Cuckold School Stories

109,558 results
Orientation
Length
Source
Infinite Scroll

Friend Zone

by blackrandl1958 on Jan 16, 2019
Romance

Just a sweet little love story. What can I say? I'm a romantic. I need to thank my team. Harddaysknight is my mentor and gives me critical review. SBrooks103x also gives me a pre-post read. My editors are Girlinthemoon, Norafares, Hal, Pixel the Cat and GeorgeAnderson. I love you all. I hope you enjoy, Randi ***** I got off work at midnight. I was working...

Definitely Nice!

by ElderDirt on Dec 10, 2019
Romance

Her name is Nicole...or "Nice Nicole" as she was known by the pool staff because of her natural sweetness, genuine caring, pleasant voice, and gentle ways. For an eighteen-year-old high school senior, Nicole was an anomaly of her generation and especially for her prestigious private high school that was known for its affluent and upper-crust snobby student b...

Bosom Buddies Ch. 01

by bosombuddies on Sep 25, 2017
First Time

(Author's note: This is going to be a multi-part story. This first chapter is relatively light on sex, but there will be a lot more action in subsequent installments. Everyone in this story is at least eighteen years old) (And a quick shout-out to ErikaKane for her editing assistance with this story. Couldn't have hoped for better.) * I turned eighteen a...

Vice Principal

by jt123 on Sep 19, 2017
BDSM

Dan prepared for the evening with an air of confidence and arrogance about him. He was nearing the end of his senior year in high school and, as with many of his fellow classmates, he was feeling nearly bulletproof. He was already accepted to college and knew that virtually nothing academically, short of actually failing a class, could have any impact on him...

The Nude Pioneer Ch. 02

by AvoidingRealWork on Sep 26, 2017
Exhibitionist & Voyeur

It was May. The trees were fully leafed out, flowers were in bloom, and the air had that fresh, clean, fragrant smell to it. The weather was getting nice and warm, and days were getting longer. I love spring. My name is Julie Johnson, or "J.J." as my friends call me. At this time I was eighteen years old, and an over-achieving high school senior. Up until a...

School Daze

by epiphany65 on Sep 11, 2017
Mature

During my final year of high school my English teacher, Miss Jacobs, became pregnant. This alone is not so remarkable. The problem, however, was that Miss Jacobs was a miss and not a missus. Once the members of the school board found out about Miss Jacobs' pregnancy she was given the option of pregnancy leave (firing her was only an implied threat), after wh...

A Cautious Man Ch. 09-13

by coaster2 on Sep 18, 2017
Novels and Novellas

Chapter 9: Bill returned to his church the following Sunday morning. He was welcomed personally by Pastor Markham. David Markham was in his mid-thirties, and one of the new-age ministers. He had a better understanding of the youth of the day, and he was able to communicate with them. Bill had stopped attending church when he met Zena. She had not been to ch...

Join the Club Pt. 03

by IntuitiveJ on Feb 11, 2019
Loving Wives

Jan Carr had only been a teacher at Carter High School for three years. She moved to town after going through a very messy divorce. She had been married for 5 years and it turned out her husband cheated on her their entire marriage. He not only cheated but he flaunted his infidelity to all his friends and even his family. It was like everyone in town knew he...

My Awakening: Spring Break Ch. 03

by nosliwec on Sep 14, 2017
Group Sex

This is a continuation of my previous series. So it will be helpful to have read the previous stories beforehand. If you haven't read them, they involved Hailey's sexual awakening at the hands of her sister. It ended with a lesbian orgy with her sister's friends. This series will be a continuation of Hailey exploring her sexuality. These experiences will be...

Nude Humiliation of Young Viking

by aaronburr on Mar 6, 2018
Exhibitionist & Voyeur

There are references in this to my earlier stories, Days of the Raj, Veronica Peeps and Nude and Erect. ***** Carl Harlson, the tall, tow-haired young Viking, was summoned for rehearsal by Miss Cuff, to be the only boy up on the stage with seven girls, for a particularly difficult scene in Cowgirls and Indian Braves. It was the scene where a lone brave, o...