Cheerleader Stories

6,439 results
Orientation
Length
Source
Infinite Scroll

H: A Pair of Goldilocks Pt. 0102

by PrevertOne on Sep 16, 2017
Sci-Fi & Fantasy

Bears, Porridge, and Honey: A Pair of Goldilocks by The Preve Story One---The Sticky Cheerleader: Part Two Cynthia caught the brothers off guard. The cooperative, orgasmic body beneath them, transformed into a whirlwind of flying arms, fists, and legs. "Shriek! Scream! Help! Get off me you perverts!" the cheerleader shrilled...and then she saw the true na...

A Saturday of Cheerleader Pleasure

by mrsterygor on Sep 18, 2017
Mature

This is an erotic fantasy. It is a work of fiction. Any characters or events related to real-life people or real-life events is unintentional and entirely coincidental. ***** I loved Saturdays. They were easily my favorite day of the week. There was something so great about them. Yeah, having no classes was nice. Yeah, the beer was great. Yeah, the footbal...

Good Girl vs. Slut Ch. 07

by HiddenDevil_ on Mar 11, 2019
Group Sex

***All characters are over 18*** Trisha threw her backpack and her gym bag into the trunk of her mother's car. Her mom worked from home on Fridays, so she let Trisha drive herself to school. Cheerleading practice had run longer than usual, and the sun was already dipping down below the horizon as Trisha pulled out of the school parking lot. She turned on th...

Kim the Cheerleader Ch. 01

by vic_elor on Sep 13, 2017
Transsexuals & Crossdressers

It was Kim's life long dream to be a cheerleader for a professional sports team. She had wanted to be one ever since she watched her first football game with her father. The short colorful skirts, the tight shirts, all the bouncing around, being teased with and wooed over by many thousands of men both at the stadium and at home watching their TV's thrilled h...

A Saturday of Cheerleader Pleasure Ch. 02

by mrsterygor on Sep 18, 2017
Erotic Couplings

Weekdays were the definition of dull, boring, and uneventful. There were classes, there was homework, there was having to stay sober, and there was very little free time. However, as dull and tedious as those weekdays were, they also made my Saturdays even better. Especially since I got to spend all of my Saturdays with my amazing girlfriend, Becca. Becca w...

Exporoni at Her 25th HS Reunion

by Exporoni on Apr 6, 2020
Loving Wives

This past fall was my 50th high school class reunion! It was my first high school reunion in twenty-five years. At my 25th, I drank (and smoked) a little too much and behaved a bit naughty and got out of control. Because of our small town and so many family and friends living within, Ray and I never played around in our hometown, trying to keep a nice wholes...

A Saturday of Cheerleader Pleasure Ch. 07

by mrsterygor on Sep 25, 2017
Group Sex

"A Saturday of Cheerleader Pleasure Ch. 07" is a continuation of "A Saturday of Cheerleader Pleasure" Chapters 1, 2, 3, 4, 5, and 6. If you have not yet read those stories, I advise doing so before you start to read this story. This is an erotic fantasy. It is a work of fiction. Any characters or events related to real-life people or real-life events are uni...

College Cheerleaders in Pantyhose Ch. 02

by fanofpantyhose on Sep 25, 2017
Exhibitionist & Voyeur

After that night of hot encounters with my stepsister and her cheerleader friends, which involved steamy sex and their pantyhose, I wound up attending almost all the football games they were cheering in; I just couldn't get enough of watching these young women in their hot cheerleader uniforms and gorgeous legs, wearing pretty tops, skirts, white socks, snea...

Making Him Happy

by Daphne123 on Apr 3, 2019
Erotic Couplings

The following story is fiction and does not describe any real person or situation in particular. All characters are at least eighteen. This is a one off short story that is my personal twist on the cliché cheerleader fantasy. Nothing deep, just really sexy and really fun. Nice or constructive comments are very much appreciated. Rude comments are just mean an...

HDD – Candace blows a coach

by novella_champ on Oct 6, 2020
Novels and Novellas

ENTRY 9 Hello Digital Diary. It has only been a few weeks since I last wrote you. I feel like there is a lot I have wanted to write in here the past few weeks. I have felt a lot of regret from what happened with Reggie. Every person I know would shun me if they knew what I did. But I guess that is just between you and me isn't it? Tiffany loves me though....