Gay Chastity Cage Stories

39,041 results
Orientation
Length
Source
Infinite Scroll

Cruel Mistress Carnation

by justincbenedict on Sep 15, 2017
BDSM

JULY, 2005 Clausen Widdicombe pulled up just outside Enger Haverford's farm...She was the town dominatrix, and a bit weird, but Clausen had reasons for being here...he wanted to see Enger's niece, the wonderful Carnation!!!! Clausen got out of his little Miata convertible and sighed. Enger's youngest daughter, 20 year old Secondari (She and her sister Sel...

The Moral Slavery Ammendment Ch. 05

by Vslave on Apr 21, 2020
BDSM

Evan came up to the stage to collect us, attaching a leash to each of our collars and giving Mistress a signed check before leading us off of the stage. Mistress seemed annoyed on our behalf once she recognized him as the boy insistent on fucking Eve. Now he would get his wish. He waited for us to exit the theater and emerge in front of some busy crowds be...

Trudging The CessPonds

by MrFinesse on Apr 7, 2018
Fantasy

You are a penniless citizen in the kingdom of Gradrod. You are currently living in a large poor house with over twenty other people, taking odd jobs from the farms and plantations outside the kingdom's walls and barely making any money. You have always wanted to be an adventurer, but never knew where to look for treasure and even if you found a spot, it's us...

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Mike's Submission

by subspacejunky on Aug 31, 2020
BDSM

Walking to the bar, I knew what I had to do, but I also knew that my resolve was weak. It had been nearly six months since I had met the woman who would become my mistress in a bar in Wrigleyville. I had known the bartender there for years and she introduced me to Samantha at my request, after warning me that it was a bad idea. I had been looking for a lit...

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...

Casey's Rise Ch. 01

by velcrofist on Aug 24, 2020
Exhibitionist & Voyeur

Author's note: This is a sequel to the Casey's Fall series. There are many elements in this story that will be more enjoyable and make more sense if you read that first. * Casey rolled over in bed and watched Greg sleeping. He was here so often these days that he had practically moved in, but neither of them thought much beyond how much they enjoyed being...

The Wedding Ch. 09

by betamale08 on Apr 1, 2020
Transgender & Crossdressers

The Wedding (Patti Cake part 3) Chapter 9 – Coerced, Consumed and Consummated... After wrestling my Uncle John out of his suit and laying him out on his back, I knew his passed-out routine was all a farce as he looked to me winking with a smile before going back into his pretend-coma... Faking it in front of Patti and no doubt doing so in the want of stay...

A Freshman's Summer Class Ch. 03

by CapnSteelBoy on May 11, 2020
Transgender & Crossdressers

Edited by HotandHollow **All characters are of legal age for adult content.** We Continue from where we left off with our brave hero, as his adventure continues during his summer of higher education learning! This is a continuing series I'll be releasing as my helpful editor(s) help me clean up my mess.. Much thanks goes out to them, as the editor(s) tha...

Bdsm adventures

by Sgtwolf on Dec 7, 2017
BDSM

This story is for a compilation of many different bdsm adventures. It was formerly known as latex adventures, but as chapters developed they dealt more and more with different aspects of bdsm, and less consistently with latex. Latex still exists as a strong element in many of the chapters, namely because I like to write about characters wearing it. I created...

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Erin Ch. 06: A Proper Milking

by Graves94 on Jan 21, 2020
BDSM

{Note: This is the sixth in a multi-part story series describing the evolving relationship of a 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: Erin Ch. 01 - Female led Relationship. JQGraves} ******** Erin has me on a once-a-month schedule for...