High School Cheerleader Gangbang Literotica Stories

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My Submissive Summer Ch. 08

by VanillaXtasy on Sep 13, 2017
Interracial Love

I woke up to a knock on the door. I slowly got up off the floor and felt sore and used. I opened the door. “Oh my god” Mr. Bernstein said. I completely forgot I was still naked. I reached for a t-shirt that was on the floor. I just smiled in embarrassment for his sake but really did not care. He stutters thru his sentence about wondering if I wanted to rene...

Left Behind Ch. 2

by Stardog Champion on Sep 19, 2017
Interracial Love

Malcolm squeezed his cock by its base and dropped it like a fleshy club right across Jessica's flushed, cumcovered cheek, in the process smearing the result of his powerful orgasm like a clear white gloss over top of Jessica's smeared make up. Feeling the smooth head of Malcolm's cock slide across her cheek, Jessica cringed internally as the reality of her...

Loosening Up Bk. 10 Ch. 26-30

by SteveWallace on Oct 26, 2020
Group Sex

Chapter 26 -- Louisiana II Sometime during the night, another co-ed had snuck into Phoenix and Devon's room in the sorority house and inserted herself into the lovemaking that the threesome had been engaged in. Amazingly, she'd brought two things with her when she arrived -- her bathrobe and her test results from the day before. Both were quickly dispensed...

Senior Year Memories Ch. 23

by aimingtomisbehave33 on Mar 27, 2019
Erotic Couplings

(Usual Disclaimer Time: Even though this story almost entirely takes place in a high school setting, all the characters in this story are 18 years old or older, and since we're living in the wide wonderful world of porno-land here, where clichés roam free and things might get a little unrealistic from time to time, please remember it's all in good fun. This...

Is This Cheating?

by PetitePlay on Apr 14, 2020
Erotic Couplings

Cassie, 29, works in marketing for a real estate investment firm. She rose quickly in the company thanks to her intelligence, savvy, and work ethic. She's vivacious, open-minded, and seems to get along with anyone she meets. A former high school and college cheerleader, she now channels her non-work energies into running, yoga, dancing, reading, movies and l...

Debbie's Varsity Letter

by JRob on Sep 13, 2017
Group Sex

Debbie Garafolo was a high school tennis star and head cheerleader, the object of every classmate's lust and a girl destined for stardom. But a funny thing happened to Debbie on that not so heavenly road. She attended Fairview State University, and there she found hundreds of girls just like her. Each was also a high school star, each was a prom queen, each...

Four Hills High School Ch. 01

by Megaeros on Sep 12, 2017
First Time

All characters are at least 18 years old. Robert sat with Jackie on the floor of her bedroom, and for the hundredth time let his eyes wander over her; over the jeans which hugged her hips tightly, the pleasant swell of her breasts under the pink t-shirt, and the wavy, dark blond hair which fell about her shoulders. In front of them, their algebra books and...

The Wrong Man

by BillandKate on Nov 25, 2017
Loving Wives

When I was a senior in high school I was madly in love with the head cheerleader, and for a while it seemed she loved me. I thought we were the perfect couple and knew we were destined to be together for the rest of our lives. During the entire school year you couldn't put a sheet of paper between us, we were that close. Then one night in May I happened to d...

Setting Her Up

by Just Plain Bob on Sep 16, 2017
Loving Wives

Merrie was a cheerleader and the most beautiful girl in the school. In the town as far as I was concerned. I was the quarterback and captain of the football team. It was a match made in Heaven. +++++++++++++++++++++ Nine years later I looked on it as a match made in hell. Merrie was as gorgeous as ever even after having two kids, but she had turned into a...

Daughter's Initiation into Lust

by silkstockingslover on Nov 18, 2019
Illustrated

Summary: Cheerleader, principal and daughter learn about true obedience. WARNING: This is a story that includes sex in church, misused biblical quotes and a Minister who misuses his clerical authority to sleep with high school students, married women and his own daughter... if such things offend you please don't read. (Also, scripture is constantly misus...