Jamaica Vacation Stories

23,161 results
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Infinite Scroll

The Falls of Jamaica

by kinkynkazoo on Sep 14, 2017
Group Sex

Sherry and Corey planned this trip for months and now the day was finally here. Their plane lands at the airport in Montego Bay and after they claim their luggage and clear customs, the couple jumps into a luxury limo for the hour long drive to Ocho Rios. Being the only two people in the limo they find time to stretch out on the cushy, leather seats. There...

Anything Goes at Hedo

by Hedo_Harry on Sep 13, 2017
Group Sex

My name is Hedo Harry, and my wife is Sexy Sadie. Actually, those aren't our real names at all, but just our "Hedo Handles." You see, we spend a lot of time at the Hedonism II resort in Negril, Jamaica, where nobody uses their real names. Sadie and I are what I like to call "vacation swingers." In real life, we are very conservative and strait-laced. I am a...

The Vacation Ch. 02

by TheChatSisters on Sep 17, 2017
Loving Wives

Joe and Linda pull Karen out into the hallway, still wearing a white towel around her body. "I don't want to go looking around. I would rather stay in the room – somebody will see me!" "Karen, you can't stay in the room for three days. You'll miss out on all the fun." They pull her into the hallway, get into the elevator and go down to the lobby. As foursom...

Vacation Surprise

by Cleo74 on Sep 19, 2017
Erotic Couplings

The cruise was to last 2 weeks and was to leave from Jamaica and tour around the Caribbean ending up in Columbia. You have never been on a cruise before and have no idea what to expect but you are in such desperate need of a vacation that you signed up when you got the email with the cruise holiday deals. You arrive at the dock and join the line to check in...

Caribbean Tales: Spy on Me

by AlwaysHungry on Sep 16, 2017
Interracial Love

In this story, you will have to suffer through some plot development before you get to the Good Parts. I think you'll find it's worth the wait. Also, please let me emphasize that every aspect of this story is purely fictional. Shanice was recruited during her senior year in college. It was not hard to understand why; she had a knack for languages, and she w...

Lisa and a Man called Horse Ch. 02

by flashgordon562006 on Jun 4, 2019
Erotic Couplings

A few days went by before we got the contracts to sign. We carefully reviewed them and everything that we agreed upon was in the contract. We called Horse to come over to sign the contract and to have dinner with us. He arrived around 6:00 p.m. and we went over the contract and told him he would be getting $1 million dollars to make the movie with Lisa. H...

A Seminar with Extra Benefits Ch. 01

by Erinsnow on Sep 16, 2017
Interracial Love

Heather works for a company that believes in personal development programs. She feels she spends fifty percent of her time in classroom settings. Unfortunately, from a drawing of names out of a bowl, she was one of six individuals selected to go for a two-week personal development seminar in Orlando Florida. There were four women names and two guys names sel...

Paradise Bound Ch. 09

by Silver Sea on Sep 14, 2017
Erotic Couplings

11 days to paradise Saturday. Paradise was getting closer. My tan was getting darker. And I was getting worn out. Between my every-other-day-orgies at the tanning salon, my wife's growing sexual appetite (which happened before every trip) and trying to get an extra week's worth of work completed before my vacation, my body and mind were having a difficult t...

My Surprise Vacation

by achiever_12 on Sep 13, 2017
Interracial Love

It was indeed a surprise package planned by my loving hubby Rajesh without neither discussing with me nor letting out any details whatsoever to me. He just asked me to pack our bags for 10 days and not to ask him any questions. I too obliged and just followed his instructions anxiously waiting to see what is in store for me. The warmth of the tropics took...

Second Chances Ch. 03

by cuninglinguist61 on Sep 19, 2017
Erotic Couplings

TERI: Hi Readers, I'm "Teri," the real GILF/writing partner. Yes, I am a real person, lol. My ID name is: rainbowdreamer. I'd like to thank all the readers who have enjoyed our story about Kurt & Teri. It has been fun writing it with the help of my lover who has encouraged me forward in each of these chapters. This was just another fun first he has introduc...