tried on her sister's clothes and divided them into two piles...

The Matinee Idol

by Samuelx on Sep 13, 2017
Erotic Couplings

My name is Travis Johnson. I am a young Black man living in Boston. I attend Emerson College. I am studying Business Administration there. I lead the kind of life that many people envy. I've got a full scholarship to college. I live in the dorms and I'm rather popular with the ladies at school. I can't blame them for liking me. With my six-foot-two and two h...

Little Big Man

by bassbelly on Sep 13, 2017
First Time

He was five feet, three inches tall. He weighed a whopping 115 pounds. At eighteen years old, he was checking in to a new high school in the first month of the school year. His father was a fighter pilot in the Air Force. They moved a lot. They moved so much that his mother had her fill of it five years ago and divorced his dad. He knew what it was like, ch...

Payback

by Ann Douglas on Oct 13, 2017
Erotic Couplings

Jim Grant moved quickly down the long, semi-illuminated, basement hallway. The eighteen-year-old was one of the editors of the high school paper and had spent the better part of two hours rewriting an article that had been turned in three hours before the paper had to be sent to press. If it had been up to Jim, he would've just tossed the poorly written fea...