Sissy Butt Plug Stories

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Orientation
Length
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Infinite Scroll

Kimmy's Discovery Ch. 05-06

by Deviana on Dec 17, 2018
Transgender & Crossdressers

Sensations I had never experienced or even imagined continued to flow throughout my body. Lola's hand was warm, soft but firm, as she guided me to remain between her and Karen. The line to the ladies' room finally dwindled and we were next. And as one of the stalls became available, Lola and Karen pressed me in with them. My body pressed close to them, I sto...

The Slave Couple Ch. 03

by vvernbull on Dec 25, 2018
Fetish

Chapter 3- Gotcha and now you're mine. Dave Forsyth didn't know what the hell he was getting himself into. The fool practically walked into his own nightmare. He did this by being careless to the wrong person. A mistake that was to cost him very dearly. This is the story about a husband, his loving wife and dominant black man with a taste for sexual depravi...

Skins vs Boys

by Couture on Sep 14, 2017
Fetish

Please do not read if under 18 years of age, or offended by sexually explicit stories and situations. (TG, FM, femdom, anal) (c) 2001 Couture * * * * * The biggest football game of the year was almost over, and my husband sat next to me angry and blushing in humiliation, while I cheered. Call me a bitch, but I took extra pains to rub it in. "Wahooo! The Sk...

Jenny Plays with the Big Girls Ch. 03

by Johnboy9 on Sep 12, 2017
Exhibitionist & Voyeur

Below is part 3 of the continuing saga of "Jenny Plays with the Big Girls", the ongoing story of a college freshman, Jimmy, whose sister, Lori, a Junior at the same college, had talked him into playing on her sorority's volleyball team which was representing the college in the state finals. I want to thank all readers for their kind words and support for the...

Owned! Ch. 02

by MALIBUMAN666 on Sep 13, 2017
BDSM

After my birthday things seemed to go back to normal and after about ten days I was wondering if it had just been a bit of a show. We'd had normal sex a few times (though not in the past four days) and everything had been going just fine. True, she had made me lick her pussy clean every time like she said she would, but I was beginning to wonder whether or n...

Training of a Cum Slut

by niteowl2003 on Sep 12, 2017
BDSM

Part 1. Karen was blonde haired, five foot two tall and what can only be described as a BBW figure including as I found out her 44DD breasts. We actually met through the company I run filming female fantasies, and her tale there like in another story entitled The Idea chapter 3. To save you having to find this story, I will include excerpts here now. Bas...

With Strings Attached Ch. 19

by maxout09 on Oct 23, 2017
Group Sex

A special thanks to those who helped edit this story. ***** Cheers filled the room as Alice wrapped her right arm around Jessica's waist and pulled her close. Today was Jessica's 18th birthday and her fellow cheerleaders were holding a private pool party in honor of the last of the group becoming an adult. Looking into her eyes, Alice was still taken by t...

X-Mas

by SpankMeDaddy on Sep 14, 2017
BDSM

Terry was holding on for dear life. The taxi driver didn't seem to understand things like "green means go" and "red means stop". It seemed more like he was determined to drive straight through every light, no matter what the color. His music, a mixture between a Yogi prayer and the latest hip-hop, blared through the cab. By the time Terry had reached Carl'...

Learning the Chocolate Life Ch. 02

by boomeronaleash on Sep 17, 2017
BDSM

It had been a week since my glorious encounter with Mistress Angie. I swear I can still feel my balls on fire. I had sent numerous IMs but no reply until Thursday. "Stop pestering me you little fuck. I'll contact you not the other way around. You'll just have to wait until I feel you are worthy of another session. Contact me again and I'll show your prissy,...

No Way Out, Kimmy's New Life Ch. 01

by sadkins116 on Apr 17, 2018
Exhibitionist & Voyeur

This story is a continuation of the No Way Out series. It continues immediately after Kimmy surrenders to her owners and accepts she is their slave. This first chapter starts 3 months after her surrender. I do expect to continue this to a logical end. Please be aware this is fantasy and could not happen in today's world, especially in any high school in the...