Jamaica Cuckold Stories

8,513 results
Orientation
Length
Source
Infinite Scroll

Gina in Jamaica Ch. 01

by PaythePiper on Sep 13, 2017
Exhibitionist & Voyeur

When my wife and I got married, we decided to try something exotic for our honeymoon. It was my second marriage and her third and we wanted to start it right. After much discussion and research, we decided to go to Jamaica, the first time for either one of us. Our choice was an all-inclusive resort. I had never heard of one before but the concept was simple...

Sharkbait Down Under Ch. 31-40

by partwolf on Nov 16, 2020
NonHuman

Colleen Underwood's POV I texted innocent-sounding messages to Luna Adrienne while we drove northeast towards Cancun, letting her know we'd be back shortly. She promised me "Uncle Lawrence" would join us soon; last she heard, he was on vacation in Jamaica with his wife. We had to cross two police checkpoints on the way in, and I saw first-hand how vampires...

Sarah's Favorite Vacation

by bustercruster on Sep 16, 2017
Loving Wives

Sarah and Hugh, after being married for 4 years, had finally experienced the birth of their first son just eleven months ago. After nearly a year of working with a newborn, they both knew they needed a vacation. They had been discussing a beach vacation for some time and initially considered bringing their son with them. As time progressed, they realized jus...

Caribbean Tales: Emma's Initiation

by AlwaysHungry on Aug 31, 2017
First Time

Ten years had passed since I graduated from the Conservatoire national supérieur de musique et de danse in Lyon. I was a rising star in those days. I finally had a commission to write a symphony, from the The Orchestre National de Lyon. But even back then I was plagued by the distracted temperament that was to become such an obstacle, later in my life. I nee...

Playtime in Jamaica Ch. 01

by wifewatchingdreams on Sep 18, 2017
Loving Wives

JAMAICA -- Day 1 "I almost forgot to pack my bathing suit," laughed Marni as she was throwing some final things into her suitcase. "I guess we'd just have to stick to the clothing optional beaches then," her husband joked in return, with some wishful thinking, but little real hope. "That's not going to happen," Marni responded relatively seriously. "I su...

The New Kings Ch. 2

by nicklord on Sep 15, 2017
Interracial Love

Six months earlier. Thomas Dawkins drove his sleek BMW through the streets of Charleston, on his way to the wealthy white neighborhood where he had just purchased a large and expensive home two weeks earlier. He smiled to himself. Thomas Dawkins was a rich black man. At Harvard he was a champion weightlifter and his coal black skin stretched over an impress...

Somali Femdom For Somali Men

by Samuelx on Sep 14, 2017
Fetish

Open up for me sweetie, I whispered as I sank my strap-on dildo deep inside my sub Ali Suleiman's ass. The six-foot-tall, lean and athletic, dark-skinned Somali stud moaned deeply as I began fucking his well-lubricated ass with my toy. At last, I thought, gently stroking Ali's handsome face while fucking him. I've banged a lot of men with my toys, but I've n...

For Past Transgressions

by sr71plt on Sep 15, 2017
Erotic Horror

Elaine brushed right past Josh, without looking at him, as he entered the shack they'd discovered nestled half way up the slope from the water a quarter of a mile east along the coastline from Discovery Bay. It had been Elaine's idea to answer the call of the fortuneteller sign, which was scrawled on a small wooden plank on one of the pillars barely holding...

What Goat Farm?

by PAPATOAD on Sep 14, 2017
Loving Wives

Thanks to the Hip and Knee Doctor for editing assistance. There is no sex in this story. Sorry. Malcolm James was not the blackest man I ever met, but he was in the top ten. Actually, he wasn't very black at all, he just seemed that way. Although he was not even six feet tall, he always left quite an impression. Maybe it was the perpetual snarl that was o...

Suzie's Fun Ch. 01

by drbenway on Aug 31, 2017
Exhibitionist & Voyeur

Last winter, my wife Suzie and I took a long weekend getaway at a resort in Jamaica. We'd been there once before, several years earlier, when we were just discovering the joys of exhibitionism. Suzie had paraded in a very daring bikini, and even gone briefly topless on the clothing optional beach. This time, we were ready for something a lot more advanced....