Cheerleader Stories

6,439 results
Orientation
Length
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Infinite Scroll

The Cheerleader and The Soldier

by evilone on Sep 13, 2017
Erotic Couplings

I am standing in line at the bar, waiting to order a beer. How I talked myself into coming to my high school reunion was beyond me. I disliked most of the people here when I was in school, and not too much had changed. Most haven't done anything with their lives. Here I stand, nearly 28 years old, a highly decorated Navy Seal, second in my class at the Naval...

Life of the Horny Head Cheerleader

by snakeeyes85 on May 20, 2010
Exhibitionist & Voyeur

The morning talk radio blared as her alarm clock clicked over to on. Sarah lifted her sleepy head, shaking her brunette hair away from her beautiful green eyes, to read the time. It was7am and it came very early for her. The next two days were going to be very eventful. Sarah Lanzano was the captain of the cheer squad for the Topeka College basketball team,...

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Spalding and The Cheerleader

by justincbenedict on Sep 17, 2017
BDSM

22 year old Spalding Tyll walked home disconsolately, his knapsack hanging off his arm. It had now been 103 days since Mother had allowed him to masturbate, and it was hanging heavy on his young balls. Mother was mad at Spalding... She was going to punish him through humiliation by making him jerk off in front of the hottest cheerleader at Buttermilk Fall...

Twin Seduction Ch. 05

by TheSparkZone on Sep 25, 2017
Exhibitionist & Voyeur

Bob was the class president and Ashley, a five-foot-five-inch blonde with a killer body, was the treasurer. She was also the captain of the cheerleader squad. Ashley's thirty-four year old mother was just as beautiful as Ashley was, with a killer body of her own. Ashley and her mother were not very wealthy, but they were very close. When Ashley's single mot...

Orange County Cheer Squad Ch. 01

by mrpimpnfly on Sep 13, 2017
Erotic Couplings

Monday seemed different for Cody Carlyle. The previous Friday he'd been just another new kid at school, albeit one with dreams of playing big-time college football but a new kid nonetheless. He had found himself self conscious of his Oklahoma twang in his new West Coast setting, and the old pickup truck he drove to school only helped him feel out of place....

Artifacts of Exposure

on Mar 8, 2017
Fantasy

This is a story of pretty girls and their newest possessions. Possessions that will come to be revealed as catalysts for their ultimate and humiliating exposure. An enigmatic profiteer roams the world even now, selling his cursed wares to unsuspecting young women. The tales are many but they all end the same. Ultimate embarrassment in its most naked and pure...

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Home Alone with Beth Ch. 02

by Benny024 on Sep 19, 2017
Transsexuals & Crossdressers

"Warning, this title contains the following: explicit sex, graphic language, and some violent situations. In addition, all characters in any sexually explicit conduct are over the age of eighteen (18) years at the time this story was written." * Beth drove me to work the following day, so I could pick up my PC key. I needed my pin number, so I could log i...

The Cheerleader: Rachel Watson

by MasturbationSuperstar on Sep 13, 2017
Celebrities & Fan Fiction

This story is written via request, and is about my favorite cheerleader, Rachel Watson, formerly of the Tampa Bay Buccaneers. ***** It is late spring, and NFL training camp is still a few months away. The offseason does, however, have its share of activities, including free agency and the NFL draft, and one of the rites of spring are NFL cheerleader tryout...

Last Week of School Pt. 02

by andrewmoocow on Oct 8, 2019
Exhibitionist & Voyeur

My name is Amber Martinez, a freshman student at J. Oscar University and a member of the nudist sorority Alpha Zeta Zeta. Last you all heard from me, the girls and I were invited to a swinging frat party where we met another sorority that we got into nudity just like us. The next day I decided for the second day of the final week of school, I was gonna go...

Confidence Regained Ch. 1

by Outlaw on Sep 26, 2017
Exhibitionist & Voyeur

When Jake first really began to notice the quiet, attractive girl in the corner, he was supposed to be writing a paper on "The Great Gatsby". It was a good book, but his mind really wasn't on writing essays now. It was a great day, the sun streaming through his classroom window and washing over his face. His old, slightly neurotic teacher was grading papers,...