Gay Chastity Cage Stories

39,041 results
Orientation
Length
Source
Infinite Scroll

Transgender Avis's Incredible Power

by justincbenedict on Jul 4, 2018
Transsexuals & Crossdressers

Skokie, Illinois, 2009 Aiken Aycock was sad to be losing her brother Aiden to the operation. He was a great guy, but he gave Aiken the beatings and torture she needed. But he'd finally gotten the money to do the big change. Aiken had really enjoyed supporting Aiden, letting him live in her apartment...stripping naked when she got home, and taking a few fro...

A Freshman's Summer Class Ch. 05

by CapnSteelBoy on May 13, 2020
Transgender & Crossdressers

**All characters are of legal age for adult content.** Thanks for reading and rating, its much appreciated, and humbling to see so many folks enjoy this story. I'm pushing out about 2 chapters a week, and will continue with that pace. Thanks again for reading! Chapter 5 I awoke the next morning in the pink bed of Ms. Kelly's daughter, images of the nig...

My Life as a Sugar Daddy Pt. 01

by frenchie789 on Jul 11, 2018
BDSM

Main themes: public humiliation, small penis humiliation, cuckold, forced bi, blackmail, financial domination, light racial play, sugar daddy, sugar brat. ***** "I just love the presents you brought me, Chris! I'm impressed you followed all the requests in my ad. Our first date is going to be amazing. Most people that contact me thru my website are so lam...

The Spirit of Lady Macbeth Pt. 07

by alyssawinters on Oct 19, 2020
Transgender & Crossdressers

The campus still empty for holiday Tracy his backpack replaced with a catch-all purse walked across the quad gripping the strap looking to kill some time reading before returning to home and Mistress Lisbeth. Spotting the couch in the near empty coffee house he planted down in the middle of it ready to open his book of Shakespeare's 'the Tempest'. Nervous...

Mistress Monique

by bleedndkn on Sep 25, 2017
Fetish

I met Monique at a show. She wore a tight black dress, dark eyeshadow and was by far the hottest girl at the venue. I didn't have a chance. A mutual friend introduced us and I became immediately enraptured with her and in the days to come would constantly think about how to spend more time with her. Then, after an evening with Monique and mutual friends at...

Helping Jess Pt. 02

by mski on Sep 18, 2017
BDSM

The First Date It was a bit strange driving with the chastity belt on. I had worn one before for some days, but a long time ago. We got talking about different stuff. It just clicked – as long as I forgot about the belt, or how good she looked. She asked me to go via the office, she said she had forgotten something. I did so, she came back soon after with...

Is This What You Want?

by pantycum99 on Sep 17, 2017
Loving Wives

Being submissive to my much younger wife came naturally for me, I like to be told what to do and would do anything to keep my sexy wife happy. She is what every man dreams of in a woman, very sexual, very pretty, and very dominant. My wife takes much advantage of my submissive nature and makes sure I have a daily list of chores to do. I really love it when s...

Love In Cathedral Heights

by justincbenedict on Sep 15, 2017
BDSM

"Where IS she?" Gerry moaned...It's been forty-five minutes... My dick hurts, I can't stand it! * * * * * Danielle, owner of the salon where Helen was a stylist often remarked that her star employee sounded like an art historian and dressed like Joan Jett... "Must be the cute young lawyer who rents from you, huh?" Dani kidded...Helen looked great today ou...

Collar and Cage

by HappilyLockedMan on Jan 15, 2018
BDSM

"Honey, I need you to do this." Aaron trembled as Melissa looked into his eyes. She was holding his face with her two hands so he had to look back at her. "We've worked hard for this. This is our moment." There was urgency in her voice. Aaron nodded his head and looked down. With that assent Melissa continued with her preparations. Aaron was naked ex...

A Cousin's Love

by WillieTurner on Sep 17, 2017
BDSM

I have long been intensely curious about female domination. I had a few girlfriends in college who were willing to play around with it, but for them it was always a game. It wasn't real to them, it was just another kink they were exploring and willing to quit when something newer came along. But for me, it was a passion. After college, I moved to Chicago, g...