Gay Jock Stories

25,874 results
Orientation
Length
Source
Infinite Scroll

The Making of Meaghan Ch. 03

by ms_599 on Apr 9, 2018
Transsexuals & Crossdressers

CHAPTER 3: Time to Think I packed my bags and headed out the door, catching the Greyhound bus to my sisters at 10 am. I felt sad, confused and depressed watching the miles tick by on Interstate 29 and 90. How the fuck did this happen to me? I haven't had the best of luck getting girlfriends or getting the sex I've always craved and now I feel like I've be...

Taste of True Friendship Ch. 02

by Benny_Blank on Sep 15, 2017
Fetish

Jerry went over to his "spot" that had been placed near the back door and out of the way of the "action". It consisted of a chair with three monitors in front of it and each of the monitors were hooked by a cable to corresponding video camera each being held by a cameraman. There was one guy running around keeping the cables clear of each other so that none...

What Girls Really Want

by jocksissy on Sep 14, 2017
Interracial Love

DISCLAIMER ALL PERSONS AND EVENTS ARE ENTIRELY FICTIONAL. THIS STORY IS INTENDED FOR ADULTS ONLY AND IS NOT TO BE VIEWED BY MINORS. CAN ONLY BE POSTED OR USED ON FREE WEBSITES. Story codes (forced fem, femdom, interracial) I was painting Misty's toenails a bright red color as I kneeled in front of her. She was lounging on the sofa watching T.V. I knew she...

Tony Ch. 1

by Rebecca on Sep 13, 2017
Erotic Couplings

I'll make the history of things brief. I was a 42 year-old woman trapped in a marriage for appearance only. My husband, a 62 year-old man had told me after our marriage that he was gay, not just gay but he had a hardy appetite for young men. He was wealthy and I guess after my first failed marriage and after struggling with no money for so many years I accep...

A Tale of the Technician Ch. 01

by FinalStand on Sep 25, 2017
Erotic Couplings

*Know who your friends are and why they are your friends* After my parent's divorce Mom and I moved around a good deal. I tried to get involved in school activities but all I was ever good at was computers and football, and football was how I normally got a foot in the door because I was more into weights and cross country running than being a geek. At my...

First Time with Chris

by Sissyhalo on Mar 7, 2018
Transsexuals & Crossdressers

All characters are over 18 years of age. ***** High school sucked. Actually it didn't it was pretty dry sexually. I was gay, not even really gay but trans. I wasn't a guy but kinda stuck there. Short, chunky, uncomfortable in my skin and life and with people it all sucked. Getting out became as much as an obsession as changing. So my last two years o...

Rachael Ch. 06: Jocks

by SallyRichmond on Sep 28, 2020
Novels and Novellas

Chapter 6 Jocks Madame Silver described the terms of employment and we went over the agreement that she wanted me to sign. It seemed clear and mostly about indemnifying her should I screw up. The rate was fair; I got 30% plus room and board. I could get out of my apartment and save a bunch of money. She didn't have any problem with me staying in school. Sh...

My Sister's Boyfriend

by KinkyPotato on Sep 13, 2017
Transsexuals & Crossdressers

I never considered myself to be gay or anything like that, but my first time was with my sister's boyfriend. It happened a week ago now. I was at home alone, parents away on vacation, and my sister gone on business. These times were fairly common, so I would use them to indulge in a little habit I had. I liked to crossdress in my sister's clothes. Nothing se...

Andre Finds Love Pt. 01

by eviltwin52 on Aug 18, 2017
Fetish

My head on the stomach of the well built black man, I caress his balls and admire the BBC that just fucked my wife of 20 years. My wife Lee Anne is standing at the foot of the bed smiling. Of course she's smiling. She's just recovered from a multi-orgasmic pounding of her pussy. And that pussy belongs to Big Black Cock. I make eye contact with Lee as I s...

Hot College Threesome Ch. 02

by engine1844 on Sep 18, 2017
Group Sex

When Michelle came back into the living room she let out an appreciative moan. "Boys..." she smiled, "don't start without me..." But instead of getting on the couch Michelle sat on the floor with her back on the couch. Then she shot us both seductive looks, "It's been a long day..." she cooed, "...I think I need a massage; why don't you guys get to wor...