Gay Chastity Cage Stories

39,041 results
Orientation
Length
Source
Infinite Scroll

Caught in a New Life Pt. 02

by Fibaro on Jun 15, 2020
Transgender & Crossdressers

(Hello everyone, here is part 2 of the story requested by one of my readers.) Chapter 3 While Monroe was having breakfast the next morning Lena passed by on her way out wearing a white body con designer dress with a black belt at the waist, black sheer pantyhose, a pair of white patent leather heels, big rounded sunglasses and a wide floppy white hat with...

Letter from Boston

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: I have read with interest your letters from chastity belt couples. I really thought I was an enthusiast, but now I think it may have gone too far. My love affair with chastity and denial began, I think, in my early twenties. In the summer after my junior year at Harvard, I wrecked Dad's BMW while drunk on the Montauk Highway, near our vaca...

Duncan Gets Engaged

by justincbenedict on Sep 12, 2018
BDSM

Duncan Lipscomb looked at Wren Johnson sadly. He really wanted her to marry him one day, but he kept pissing her off. And she looked very annoyed now. Wren was reclining on the bed, gazing fixedly at her Ipad. "Wren, please." Duncan begged. Wren looked over at Duncan, cocking her head. God she looked so cute in that body stocking. It was worth every penny...

It Started Innocently Enough

by thremuff on Sep 17, 2017
BDSM

It started innocently enough. Well, not really. Brett and I had been friends since high school. Never really romantically involved though. After college we both found ourselves in careers while most of our friends were married and started families. We were spending more time with each other. Again, not in a romantic sense. Both of us dated, Brett more than m...

Forced To Get Dumped

by footcucknerd on Sep 16, 2017
Transsexuals & Crossdressers

James looked at himself in the mirror and shuddered, wiping another tear from his eye. He had to refrain from crying today, it would only make everything worse. Crying would ruin his make up and earn him a stern punishment before bed. Not to mention, his Mother would probably make good on her threats if he didn't perform perfectly today, and there was no way...

The Dominatrix Order Pt. 02 Ch. 04

by Jwwsmith on Feb 11, 2019
Transgender & Crossdressers

Protestors swarmed the streets of Femininus on what was the anniversary of the initial passing of the 23rd Law. It had recently been considered for repeal and been upheld by the Council of Goddesses. The protestors demanded that the 23rd Law be repealed and that same sex courtship be legalized. The predominantly liberal crowd congregated before the steps of...

Created in the Image of a Superior Being Ch. 04

by alyssawinters on Apr 22, 2020
Transgender & Crossdressers

The name of the CD bar he owned was called 'Over the Blue Moon'. It was the name of the one and only play Gary Stanisloph Kowalski the owner had been in when trying to make it as a stage actor 16 years previous. If he got drunk enough like the character artfully portrayed by 'Brando' he would playfully cry out 'Stella...Stellll-aaaaa' to the amusement of his...

Letters from the Front

by Bakeboss on Sep 16, 2017
Letters & Transcripts

Dear John, Everything here is going well and I trust it is the same with you. The weather is hot and the natives are unfriendly but I knew that when I volunteered to come here. As I told you, I felt that by coming to Iraq I could contribute in the taming of these zealots who go round this country causing mayhem and death. I soon found that the thrill of th...

Letter from High Coombe

by justincbenedict on Sep 24, 2019
Exhibitionist & Voyeur

Dear Shoeblossom... I don’t know if my involvement with Satanic Silki is my fault, because of my neurosis? You judge... First, my parents were weird, warped people. The oldest of us kids, Breanne, became an adulterous bitch, and my brother Brian’s effect was, he was a cruel asshole. And he ran off with my first wife. I’m Brogan, the youngest, the “sensiti...

Just Look at Me Now Ch. 05

by GFfan on Sep 14, 2020
Transgender & Crossdressers

ACT ONE: PARTY PREP "If the item is defective, you can return it for a full refund, but no, you cannot return it if it's simply too big. I'm sure you can understand why." This was the saleswoman's reply to the question I had been instructed to ask about an item Jude and Becky had assigned me to buy. "I doubt that will be a problem though," the clerk, Felic...