Literotica Jamaican Adventure Stories

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Black Cuckold Couple's Adventure

by Samuelx on Sep 16, 2017
Interracial Love

"What's up, handsome?" I said to Dalton Cobb as I approached him casually, with a smile on my face. The six-foot-two, handsome Jamaican-Canadian stud smiled nervously, and I did my best to put him at ease. Well-dressed, smelling good and looking even better, Dalton was definitely worth my time. I've always had a thing for handsome brothers, and although I do...

Jamaican Holiday Ch. 14

by jayewatcher on Sep 19, 2017
Interracial Love

Aftermath This brings us up to Dec 2010 and our most significant event - and introduces Robert, our Bull and future Master Dec 2010 -- It's been 6 years since that vacation to Jamaica. When we got back we intended to return to our normal Vanilla existence. But we couldn't -- too much had happened. As Jaye put it, the door had been opened to something dee...

Black Man Becomes A Sissy Maid

by Samuelx on Sep 16, 2017
Transsexuals & Crossdressers

My name is Anderson James Crawford. I'm a big and tall young Black man living in the City of Ottawa, Province of Ontario. I presently attend Carleton University, where I'm studying Criminal Law. I originally hail from the City of Atlanta, Georgia. Yeah, there are African-Americans living in the Confederation of Canada. It does happen. I got a unique story to...

Jamaican Holiday Ch. 01

by jayewatcher on Sep 13, 2017
Interracial Love

Background: At the time these events happened in 2004, my wife Jaye and I had been married 21 years. At 42, she was 5' 2", 130 lbs (a few well upholstered curves), small A cup breasts just starting to show a little sag but still perky and jiggly, shoulder length dirty blond hair, a nice ass, gently rounded belly and hips from bearing two children, a plump "f...

Pam's Jamaican Adventure Pt. 04

by JoeVerde on Apr 17, 2019
Interracial Love

The boat had just pushed away and was just about 10 feet from the dock and Pam reached one arm over the railing and I reached out to touch her. Our fingertips were only a few feet apart. She shouted, "I Love you!" and something else, but the PA system on the boat was blaring island music so I couldn't hear what. I thought that she had said, "Thank you!" but...

Jamaican Holiday Ch. 07

by jayewatcher on Sep 13, 2017
Interracial Love

Sunday – Ist Day as BBC slut wife We managed to get up and shower for a late breakfast, and my wife surprised me by not wearing her ever-present bra and panties to the dining room - only a T-shirt and shorts. The waiter, Andre, did his usual flirting, "Missy, ja look especially good this mahning! (his eyes on her chest) Didja have a fine night?" She blush...

Jamaican Resort

by Torg on Oct 20, 2003
Erotic Couplings

The Indulgence Resort in Jamaica is an exclusive vacation destination that includes everything in one price: food, lodging, bar tabs, beach accessories, etc. They are self-contained villages whose purpose is to supply Sun, Surf and Sex to their guests. Couples and singles are welcome. Beautiful visitors from around the world come to spend a week or two on th...

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GoldenEye Massage

by freynolds on Sep 26, 2017
Interracial Love

My wife Julie and I decided to take a well deserved vacation to the Caribbean. After some research we decided on Jamaica. I went online to look at the different resorts, as we were looking for some privacy. I found a small exclusive resort called GoldenEye. It was expensive but very private. I searched online at work and printed a bunch of articles on the re...

Courage, or a Jamaican Sunrise

by NIcenibs on Sep 14, 2017
Erotic Couplings

A little Courage, or a Carribbean vacation not well remembered. This story relates something that happened to us recently, and a few years ago. It is told in dialog form as best I can remember, and I hope you enjoy it. The conversation was between me and my lovely wife, Andrea. Last weekend we were sitting in our living room going through some old boxes...

A Creative Challenge Ch. 24

by Pvidal on Sep 12, 2017
Exhibitionist & Voyeur

I was very proud of Amy. Even though I knew she had been hoping to seduce Buckingham while they were both modelling for me, she had coped very well with the sudden change of plan when Marlee turned up unannounced. I thought the way she respected their relationship and Buckingham's concern for his job at the resort showed great sensitivity, especially when s...