Teacher Chastity Stories

31,037 results
Orientation
Length
Source
Infinite Scroll

Innocence Lost Ch. 16

by bradley_stoke on Sep 14, 2017
Novels and Novellas

In Which Gryphon teaches Innocence and Chastity in a college of Further Education; and develops a particular affection for the attractions of Chastity. Gryphon had enjoyed her work as a school-teacher and it was a great disappointment for her when it became clear that she would have to seriously consider a move to another institution - and as there was suc...

Innocence Lost Ch. 17

by bradley_stoke on Sep 16, 2017
Novels and Novellas

In Which Gryphon purchases affection and gains a little satisfaction; the provision of Chastity to those willing to pay; and Gryphon's discovery of the hidden virtues of Innocence. Despite the rewards of her affair with Chastity, Gryphon still didn't feel that her sex-life was wholly satisfactory. She acutely felt the insecurity of having a relationship wit...

From Charity to Chastity

by carrteun on Mar 10, 2020
First Time

This is my submission to the 2020 Valentine's Day contest. Please take a second to vote if you enjoy reading it. I've already enjoyed reading some of the submissions and look forward to reading more entries. Good luck to all the authors. * I almost felt like I didn't belong the first few weeks. Many of the faces were only a handful of years younger than me...

Chastity's Lessons Ch. 01

by Goldeniangel on Sep 19, 2017
Interracial Love

Chastity giggled as she hurried down to the gardens, thrilled that her father was leaving for the day... whenever he left she would rush down to the extremely attractive 29 year old black man that worked in their garden. At the young age of 18 she found him fascinating, not in the least because her parents kept her so sheltered. She'd been in the outside wor...

CFNM SCHOOL

by Tallywacker on Oct 30, 2018
Exhibitionist & Voyeur

New Horizons University of Female Supremacy (New Horizons for short) was founded by a group of rich and powerful women who were fed up with the chauvinism and toxic masculinity that permeated other tertiary establishments especially the Ivy League. So to ensure that their daughters would have bright futures and that their sons would not grow up to be misogyn...

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DUYA 03

by Horhay_J on Aug 31, 2017
Fetish

Mrs. Heyward had given Rachael the rest of the week to recover and to study more. Rachael had spent the time re-reading everything. She was also allowed to visit the punishment and reward rooms just to observe and see some practices applied. She also sat in on a few classes. These were much more in her comfort zone, as the classes were fairly normal for the...

My Old Guy Ch. 02

by anonentity on Sep 17, 2017
Mature

Chapter 02 Tasty Tasha tells all! "Dear Mister Old Guy, WOW! All I can say is WHEW!! I keep on looking at that picture you took of me straddling your legs with your cock in my hand aimed at my craving cunt! Not that I will ever forget that moment but I'm sending this letter to you so you will never forget it either. Well like I said in my first letter t...

Sentenced to Chastity Ch. 01

by Richard_Steele on Jun 19, 2018
Exhibitionist & Voyeur

Disclaimer: All characters in this story are at least 18 years of age. *** Note: this story takes place after laws were put into place to subjugate men. These laws were passed in response to the sexual assaults & harrasment of 2017 & 2018. Chapter 1 "Guilty!" screams the average looking, middle-age woman from the bench. Tony knew that he didn't have a ch...

The Devil's Mystery Box

by bbcummings on Jan 30, 2019
Fantasy

Author's note: My idea is for the stories to mostly be 3rd person. However, this section basically has to be second person, so bear with me. *** The box you found was peculiar. Usually, a box didn't come with strange markings. It wasn't made out of exotic materials that seemed to defy normal physical behavior. Boxes were usually cardboard or wood. They held...

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Chastity's Lessons Ch. 03

by Goldeniangel on Sep 19, 2017
Interracial Love

Chastity had returned to Jeremy the very next day, eager for her next lesson... and her hot little pussy was eager for some more of his black cock. To her delight, he'd had something new to show her immediately, stripping her down and laying her down in their clearing, instead of fucking her immediately he straddled her head with his large black thighs and l...