Chastity Prostate Stories

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Crossdresser's First Anal Orgasm

by ksha on Sep 16, 2017
Anal

A young man still experimenting with his body, found a new fetish he enjoyed quite a lot. He found the joys of anal masturbation. He had heard rumours of an orgasm so wonderful it would leave you shaking afterwards. He was in search of his very first prostate orgasm. This is the story of the first time this young man would discover the joys of prostate pleas...

Mistress Katie Supervises Ch. 01

by royalrogue on Sep 18, 2017
BDSM

Three weeks. It had been a long three weeks for Michael since his last orgasm. Since Domina had strapped him to the bed, teased and milked him to an intense orgasm. She'd eased the thick prostate massager into his tight ass and used it to heighten his arousal. Smiling as his cock throbbed and dripped, while she played with only his nipples and his ass, teasi...

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...

My Aggressively Horny Buttocks!

by Ashesh9 on Sep 14, 2017
How To

This is an esoteric yogic technique: centuries old. * I jackknife my ass into my sub's vagina and thrust into her yoni/pussy repeatedly as the two-petalled Mooladhara chakra or male prostate gland blossoms at the impact of my horny buttocks into willing feminine warmth, vulnerability and submissiveness. I get the same excitement in this action that a horn...

Mother Mistress Ch. 07

by JamesLacy on Sep 12, 2017
BDSM

This story is the property of the author. It is not to be changed in any way, nor published or shown at other web sites without the permission of the author. Feedback and comments to; James Lacy at the address in his profile. All comments appreciated. Earlier, Mother Mistress had called Cindy to tell her that she and Jane decided to spend another two week...

Solo Submission Pt. 03

by Subkoksukr4u on Sep 23, 2019
Fetish

Debbie awoke the next morning refreshed. She was alone in the large California king bed. Cindy, already up but let Debbie sleep in a bit. It was Saturday and neither of them had anything to do but relax. Images of her husband sucking dildos and eating his own cum popped into some of her first thoughts. Having sex with Cindy convinced Debbie that someth...

The Mistress Reward

by stain69less on Sep 14, 2017
Fetish

He knew how to fix it – the urge that is. It would be simple and probably only take three minutes or so. He could probably do it anywhere, the bathroom, the car, maybe even at his desk. He'd taken care of the urge many times in all of those places and more. But there was a new feeling this time that kept him from it. He liked this new feeling. It drove him...

How I Became a Chastized Cuckold Ch. 04

by gizzard on Sep 19, 2017
Loving Wives

**Warning** This fantasy story series contains or will contain elements of Male Chastity, Orgasm Denial, Female Domination, Cuckolding, Interracial Sex, Bi-sexual Innuendo and Tendencies, Teasing, and BDSM Activities. If any of these topics are offensive you to, I recommend not reading. * It was a few days before she allowed me to use the rubber black cock...

Family Chastity Story Ch. 02

by antares34 on Jul 3, 2019
BDSM

This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. All characters are age 19+. ***** Having grown bored with how things were progressing with my sissy son, I have recently ventured into a new and fun project –filming and distribu...

Back So Soon

by klapperz on Sep 12, 2017
BDSM

Chapter One: It's been a long time. Before I moved in with my girlfriend, I lived alone. This was great since I had a very kinky side which she knew nothing about. I would often tie my hands and feet to my bed, lock on my chastity belt, and wait for an ice timer to drop the keys to me. Since Joanna moved in, obviously I don't have the privacy anymore to pl...