Cheerleading Stories

2,269 results
Orientation
Length
Source
Infinite Scroll

Good Girl vs. Slut Ch. 18

by HiddenDevil_ on Sep 26, 2017
Exhibitionist & Voyeur

***All characters are over 18*** "Great job, everyone! Let's do some stretches real quick and then we'll call it a day." The cheerleaders quickly lined up in the center of the field, obeying Coach Pennings. One by one, each girl sat down to stretch, carefully arranging their miniskirts on the grass, a long line of high school girls in skimpy cheerleading u...

A High School Adventure

by MausAss on Apr 27, 2013
Erotic Couplings

Authors note: First name and Last name = Main character first and last name. Takes place in alternative America where everyone starts school two years later. You're waking up with morning wood as usual; you consider taking care of it before deciding on a shower. You can't help admiring yourself as you stand in front of the bathroom mirror. The red hair got...

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Hairy Holly: Varsity Cheerleader

by NiceGuyInVa on Sep 19, 2017
Fetish

I'm a 52 year old Math Teacher at Ogden High school, and this year has been particularly rough on me… because of head cheerleader, Holly Armstrong. She is the reason I am sitting in the first row of the bleachers, fighting the bitter October weather as I try to concentrate on the football game, but can't keep my eyes off the 18 raven haired goddess. I am fi...

Cheerleader Muscle Ch. 01

by curl4ever on Aug 29, 2017
Fetish

The football coach stormed into the President's Office. With his face turning shades of purple, he screamed, "I will NOT let cheerleaders use our varsity weight room! Look at this letter! 'Since our prior attempts at settling this issue informally have been unsuccessful, this letter is a formal notice that the University Cheerleading Team is requesting acces...

The Cheerleader Ponygirl

by Sarahcheer on Jul 15, 2020
BDSM

Sarah was just an 18 year old cute little High school senior cheerleader when she stumbled onto Sir Jeff's website about ponygirls. She was from a small farming town in the south, and being the curious girl, she started searching for more information. She spent many nights combing the internet for information, stories, pictures, and other useful information...

Making the Squad

by kimbelina on Sep 13, 2017
Group Sex

We had just finished the last workout before tryouts, and I wasn't sure whether I had done enough to impress the coach. Maybe a little kissing up was in order? It was August, and I was one of dozens of incoming freshmen trying out for Big State's cheerleading squad. I had been the captain of my high school squad, and cheerleading was the highlight of my high...

What If? Ch. 09.2

by PaulStevens on Sep 16, 2017
Romance

Edited by HJF Brandon awoke the next morning to the familiar feel of Katy cuddled against him. In a rush the previous night came back to him and he felt an extreme amount of gratitude for the blonde in his arms. Katy had done it again, as she had countless times when they were together she had found a way to save him from himself. He thought about waking he...

Stacia

by cep69 on Sep 16, 2017
First Time

It was a chilly night in November, the football team sucked a big one but Mike just went to hang out with his friends, and watch Stacia cheer in front of the stands. She was beautiful. They had known each other for as long as they both could remember. High School had been harsh on both of them. Stacia had just got out of a long term relationship and Mike had...

OMG Mom!

by TheSecretlyUnlikelyDuck on Feb 5, 2019
Interracial

You pull into the driveway of 15 Preston Road at around 3pm on a friday afternoon. The light of the late spring sun pours over you as you come to a halt, parked behind the red BMW belonging to Mary Lange. She is a gorgeous blonde, who looks far younger than her actual age of 39, and is unarguably the head of the Lange household. You don't see her husband's c...

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Black Girls Can't Be Cheerleaders Ch. 06

by Phoenix Arrow on Sep 25, 2017
BDSM

Please, if you are under the age of 18, don't read this material. Just wait a few years and you'll be all good and legal for this kind of stuff. Now for the rest of you, Enjoy! ***************************** The sound of the idle car echoed inside her head as Miss Simons stared out at the low-lit house in front of her. Standing on its front porch was the w...