Gay Cheerleader Stories

230 results
Orientation
Length
Source
Infinite Scroll

Loss to Love Ch. 03

by musicfreak on Sep 25, 2017
Gay Male

The ride to school was quiet, my lovable sidekick missing from my passenger seat. Dean had left the previous day, heading back to New York with his parents. Of course I sent him off at the airport. "You be good now." I said as I hugged him. "Since when have I ever been good?" He rebutted, chuckling. "I'll miss you." "This isn't goodbye." I said. Dean was...

Gametime

by secondstring513 on Oct 15, 2017
Gay Male

I am not really certain how I got into this situation, it all seemed to start innocently enough. I was on the road, staying in a pretty upscale hotel in St. Louis, and after changing into a golf shirt and loose pair of shorts had gone to the bar to have a drink after dinner. There was an early season college football game on the TV behind the bar so I sat on...

Turning Out The Confident

by Coxswain on Sep 4, 2017
Gay Male

As I look back on my coaching career, I can't help but smile. I've got a respectable record of wins and season trophies, a long list of young men trained as sportsmen, and a couple of Most Valuable Teacher awards. I also keep a private list of names and telephone numbers. Men, you see, come in three varieties, and three only: * Curious (wants to try sex w...

The Vacation House Ch. 28

by 1Puck1 on Oct 11, 2017
Gay Male

I'm finally able to let loose and have some fun here in Burlington. It has been little more than work upon more work and stress ever since the building site was set up a few weeks ago. It was a bitch driving the trailer up here but Tag and I managed to get it on solid ground. The utilities are all hooked up and most importantly we have WiFi and running hot a...

Planting The Family Seed Ch. 02

by arthurwilliamdent on Sep 14, 2017
Gay Male

Author's Note (B Flat): While the first chapter of this story was based in true life experiences, I've decided to mix some fiction into the rest of this story at the request of readers and to make for a more interesting story. This story deals with gay incest but this particular chapter is about two friends who 'accidently' have sex. Chapter 3 will get bac...

Wrestler's Shower

by Maximus_Crassus on Aug 18, 2017
Gay Male

In high school I had been the best on my wrestler on my team. I had gone to state in the 195 weight class my junior and senior year but had never taken home the title. My sophomore year, before my growth spurt and finding my love of working out, I had lost at regionals in the 160 weight class; and freshman year I had been the Junior Varsity wrestler in the 1...

Winners and Losers Ch. 10

by bawdybloke on Sep 15, 2017
Gay Male

I had a brief chat on the phone with my fiancée when the team returned to the hotel; she had watched me on television at her friend's house and was breathless as she described how majestic I looked seizing the oral virginity of the young player. The day had been awesome, in every way; the double dosing of sexual relief coupled fantastically with the progress...

I Was A Teenage Cocksucker

by Tom Jackson on Sep 14, 2017
Gay Male

It's hard being the only gay kid in a small high school. It was especially hard before my I went to college; I had just turned nineteen. I am actually bisexual, but to my classmates, being bisexual would have been as bad as being gay. Besides, I was much more interested in guys than girls before I met Alex. Being a sensitive, bookish lad, I naturally had a l...

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...

Blow, Blow, Thou Winter Wind

by EMauriceGlass on Nov 26, 2019
Gay Male

As Rob slogged through an icy squall in the dark on the way back to his dorm from the college library, where he'd been finishing his term paper on The Muffled Queer Voices of Colonial America, he took the opportunity to utter some choice words under his breath as well. "It's fucking cold!" A popular turn of phrase, notably among his teammates in JV football,...