Chastity Friend Stories

145,732 results
Orientation
Length
Source
Infinite Scroll

We Rule the School Ch. 04

by TheWorldSpins on Sep 16, 2017
Group Sex

Katie Greenwood couldn't decide if she was looking forward to a confrontation or dreading a meeting with her ex. Last Halloween, Simon, the guy she thought was the perfect boyfriend, had more or less blackmailed her into a public, humiliating anal sex experience. She still wondered why she had gone along with the whole scheme. Simon's blackmail was based on...

you or your best friend?

by diego pryde on Jun 25, 2015
BDSM

When you wake up you find yourself facing your best friend. You've been tied one in front of the other, completely naked and seeing each other perfectly. You can't see anyone else right now, but you hear some steps coming to you "please, let us free!!" You hear a laugh. "oh i will... but not before i play a game on you" Then a hand shows...

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Innocence Lost Ch. 03

by bradley_stoke on Sep 14, 2017
Novels and Novellas

In Which Alice is introduced to Innocence and Chastity, and discovers that of the two she prefers Innocence; her friends practise the thespian arts and learn the theatrical skills of Innocence; and, to her disappointment, she discovers her lover prefers the charms of Chastity. Alice wasn't so sure she liked the idea of being identified for her incestuous r...

Jennifer in Chastity

by Wifetheif on Sep 14, 2017
Fetish

Some of Jennifer's friends had told their secret to affording college. They had found sugar daddies, older men who paid for their college tuition and expenses in exchange for sex. Amy, Jennifer's best friend was bedding a local banker and was doing very well indeed. Freed from the financial burden of massive debt from college loans, and with her sugar daddy'...

Innocence Lost Ch. 19

by bradley_stoke on Sep 14, 2017
Novels and Novellas

In Which Alice rediscovers Innocence and learns the virtues of Purity; in which Innocence and Purity are shown in the practise of religious devotion; and in which Innocence leaves Chastity and Purity loses Innocence. The fruition of all plans is often much less than the ambitions associated with their formulation, and so it was with the vacation that Purity...

The Chastity Cube

by justincbenedict on Sep 17, 2017
BDSM

F.X. Copeland came to the Deliosse's front door, lugging the massive box, and pressed the doorbell. A moment later, Santiva Deliosse answered. "Oh, good, Cope, you're here. That's the Zero-Wave?" Cope nodded. "Yep, Miz Deliosse. Works like a microwave, but in reverse. It's an innerustin' invention of mine." Cope lugged the box into the house. It was a big b...

Pegging for Promotions

by TheDougler80 on Sep 18, 2017
Fetish

Doug was less than five years out of college, only in his late twenties and had already started one of the most successful businesses in his city. It seemed as though he had made every right decision since leaving school. That is, until he decided to hire a personal assistant. There were a number of qualified candidates, but when Melissa walked into his off...

Go-Go Control Ch. 02

by assislave on Sep 18, 2017
BDSM

Chapter 02 -- More Control These events are based on a true story. Please note that the dialogue of the Go-Go dancer named Jet is not grammatically correct English but reflects the kind of English spoken by some people in the country that this story is set. * I glanced nervously at my watch again. It was fast approaching eight pm, the time that we had...

Seduction at Belinda's House Ch. 03

by AndreaJordan on Jul 24, 2018
BDSM

James opened the front door to see Kate standing on the step. Wild blonde hair pulled up in a ponytail, white tee shirt and the same old worn blue jeans. "James!" she beamed as if surprised to see him. He led her inside where she dropped down on to the white sofa, looking admiringly around the large room and then equally admiringly at James. "Coffee?" he...

A Sissy is Born Ch. 02

by gtanya on Oct 13, 2020
Transgender & Crossdressers

Author's note: This story is the second chapter of "A sissy is born" series. Please note that it is a very slow build up and if you are looking for some hardcore sex right away, it is not for you. Please leave your comments to help me improve. It was a fairly uncomfortable couple of hours of the train ride with the constant staring of Mr. King. His gaze som...