Cuckold Chastity Resort Stories

23,621 results
Orientation
Length
Source
Infinite Scroll

Jan's Boudoir Photo Shoot - The Aftermath

by cuckold308 on Jun 16, 2020
Interracial Love

My original desire was to have an erotic yet elegant photo album created for Michael, my significant other, as a surprise birthday present. Michael loves and adores me, treats me like a goddess, so I really wanted to do something special for him this year. However, what happened at the photo session was totally unexpected and unplanned, the furthest thing...

The Duplex Ch. 03 - Making Plans

by TheCandyManCan13 on Jun 22, 2020
Fetish

[Yes, I have been away. Doing things. Living Life. There are no direct same-sex scenes for the main character in this episode, just setting up moments for later. As such, I have put it in the "Fetish" category to avoid confusion for those who don't know what my stories are about.] Chapter 3 - Making plans I woke up to the sounds of sex. I looked over to se...

A Flash of Green

by muirmadra on Sep 13, 2017
Non-Erotic

I want to thank all of you for your critiques. Though I may not always agree, they, never the less, aid in my quest to better my writing. Unfortunately for some, there is no sex in this story. *************** "Ellen, get the door would you? I'm stuck in the bathroom!" I heard my wife acknowledge, as her footsteps sounded over the tiled floors heading to...

I Have a Proposition For You

by maninconn on Sep 13, 2017
Loving Wives

This was a challenging project. Bobby contacted me about writing a story with some very interesting parameters. The story is his story. All of the action, all of the events and many of the people contained within are fictional. However, they all are based in fact, and were things the real life characters were willing to do,and turned on by. Most of the char...

A Couple Brought Together Act 05

by realvelvetglove on Sep 17, 2017
BDSM

This is the final Act of 'A Couple Brought Together'. However, the story will continue soon in 'A Couple Chained Apart', the second novella in the trilogy. Everything is based on actual events that took place between spring 2012 and early 2014. However, what follows is a fictionalised account and any resemblance to actual people or names is entirely coincide...

Trapped and Alone Ch. 04

by Rebeccasm on Sep 19, 2017
Illustrated

Thanks to all who have followed this story. As mentioned before this story is a collaborative effort between Rebeccasm and Sadkins116. Rebecca provides the art and Sadkins116 provides the story. All persons are of age and do not represent any persons living or dead. We wish to thank SLWilde for her help in editing this story. She was an immense help. We wel...

To the Manor Bound Ch. 04

by Nikki258 on Sep 26, 2017
Transsexuals & Crossdressers

This probably won't make too much sense unless you've read the other chapters first. Like the other chapters this includes forced feminisation, BDSM, and non-con, so it might not be your cup of tea. Regardless, do comment and email me to let me know what you think, or just to say hello! ***** Chapter 4 - Five Weeks After Transformation Peter held the d...

Caged Cock Tease

by NewNaughtyWriter on Sep 25, 2017
Loving Wives

It had been a stressful week at work and now he was stuck in traffic getting more frustrated. At least the working week was over and he had the weekend to look forward to. They had no plans and he was looking forward to spending a quality weekend with his wife. Eventually, he arrived home and pulled his car onto the drive. He got out of the car and picked u...

Dressed To Please Kate

by jealouscuck on Sep 25, 2017
Transsexuals & Crossdressers

My name is William Michael. I go by Bill. I know, stupid way to start a story. My wife is Caitlyn and goes by Kate most of the time. You will see why I started with names. Kate is thirty and I am thirty-one. We had been married three years when all this started. Kate is a very perky brunette, five-four, about 130 lbs. She has very little body fat and is athl...

Who Wanna Be a Bimbo? Ch. 03

by mattpantyhose on Jul 4, 2018
Celebrities & Fan Fiction

This story is based on a game "Who Wanna Be a Bimbo" created by Dahakma. I would also like to thank one of my readers whose few ideas have been used in this episode. After the story was done I came up with an idea for an alternative route. Somewhere in the middle there is a fork on the road. The second version as well as the epilogue are at the end, after...