Chastity Pegging Stories

7,858 results
Orientation
Length
Source
Infinite Scroll

A Femme Domme Tale Ch. 05

by melanieatplay on Jul 11, 2018
BDSM

Authors Note: I'd like to thank my friend and editor, Jim (Mojavejoe420) for all of his help on this piece. Also, I'd like to thank everyone who reads my work and offer critiques and comments. It means the world to me. - - - - - "C'mon Chris, let's go to the bedroom. And don't forget to grab the bottle of wine and glasses." I took Liz's hand and we ma...

A Strapon Tale Pt. 02

by damn_thats_me on Mar 2, 2020
Fetish

All the events in this story really happened, only the names have been changed. Warning: contains themes of pegging, femdom, leather & latex, chastity play, and mild cuckolding. *** As mentioned in our last story Alex (29) and I (36) are both switches, and enjoy taking turns dominating each other. We had been dating for about a year now. Yet while we met...

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...

Black Muslim Cuckolding Night

by Samuelx on Sep 15, 2017
Group Sex

"Sheikh, you already know that I like to fuck black guys up the ass with my strap-on dildo, I should also tell you that I like to make them eat my pussy when they take big dicks up their asses, is that okay with you?" Leyla Brown said sharply as she looked at the tall young black Muslim man who stood before her. Sheikh Hussein looked at her, an uncertain loo...

Delving into Femdom Ch. 01

by readytokneel2907 on Jun 1, 2020
BDSM

**Chapter 1. Growing up Oh my where to begin, I imagine it is best to start at the beginning (or as close to it as I can remember). I grew up in a relatively medium sized east coast city living what some may call a normal life with two sisters and both my parents. Growing up I was always into sports and when I entered middle school I had begun to focus on b...

Kylie Minogue - Equilibrium Ch. 02

by Noj on May 4, 2020
Celebrities & Fan Fiction

This story is entirely fictional and is in no way connected with the subject. This story contains adult material and is only suitable for people over the age of 18. If you are under 18 please stop reading now. All characters appearing in this work are fictitious. Any resemblance to real persons, living, dead, or undead, is purely coincidental. All characters...

My Girlfriend's Sissy Roommate Ch. 02

by SEVERUSMAX on Sep 16, 2017
Loving Wives

"So, buddy, what gives? Or should I say, girlfriend, because, let's face it, we've always acted more like girlfriends in the platonic sense, well, minus your tongue going between my thighs. Other than that, you've been more like a female friend or a gay male one or something like that. Anyway, let's talk, openly now, about what Rain wants out of this relatio...

Mistress Taslima of Angola

by Samuelx on Jul 4, 2018
BDSM

"You came to the right place, Ismail," Mistress Taslima Ali said, and the towering, dark-skinned, bodacious Black Canadian Muslim dominatrix looked at the chubby, small-dicked Black man who knelt at her feet. For ages now, Ismail had been scouring the web, looking for the elusive Black dominatrix who was interested in submissive Black males. Sadly, those str...

Jason's Secrets Exposed Ch. 08

by jlenil on Sep 14, 2017
BDSM

The following week, Marilyn and I decided that we would go out for dinner on Saturday night at Samuel's Steak House, the fanciest restaurant in town. We invited Lillie and Anne to join us and Jeff, and they accepted. On Saturday morning, I told Jason to draw my bath and then to pick up my dress at the cleaners while I bathed. I had developed a new habit of s...

Erin Ch. 15: Perfect Sissy Cuckold

by Graves94 on Nov 16, 2020
Fetish

Erin Ch. 15: A Perfect Sissy Cuckold By Jonathan Quincy Graves {Note: This is the fifteenth in a multi-part story series cataloging the progressive evolution of a relationship between a dominant woman who provides leadership and discipline for her husband. Each installment can stand alone, but they read much better if you start at the beginning. Go to: Eri...