Cuckold Island Stories

24,566 results
Orientation
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Infinite Scroll

The Accidental Cuckold/Hotwife

by goingstrong on Dec 2, 2019
Loving Wives

This is a story that includes cuckold hotwife aspects. If that bothers you please save yourself the trouble and move on to another story. ***** Jack: My name is Jack and my wife's name is Jill. We are 47 years old. We both grew up in catholic homes and attended the same catholic college. We got married at 18 shortly after we graduated. Our sexual experien...

Black Wife Cuckolding Black Guys

by Samuelx on Sep 17, 2017
Loving Wives

Wendy Haven-Billings here. I'm a five-foot-eight, curvy and sexy, big-bottomed and gorgeously dark-skinned sister living in the City of Toronto, Ontario. My folks Luther and Marianne Haven hail from the island of Jamaica but I was born and raised in Mississauga. Got one hell of a story to share with you today. I am a Cuckoldress. Cuckolding does occur in the...

Island of Love

by Karenkay on Sep 2, 2017
Interracial Love

Introduction Eban. With it's long history as a resort Island where wealthy black businessmen could come and play with many of it's gorgeous white women. White couples were recruited around the country with the prospect of making a great deal of money for their two year stay at Eban. Women that were previously married who worked at the resort had to obey the...

Cuckold Status: Active

by LockedSissySubmissive on Sep 13, 2017
Fetish

Ok, so I am officially a cuckold. There is no other term which so perfectly encapsulates the role I have accepted. I was totally complicit in my wife's infidelity and am just coming to terms with the realisation that some doors, once opened, can't be closed. Hannah and I have been married for five years now. We have an amazingly open and honest relationship...

New Jack Ch. 05

by deviantradoddness on May 15, 2018
Group Sex

I welcome your thoughts and feedback. Please send me a message and let me know what you think. ***** 5. Jack awoke early amidst a tangle of arms and legs, two sets of large breasts pressed against his upper arms. He slid out of bed, doing his best to let the nude sleeping women continue their rest as he padded into the bathroom to complete his morning...

For Art's Sake Ch. 02

by IgneousRocks on Jun 15, 2020
Mature

You asked for more. Vicky's expanding her horizons and I couldn't stop her. If this fiction matches any events, or has names or characters relatable as real, it's a pure coincidence. ********* Arthur sat down to breakfast at the kitchen island. Vicky served him his usual oatmeal with brown sugar and strong black coffee. Pointing to the oatmeal she war...

Race Play Ch. 13

by Samuelx on Sep 16, 2017
BDSM

My name is Kimberly Pierre. I'm a six-foot-tall, good-looking young Black woman living in the city of Buffalo, New York. By day, I am a student at Buffalo State College, majoring in the field of criminal justice. At night, I lead a very different life. The things I do at night would absolutely stun the men and women who think they know me. Especially the men...

Letter from Providence

by justincbenedict on Sep 24, 2019
BDSM

Dear Shoeblossom-- I love your letters, but noticed you had nothing from our humble Rhode Island. During corner time after a painful discipline session, I turned my phone's recorder on. I love my stepdaughter, and wouldn't embarrass her, but she is so wild she doesn't care, and of course she is of age. This is for your "Taped Confessions" Eugene Scobrinks...

Swing Vacation

by Husky59 on Jul 14, 2020
Erotic Couplings

"How'd you like Connie's party last night, Wayne?" his wife Lana asked. "It was funky, dear. Rachel Goodman likes to play games. She flaunts her big boobs and then in the bedroom, Rachel says she's not in the mood. Last night, she wanted to do it doggie then she said that wasn't right and she wanted to be on top. Rachel didn't like that either and said she...

Losing Paradise - And More

by BillandKate on Nov 19, 2018
Loving Wives

Richard Davis: On September 6, 2017 Hurricane Irma swept through the Caribbean island of St. Martin and destroyed our little slice of heaven on Earth. I'm not comparing our loss of a great vacation spot to the tragic devastation to the lives, homes and livelihoods of the wonderful people who inhabit the island; there is no comparison. But, both Jayne (my wi...