Cuckold Chastity Resort Stories

23,621 results
Orientation
Length
Source
Infinite Scroll

Marabogo: Cuckold Island Ch. 01

by eeric on Sep 19, 2017
Interracial Love

Prologue The breeze that came in from the Atlantic ocean did not do much to quell the baking sun on the beach of Marabogo. The small island laid approximately one hundred miles of the coast of Namibia, Africa. John Morton and Henry Larsen sat on the beach in their sunbathing chairs looking at all the skimpily clad women and ripped black men. Both men were...

Barbara's Cuckold Story Ch. 13

by HOTMOM_BARB on Sep 12, 2017
Interracial Love

This is a true story by a drop-dead gorgeous mid-thirties housewife (so I've been told) who has been proudly black owned for the past three years. Many of the details may not be as graphic as you would like, but I am putting this together from three years of memories. You can e-mail me through the link below if you have questions or comments about my storie...

Adult Trip Pt. 02

by cuckcpl4play on Jul 3, 2018
Interracial Love

The trip back to the room was embarrassing given I was coated with the cum of my new Master. I rushed back and within seconds of arriving, my phone went off. The text read, Dearest white slut, please provide an inventory of the sex toys that were brought with you. It is now 4:00 and I expect you and your small dicked cuckold husband to join us on the beach...

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...

Dear, We Have to Talk Ch. 06

by dr13bone on Sep 25, 2017
Interracial Love

I was in the house by myself for a month while my wife and Karen went abroad to get her augmentation done where the price was a lot lower, they made a vacation of it. When I picked her up from the airport it was a cold November day, but even through her coat I could tell her figure had changed radically. She had done a makeover, her hair short and blond now...

Male Chastity Device

by CuckoldGuy on Sep 12, 2017
Toys & Masturbation

Janice and Mike (not their real names) are a married couple in their mid forties. Married about twenty years. About ten years ago they started playing with a male chastity device and discovered they were having a lot of fun with it. They have been using it ever since. The device is a stainless steel or plastic tube about three and a half inches long and abo...

Bad Tidings

by Maxwelzal on Apr 14, 2018
Transsexual

Rememberance ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ All characters mentioned herein are of at least eighteen years of age or older. Bad Tidings is a story that contains various for...

Open in Reader

An Open Letter to My Goddess

by minicockboy on Sep 16, 2017
Letters & Transcripts

This is an open letter containing what I really want to say to my girlfriend, but can never quite find the courage to do so. Here though, I imagine what I might say if I were to send such a letter, and will follow this with what might happen as a result of the letter, in future chapters. ---- To my beautiful girlfriend, You are the most beautiful, gorgeou...

A College Cuckold & His GF Pt. 01

by youngasiancuck on Sep 19, 2017
Exhibitionist & Voyeur

This is the story of how my first girlfriend and I ended up in a long-distance relationship and what we ended up doing to make it all work. I've changed the names but everything else remains the same. *************** My name is Jason and I am a cuckold to my girlfriend, Stella. She and I have been dating since we first met back in high school and at this...

Black Bulls in Chastity!

by Samuelx on Oct 3, 2018
Interracial Love

Meet Bartholomew "Bart" Jones, a big and tall young Black man living in the City of Ottawa, Ontario. Born in the City of New Orleans, Louisiana, Bart moved to the Canadian Capital to expand his horizons and explore new things. He had a Business Management degree from Louisiana Tech University, and felt like giving life in Canada try. Life in Canada had alway...