Chastity School Stories

109,968 results
Orientation
Length
Source
Infinite Scroll

Surprised by Stacey

by Falling4U on Sep 13, 2017
Erotic Couplings

Sometimes when I look back over the two or three years since this incident happened I wonder if it really did or if it is just the imaginings of a man in his older years. But then I unlock the bottom drawer in my office desk and the proof is there waiting for me – a tiny, lacy, black thong, long since dried out from the juices that once covered it but which...

School for Scandal: Period 02

by jizzlober on Sep 1, 2017
Humor & Satire

This is a straight up no-frills wish-fulfilment/gratification scenario based around a loose school satire for people that enjoyed the first chapter, which can be found in the 'Group sex' category. This submission is more tongue in cheek and belongs more firmly in the humour/satire section. As with the first chapter, feedback and comments are appreciated, as...

A School Reunion

by Miller6 on Sep 1, 2017
Group Sex

Scene 1 - The Invitation Louise hadn't been sure about coming to this school reunion, not sure at all. She hadn't been anywhere near her old school for over 20 years, didn't really know anybody there anymore - and to be honest, she didn't have much desire to meet any of her old friends anyway. Life had changed for Louise in the 20 or so years since she had...

Whitewash High Ch. 14

by EnglishTeacher on Sep 25, 2017
Interracial Love

Suzy slipped back into the apartment at the crack of dawn. As expected, her mother was already servicing customers even this early in the day. No note on the table, no angry message, nothing to show any motherly care or concern. The Mulatto girl needed to pick up some books from her room in order to study for a test. Mistah Cracka-man's words penetrated her...

Snogwarts School Goddess Pt. 01

by jane700bond on Jun 9, 2020
Sci-Fi & Fantasy

Introduction I was brought up in the south of England and was lucky to be sent to a boarding school. England is very different from the USA as not only teenagers are allowed to legally drink alcohol at 18 as opposed to 21, but the age of consent is only 16. However, all characters in this story are at least 18. While school did a reasonable job of separati...

Cedar Hill Cheerleaders Ch. 08

by Wayne_Richardson on Sep 25, 2017
Erotic Couplings

The Cedar Hill high school cheerleaders always had their lunch together in the cafeteria. There was Veronica Wilson the head cheerleader; Chantelle Spiros who became famous by going to school completely naked; Marsha Dickson, who Jamie Taylor thought had the sexiest pussy; Jill Tumbling who had swallowed Jamie's cum at Veronica's birthday party; and Tonni Ar...

My New Sis

by PoetMaster on Sep 25, 2017
First Time

Everyone in this story is eighteen years old. High school can be a very frustrating place, especially for boys. Their hormones are racing and high school girls are wearing shorter skirts and shirts than ever before. It seems like most of them do not mind showing off some skin. If you're not very popular, high school can be a lonely experience. Joey Taylor...

First Time with My Junior Roomie

by pghpa on Sep 13, 2017
First Time

It was the start of my third year of college and I was now a junior! Finally I was not going to be in a dorm but instead an apartment. No more RAs breathing down my neck to keep the room clean and police what I do all the time. It was an on-campus apartment which meant the rules were still pretty strict - no boys at ANY time for instance, but I was used to t...

Bethany Gets Afro-Sheened Ch. 05

by rikki rocks on Sep 11, 2017
Interracial Love

JUST ANOTHER SCHOOL DAY The morning alarm clock woke Bethany from an uneasy sleep. Thursday, another routine school day on which she begrudgingly made her way to the shower, still sleepy-eyed in her jammies. The spray of hot water helped arouse her. A once meticulous student, she had less and less tolerance to her studies, contemplating instead on black coc...

Futanari Notebook Ch. 17

by sexgundam666 on Jan 22, 2019
Sci-Fi & Fantasy

Zoey sat in a quaint shop, a single cup of coffee before her. The table was small, adequate for two getting a drink or snack and not much else. Three others occupied the space around her, each with a single person sat at them. Behind the counter, the owner cleaned up or sampled her own product, giving a satisfied sigh with each intake. Several people passed...