Cuckold Resort Stories

17,784 results
Orientation
Length
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Infinite Scroll

Cuckolded and Loving It

by Bakeboss on Sep 16, 2017
Loving Wives

Angie and I were ready to celebrate of fifteenth anniversary. As Ange was my second wife I felt that it deserved something special being married that long. I told her we should leave town and she could pick the place we would go. She picked a very expensive resort in the mountains, telling me she heard it was romantic and she had been told a lot about it. M...

Cuckold Chronicles: Erick

by deltonaman2man on Sep 15, 2017
BDSM

Cuckold Chronicles : Erik Sex on the Beach This is part 5 in the adventures of Heather & Dave. The other parts in order are Paul, Todd, Damon & Rob. * It has been about a month since Rob joined Heather in our marriage bed. As I had hoped, our friendship hasn't changed, except he is having sex with my wife at least once a week. My biggest concern, was if...

Cuckold Coach Ch. 02

by hunterdonmale on Sep 12, 2017
Loving Wives

"You want that don't you? You want your wife to suck his monster cock, don't you?" "Yes, for the sex would be great." Kelly was eager. The therapist wondered if just talking about his wife with another man, would give Kelly an erection. "Black men love blondes," he continued. "But what if she gets hooked on his cock?" Her hand rose up and gently fingered...

First Time at Hedonism - Day 03

by JayBerry on Apr 24, 2018
Group Sex

Day three at Hedonism -- the adults only all inclusive that would become infamous for adult behavior and debauchery but hadn't yet when we booked the trip -- and we were really getting into the whole attitude of the place. We woke up with pounding hangovers and yet still managed to have energetic sex after downing a few aspirin. The combo of the analgesic an...

My Wife and Her Italian Stallion

by shirereeve on Sep 13, 2017
Loving Wives

I would like to share an experience my wife and I had on vacation - one in which I became a cuckold. I apologize for the length of the story but I hope that you will find the read worthwhile. I am 44 years old and my wife Leslie is 36. Our vacation took us to an adults-only resort on one of the islands in the Caribbean. The purpose of our vacation was to ce...

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...

An Open Letter to My Goddess

by minicockboy on Sep 16, 2017
Letters & Transcripts

This is an open letter containing what I really want to say to my girlfriend, but can never quite find the courage to do so. Here though, I imagine what I might say if I were to send such a letter, and will follow this with what might happen as a result of the letter, in future chapters. ---- To my beautiful girlfriend, You are the most beautiful, gorgeou...

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...

Marking My Women Ch. 06

by SirenSeeker on Sep 13, 2017
Loving Wives

As I had expected the week of Mary Ann and Steve's trip to Hedonism in Jamaica was one of pure hell for me, yet shaded with a thrilling angst that only a cuckold can experience. Yet, was I really a cuckold or simply a guy who had lost his girl to another man? I had listened and learned that night at Steve's house of Mary Ann's intense craving for his sex, wh...

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...