Cuckold Chastity Resort Stories

1,000 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...

Marabogo: Cuckold Island Ch. 03

by eeric on Jan 21, 2019
Interracial Love

A crowded lobby stood in front of Joshua as he began to drag the suitcases towards the elevators. Luckily two of the cases had small wheels on them, which made it a lot easier. Though the laughter he got from the women he passed made the whole matter a lot more humiliating. Joshua could hardly fathom how this had all happened. Just a few days ago he had go...

Marabogo: Cuckold Island Ch. 02

by eeric on Aug 29, 2017
Fetish

"Hold the elevator please." Megan and Joshua heard a woman's voice just as the elevator doors were about to close. Joshua quickly held out his arm to so the doors wouldn't close. Through the small crowd of newly arrived guests, they saw a very scantily clad and rather chubby young woman coming at them. She was slightly jogging, her huge chest and big belly...

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...

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...

The Chosen Cuckold

by cuckytoher on Jul 10, 2018
Loving Wives

CHAPTER ONE A year ago I was sitting on top of the world. I had a $350,000 house, a voluptuous wife named Amber, a successful business that we owned, a boat, a Harley and a generous bank account. And then like most men that have it all, I screwed it up royally by having an affair with my best friend Paul's wife. Paul has been my best friend my whole life. H...

A More Happy Wife has a Cuckold

by Cuck81 on Sep 14, 2017
Fetish

This is a work of fiction, but any women who want to turn it into reality feel free to let me know! * I'm Paul and I am only 4"8 inches long, if it can get hard, and prematurely ejaculates when it does. About 60% of the time it can't manage more than a semi, 30% of the time it can't even manage that. My cock is pretty useless, always has been. And now as...

Barbara's Two Rings Pt. 02

by abbhi on Jun 4, 2019
Fetish

This story belongs to the cuckold lifestyle... My request to those who do not like this genre not to read it, and not to comment on the theme if at all they choose to read. Thanks to Goddess_of_Sunshine for editing the story. ***** Roger's cell phone buzzed when he was about to leave office in the evening. It was Barbara on the line. She had not come to t...

Scott's Story Pt. 07

by DeanaBard on Jun 8, 2020
Fetish

Chapter 7 - Going with the FLOW December 12, 1979 Chastity was born. I was there when my pride and joy popped out of Ann's freshly shaved pussy. My wife may have recently turned 18, but as I took pictures I thought to myself: [Aside from Ann's enlarged tits, this looks just like one young GIRL is giving birth to a smaller version of herself!] The birth of...

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...