Sissy Ball Busting In Chastity Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

The Office Boy Ch. 10

by Aussie Worm on Sep 25, 2017
BDSM

Three weeks had passed since Katrina and I got married. Our honeymoon went quick but we made the most of it. Everyday Katrina had me out of the chastity belt and made love with me, sometimes more. Although I wouldn't say it wasn't enjoyable to me, I just never had the opportunity to interact. The only time I could interact and pleasure her with at least my...

Stretching Naomi/Switching Danielle

by darkbondagewriter on Feb 6, 2018
BDSM

Copyright © 2017 David Caddell All rights reserved. - For as long as she could remember, she had always felt destined to endure a struggle of internal conflict as if driving her life like a car stepping on the gas and the brake pedals simultaneously - Could it ever be any different? During such frequent nights of emotional turmoil, Naomi would often pick...

A Cuck and Bull Story Pt. 02

by PBEnis on Jul 31, 2018
Fetish

Katie steps back into her titty top and pulls on her skirt. I grab her shoes and walk her back to my truck letting the hotel door close behind me, making sure the do not disturb sign will hang on until morning. I don't want the maids beating me back to this scene. Once I have her back in the truck I can see she's a little too far gone to get a play-by-play o...

Coming Home, Coming Out Pt. 09

by EiryCGar on Jun 1, 2020
BDSM

Author's note. As this saga continues, aspects of sadism, slavery, cuckoldry, lesbianism, denial and general bdsm are explored. All characters are figments of the author's imagination, and all characters consent to every aspect of the activities described. As always, all characters are aged over 18. Chapter nine. Saturday morning dawned, and Sara slipped f...

The Mistress Ball Pt. 01

by mrbrightside88 on Sep 17, 2017
BDSM

I heard the crunching of gravel as the van stopped. My body swayed, I had to re position my knees on the hard floor of the van. I could hear voices as the van doors opened and closed, footsteps on the gravel. I felt so groggy, how long had I been out? How long had we driven? How far? My head hurt, my hands hurt. I was fixed to the side of the van somehow, my...

Office Party

by MistyMorgan on Sep 17, 2017
BDSM

I decided this year that instead of having a New Year's party at the house and having to clean up everything I would just give it at my office. Invite the employees and my friends as well. That's the nice thing about owning your own business; you can do what you wish. My secretary, Carol, was excited. She helped with the decorations and James came over to h...

A Changed Man Ch. 1

by sub5000 on Sep 12, 2017
Fetish

Part One - Beginnings It had to happen one day I guess. I had such a collection of porn on my hard drive, that it was inevitable that one day my wife would stumble across it. It wouldn't have been so bad if it was average, everyday porn, but my collection consisted of more 'specialist' images. There were pictures of shemales with big hard cocks dressed in s...

Bridge Night Demo

by cum_dribbling_idiot on Sep 14, 2017
BDSM

It was the night of Alison's weekly bridge club meeting. The club met every week in Alison's living room. During the bridge game, Alison's house husband, Little Billy, always waited on Alison and her girlfriends, bringing pitchers of daiquiris and other refreshments. Little Billy hadn't had a job in years, not since marrying Alison. Alison was a high powered...

Letter from Tampa

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom, This morning Dawnette Erin McE____ came to see me. She's a slightly chubby blonde, busty deputy of the Hillsborough County Sheriff's Office, located midway along the. West Coast of Florida. Dawnie came in and I smiled at her,boredly. Of course I was smoking a bowl, and Dawnie was trying not to notice this as she reached into her purse, ha...

Not the Way I Planned It Ch. 03

by jealouscuck on Sep 25, 2017
Loving Wives

Traci and I had our business and our social life which were both very important to us. Our sexual adventures had taken us to exciting heights. Traci had convinced me that much of our hang-ups come from conditioned responses of our early lives. It was not that we detested society and rules; it was that she believed in reality instead of pretense. Much of her...