School Cuckold Stories

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Orientation
Length
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Infinite Scroll

Geneva School for Girls Ch. 01

by rmdexter on Jul 9, 2019
Mature

PROLOGUE The Geneva School for Girls is a two-year finishing school for 18- and 19-year-old ladies just graduated from high school. These are girls who are mostly from wealthy families, who don't blink at the six-figure-a-year tuition and room and board (with a smattering of scholarship girls thrown into the mix). The school was founded by Headmaster Jake...

Miss Davenport's New School

by Jackson Blacke on Sep 25, 2017
Interracial Love

(Author's note - This story was written in response to an email from a reader of one of my earlier pieces. He asked me to write something involving characters with certain specific traits and incorporating a list of particular plot events. I think I've met almost all of his requests. If anyone else has a character or plot which they would like me to try to w...

Senior Year Memories Ch. 32

by aimingtomisbehave33 on Aug 24, 2020
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...

Becoming A Girl

by drlove1968 on Sep 12, 2017
Transsexuals & Crossdressers

This is a story how I became my step moms little girl. You see I had a very tragic childhood as a boy and grew up to become the girl I am today. But then again it is not so bad because for some strange reason it does feel very normal to me because it is the way I was raised and at times I have felt very much loved. I was raised by my step mother because my...

Vicki Loves - Ch. 01: Vicki

by housewares on Feb 6, 2018
Toys & Masturbation

Chapter 1 - Vicki ...wherein an altercation is avoided, a proposition is offered, and an afternoon doesn't go entirely to waste. Vicki Tate should have been home hours ago, and she was not happy about that. It wasn't her fault that stuck-up bitch Kimmy Lustergaard had purposefully tripped her as she was walking to her final class of the day. It wasn't her...

Sadie Hawkins

by GeneMajors on Feb 7, 2018
Romance

To the Reader: All sexually active characters are age 18 or older at beginning of this story. This romance is told from a male point of view (POV), so if this is not your preference, your time might be better spent elsewhere. ***** The Sadie Hawkins Day Dance was still a custom at my rural, 1980's highschool. I always suspected it continued so becaus...

Marilyn's Adventures in School Ch. 06

by walterio on Sep 26, 2017
Group Sex

LIFE AFTER GRADUATION Marilyn and her close friends and classmates received their high school diploma. Most of them were headed for college and others for the workplace. Marilyn however had decided to pursue a career in the porn industry. As she left the school campus and made her way to the studio she recalled the offer from James the owner. "I have a ve...

Sam's Spa Chronicles Ch. 09

by BADSAM689 on Sep 19, 2017
BDSM

The alarm wakes her up; it's 6:20 Wednesday morning. Tanya Marie quickly turns it off so that it does not disturb Eric. She knows that his alarm will not go off for another twenty minutes. She looks across the king sized bed at him hugging a pillow. She wonders what he's dreaming about. She thinks about the sex they had together the night before and smiles....

My Name is Fred Ch. 02

by gushogan on Sep 17, 2017
Fetish

Chapter 02: About Missy My Name Is Fred, the first story in this series is not a true story, but it is not entirely false either. On the old Dragnet TV series they always said, "The names were changed to protect the innocent." In "Fred" no names are real. The places are not really real either. The actual Fred "show me the penis" moment talked about in "My N...

Taste of True Friendship Ch. 15

by Benny_Blank on Sep 13, 2017
Transsexuals & Crossdressers

Tanya went back to school after her visit with Ayisha and Candy. She and "the girls"- - Julie, Irene, and Mary- -still got together regularly and played but somehow Tanya was beginning to lose enthusiasm. Many times, Tanya just sat on the sidelines and ran the camcorder while the girls had fun with each other. There were some great scenes played out for her,...