Gay Cheerleader Stories

383 results
Orientation
Length
Category
Source
Infinite Scroll

BBC Cheerleader

by Alysonthecorruptedslut on Feb 10, 2020
Gay

// Hello, I'm glad you've taken an interest in my musings, I'll be updating this story as much as I can, but please be patient as I do have a busy personal life on the side. If there's any particular fetishes you'd like to see in her, send me a message and I'll see what sort of magic I can make. ~Alyson \\ You thought long and hard about how you were going t...

Dakota's Cheerleaders

by Coxswain on Aug 18, 2017
Gay Male

Son-in-law and wife in horny mixup with father in 1919 Montana. I can tell this now. After all these years, I'm past worrying about rocks thrown through the windows by outraged neighbors. Most everybody who knew us then is pushing up daisies. In 1919, Missoula was a beautiful place, an outpost of civilization in the huge wilderness of Montana. The wild wes...

Touchdown Ch. 01: Kickoff

by KenJames on Sep 25, 2017
Gay Male

* * * * * * * * * * HOT YOUNG COACH . . . SUPER-SEXY CHEERLEADER . . . STUD QUARTERBACK . . . Travis Williams has returned to his small Texas town's high school as the Conner Cougars' assistant football coach. Five years ago, when he was star quarterback, Bill Harris and Sandy Oakes worshiped him from afar. Now, Bill is starting quarterback, Sandy is hea...

Efrain and Cory Ch. 02

by dayne on Sep 14, 2017
Gay Male

Author's Note - The voices in my head are still sexually harassing me. ~Dayne Chapter Two – On Finger-Banging Cheerleaders I'm not completely sure why we're tabling for yet another week during the summer session. But, Kiley thinks she can keep the GSA active even though most of our members went home for the summer, and somehow I'm roped into this. I hones...

Wicked Game Ch. 18

by velvetpie on Sep 16, 2017
Gay Male

Shane was extremely nervous. He had made a triumphant return to Marshall, much to the delight of the cheerleader core and his football buds. Everyone asked where he’d been. He just said that he’d been on vacation. He didn’t tell them about the hefty cashier’s check that he’d deposited in the bank this morning. He didn’t tell them about the sexual escapades....

Nice Outfit, Vince

by MehIdfk3 on Aug 31, 2017
Gay Male

I sat on couch as I waited for my roommate, Vincent, to come out the bathroom from getting dressed. I ordered a cheerleader lingerie earlier today that fitted him perfectly. I smiled as I heard the door open and small footsteps walking towards my location. I stood up and walked towards my lover in an adorable lingerie. Vincent was not making eye contact...

Finally Alone

by raylene on Aug 18, 2017
Gay Male

Finally everyone is gone, now I have the place all to myself. My heart is racing as I open my sisters closet there it is her high school cheerleader outfit. I run my hand over the fabric. It is so smooth. There they are, her pink g-string. I slip them on over my going cock. I watch myself in the mirror as I put on the matching bra. My favorite part of dres...

Curious with the Gay Kid

by taleteller on Sep 14, 2017
Gay Male

I was one of the normal kids. I played football, dated one of the cheerleaders, had friends, went to parties, and picked on the gay kid, Rich. Like every school, ours had the one gay kid that everyone knew about. He had been caught freshmen year making out with another guy, who ended up moving. People took every opportunity to torture him, including myself....

Scoring in the Locker Room

by REINER BENT on Aug 18, 2017
Gay Male

I live in a small town of the Mid-west. The local football team is called "The Destroyers." Rumours had it that after a victorious game three of the players liked to have a good time with some of the fans. But they weren't fond of cheerleaders or girls in general. They preferred to fuck a tight male ass. I was so intrigued by these rumours that I decided to...

The Coach and I

by CAPervert44 on Oct 19, 2020
Gay Male

Every girl in high school I knew wanted the head football coach. They all thought he was sexy. In my senior yearbook there were photos of the coach with the cheerleaders. They all but said they wanted him to fuck them. And none of those cheerleaders knew that just a couple of years later I was sucking his cock and I was his sissy-boy. I was spending long...