Chastity Step Stories

113,217 results
Orientation
Length
Source
Infinite Scroll

Lost in Eros 1: The Manor 01

by BradentonLarry on Sep 14, 2017
Novels and Novellas

Book I: The Manor This is the first of 20 chapters of the first part of a planned trilogy. This volume is complete, and I plan to post a chapter each week. The Bedroom It wasn't an unusual dream for Don. He was chasing his best-friend and perpetual unrequited love interest Tascha through an ever shifting landscape of parking structures, Moroccan ruins and...

Mamma Mia - En Femme

by ppeaks42 on Sep 16, 2017
Transsexuals & Crossdressers

"Ah chico, I think you already know the answer. It's making you into exactly the lover I want," Mia said as she brought a hand over to rub her cuddling stepson's chest. "It's making you into a woman like me." All the changes he'd experienced over the past weeks suddenly clicked in Tommy's head. The swelling and tenderness in his chest. The slight widening o...

Belt Fuck

by msummers27 on Sep 15, 2017
Fetish

I still can't quite believe what has happened to me. My wife Lisa has always been into more weird stuff than I have, but I've gone along with most of it because I love her and, well, weird sex is better than no sex. Last weekend she went too far. Last weekend she locked me in a chastity belt. I haven't had sex in 6 days. That's not that bad I've gone longe...

Star Wars Imperial Prostitute 3 Ch. 12

by HandcuffGirl on Sep 14, 2017
Celebrities & Fan Fiction

Authoress's notes: This is the fourth part of the story of Jaina Solo's transformation into Imperial Prostitute SX-51472. To summarize the story so far. . . After Jedi Knight Jaina Solo kills her twin brother, Darth Cadeus, she leaves the Galactic Alliance for the Empire, with her sometimes lover Jag Fel. Jag has just been made High Moff of the Galactic Emp...

Mamma Mia - Forced Femme

by ppeaks42 on Sep 16, 2017
Transsexuals & Crossdressers

"We need a little more feminine energy around here." The words hung in the air as Tommy's devoted licking of Mia's ass slowed to a stop. "You mean another woman?" Mia hooked her legs behind Tommy's head and pulled his face back into her ass. "No, I mean you, you dumb sissy bitch." Once Tommy finished with pleasuring Mia, she led him into her closet. She...

Inherited Passions Ch. 03

by SecretDelights on Sep 18, 2017
BDSM

Author's Note: Since being a subsequently structured story (and entirely fictional), it is strongly suggested that you begin reading this story beginning with Chapter 1. I would also like to thank all those who have left such nice comments about this story. I truly am very humbled, and will endeavor to continue in the same fashion. ***********************...

Hannah

by AndreaJordan on Sep 25, 2017
BDSM

This was turning into a very awkward conversation. The girl in the next door apartment had as good as invited herself in for coffee. Normally that would have been fine, in fact more than fine. Hannah was single, in her mid twenties and good looking. She was slim with a nice figure and shoulder length brown hair. But as he was making the coffee, she'd seen...

Greg's Surprise Ch. 02

by SensualCurves on Sep 14, 2017
Fetish

(This is a continuation of a short story which was submitted to Literotica some time ago. Following a large reader feedback requesting further adventures of Greg and his Mistress Sasha, their story continues. If reading my work for the first time, this author respectfully suggests you read Part 1 first.) * Warm summer sunshine filtered through the bedroom...

Under Law of Arnell

by justincbenedict on Jun 19, 2018
BDSM

In the Burgundy Exercise Room, Esther, one among forty naked and perspiring calisthenticists, swung her arms up, gasping. She didn't want to get Master Specs's attention. How a weird little fuck like him worked for Mistress Arnell, Esther would never know. "Feet together, shoulders back, hands in front of your chest, Jumping Jacks let's go!" And they b...

Steel Obsessed After All This Pt. 02

by Phileas123 on Dec 16, 2019
BDSM

Still wondering if I have told too much to a complete stranger, I leave the phone on the couch and decide to take a walk, just pacing my basement. My predicament allows me really tiny steps, so it takes a lot of time to get on the other side of the room. There I lean on the wall under one of the windows, listening to the world outside. There is the sound of...