Chastity School Stories

109,968 results
Orientation
Length
Source
Infinite Scroll

Creating a Monster

by justincbenedict on Sep 19, 2017
BDSM

2006 I wait on my knees, with the steel chastity tube locked between my legs, for Bootsie's return. How will she come back? Freshly fucked or with semen residue on her glossed lips? Have I made a mistake by relinquishing all control of my marriage? 2003 "Oh Silas, honey. That's the cutest thing I've ever seen!" Bootsie's enthusiasm was bubbly as she lock...

The Perfect Man

by Freakboy80 on Sep 18, 2017
BDSM

Sandra was tossing and turning in bed, trying hard to fall asleep and suppress her thoughts of sexual desires, but she just couldn't stop thinking about it. She could feel her panties becoming moist as she fantasized about the things she wanted to do to an unsuspecting male. Sandra has always been a dominant person, and always had to be in-control of any sit...

Julie's Triumph

by justincbenedict on Sep 17, 2017
BDSM

Julie smiled at Everett over the candle lit dinner at Morton's Steak House. The grizzled, former Foreign Service officer, now an export magnate, caught Julie's eye and smiled right back. His brown, tanned hand traveled across the steak tartare and, reaching Julie's small fingers with their French manicure, squeezed them gently. Julie really liked Everett,...

Loaned Out

by Valsslut on Sep 16, 2017
Fetish

Yesterday Lady Valerie loaned me out to her friend. Terrified beyond belief, I drove to a large hotel, rode the elevator up to a large suite and ordered to undo my pants and prove I was wearing panties at the door. I was scared about being scene in the hall worse the humiliation was turning me on so much my clit got hard. Lady Valerie had taken my chastity o...

Visions in Buttermilk Falls

by justincbenedict on Sep 13, 2017
BDSM

After Fanchon and her graduate student friend, Morse got in the house; Fanchon quickly went and switched on the computer web cam. "What do you think of this, Morse?" Fanchon asked. "This is my Wink's Wanking Web cam! Every night between nine and twelve my friend Theodosius Winkleburger masturbates for three hours in front of the camera, and I get to watch hi...

Andy and Stephanie Pt. 02

by justincasetiger on Sep 14, 2020
Fetish

This is part 2 of the story of Andy and Stephanie. Please read part 1 first, or this won't make much sense! Andy I guess I get why she wants to wait...it isn't like I'd be having a lot of sex if we weren't together. It'll be worth it. She's so sexy. I'll respect her wishes for now and when we're married I'll get to fuck her and she'll suck my cock and it'l...

Chianti Cares...

by justincbenedict on Apr 9, 2019
BDSM

"I'm not even sure why I'm here." Reba said, trying to smile. In her early forties, Reba had curly dark hair and was somewhat curvaceous, but the sort that dressed sensibly to avoid the censure of her peers. Chianti had met Reba when they'd been taking an Italian cooking course together at Mallard Creek Community College, just across Buttermilk Bridge. It...

Innocence Lost Ch. 15

by bradley_stoke on Sep 14, 2017
Novels and Novellas

In Which Dodie compares the relative virtues of Innocence and Chastity; Kedi abandons Chastity; and Dodie leaves the comfort of Innocence. Dodie understood the freedom of Innocence's love-making, and how it would frequently involve her fucking her sister or Kedi, but it did little to lessen the jealousy she felt as Kedi or Chastity would be yelping with ple...

The Girls College Ch. 03

by TF2123 on Sep 25, 2017
Fetish

While aimlessly wandering around the front of the Jane Marwood Hall, Paul was approached from behind by a short, thin girl with jet black hair and her taller brunette acquaintance. He was brought to his knees and his hands that were previously covering his genitals were parted away so that his insipid manhood was exposed to them. He nervously looked up at t...

Come Sail Away With Me

by robertreams on Sep 13, 2017
Romance

Chastity, in a long, elegant evening dress of deep green satin, whirled around the dance floor with one man after another, thoroughly enjoying the swishing sound the dress made, the way it contrasted with her flaming hair. She was the official hostess of this dinner party. Since her mother had died four years earlier, when Chastity was only fifteen, Chastity...