Chastity Plug Stories

24,707 results
Orientation
Length
Source
Infinite Scroll

Shemale Orgy

by xploring96 on Nov 14, 2017
Transsexuals & Crossdressers

The following story includes transgender characters, Domination/submission and derogatory terms used to humiliate. If this offends you please do not read any further. Feedback on my stories is always appreciated. ***** All Ron could think about while he stared into her sultry eyes with their smoky dark eyeshadow was, how lucky I am that I am a faggot....

Fun with Master

by unfettered on Sep 12, 2017
BDSM

Master sits in his armchair, watching in amusement as I struggle on the carpet before him. He's tied my arms tightly behind my back and bound my breasts so they stand out deliciously. I can't move between my waist and my neck. After he tied me up he put a remote-controlled vibe in my pussy and a plug in my ass, with my chastity belt over both to ensure they...

Caught Out, Made Over

by TanyaCc on Oct 5, 2020
Transgender & Crossdressers

It had finally happened. To be honest, I shouldn't have been that surprised. But here I was, dressed in my favourite sissy school gurl outfit, heels on, lipstick, wig and chastity cage in place, bent over the kitchen bench, getting reamed to the hilt by an 11 inch dildo on the end of my own fucking machine. I had cum dripping down my thighs, moans and groans...

Baronessa Frankenstein

by ldrequiv on Sep 17, 2017
BDSM

"Where's my tea, slut?" At the sound of her voice, he quickly finished dunking the bag into and out of the cupful of boiled water, moved the cup to the little silver tray with the cream and sugar, lifted it carefully, and stared toward the living room. He had to do everything carefully; the chains that linked his wrists to his collar, and the hobble chain b...

The Visitor Ch. 02

by RobertoTropical on Sep 18, 2017
BDSM

Later that afternoon I found myself securely spread-eagled face-down on our bed with my mid-section raised by three pillows. As the two of them were tying me down, M. asked Emma if she wouldn't mind removing the giant steel butt plug. "Won't he feel empty and denied if we take that pleasure away from him," Emma asked. "You need for him to get something out...

Home Office

by CL702463 on Jun 1, 2020
BDSM

We had not seen each other for weeks due to Corona. Texting was not satisfying yet kept my mental leash alive. Queen and pet. We decided to play Monday at noon. My place. The night before she wrote: "Don't bother dressing." I replied: "I have never answered the door naked." She made clear who is in charge: "I am not here for your comfort zone." 3 min...

Selfie (a.k.a. Rogue Tie)

by ViperVenom on Sep 14, 2017
BDSM

You are always so good at making lists, Becca! This is a compliment I hear a lot from colleagues and friends alike. Always meant sincere, it does have a backhanded element to it. It labels me organised, bureaucratic, predictable. Rebecca, the Excel Queen. Rebecca, mind you. Not Bec or Beckie. Not Becca, either. But people are so quick with shortening my na...

The Girls College Ch. 03

by TF2123 on Sep 25, 2017
Fetish

While aimlessly wandering around the front of the Jane Marwood Hall, Paul was approached from behind by a short, thin girl with jet black hair and her taller brunette acquaintance. He was brought to his knees and his hands that were previously covering his genitals were parted away so that his insipid manhood was exposed to them. He nervously looked up at t...

March Madness Ch. 03

by jbirdman on Sep 13, 2017
Transsexuals & Crossdressers

This story is not intended for children and if you are not old enough to read sexually explicit material, go away. This story features some elements of female domination (femdom), teasing & denial, chastity training, mild bondage, creampies, cuckolding cross-dressing and a few other fantasies of mine. I hope you find it entertaining, but if you might be offe...

Kitten's Day Out Pt. 01-02.5

by Shadowmanxxx on Mar 17, 2020
BDSM

Thank you all for reading another one of my stories. I wrote this over several months just as a fun little story for a friend. Once again, I've gone back to Daddy and Kitten and realism has been bent in favour of fantasy. Everyone involved is over 18 and fully consenting to the events that take place. Hope you enjoy it. Shadow ---------------------------...