Resort Cuckold Stories

17,784 results
Orientation
Length
Source
Infinite Scroll

Kosi Island Ch. 00

by Karenkay on Sep 14, 2017
Interracial Love

The Prologue Kosi Island. A completely new resort situated deep in the Caribbean. An uncharted and uninhibited Island known only to those that sailed private vessels and learned of it's rich lush jungle foliage and pristine white sandy beaches. Recently developed into a private resort by a group of wealthy black businessmen who devised the idea from a plac...

Cuckold Coach Ch. 01

by hunterdonmale on Sep 12, 2017
Loving Wives

The young receptionist smiled and handed him a clip board. "Please fill this out," she said, "and I'll tell her you are here." She turned and went through the door behind her. He sat down in the waiting room and completed the medical history and insurance forms. He was a little over weight, and going bald. When the receptionist returned she announced that i...

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...

Hidden Porn, Converts My Life Ch. 01

by rocket32 on Sep 14, 2017
Fetish

Last month my wife, Becky and I were taking a much-needed long weekend away with a long dive to a beach resort. I drove and my wife reclined in the passenger seat with her very sexy feet on the dashboard. Knowing that we would be driving for several hours, she was as comfortable as possible and wore very little which drove me crazy from the start. This is no...

The Resort Pt. 01

by gomorrah on Sep 16, 2017
Fetish

"I want you to cuckold me." I said to my wife. "I'm sorry, what?!" She replied, with a surprised look upon her face. "I said, I want you to cuckold me. You know what it is, right?" "Sure, my colleague Caitlyn and her husband Peter have a cuckold relationship, and everyone in the office knows. But I mean, really? Why would you want that? I know our sex lif...

The Making of a Mistress Pt. 06

by EiryCGar on Sep 14, 2020
BDSM

Author's note: 'All things must pass' and I feel that this series has reached a natural conclusion. As always, I must point out that all players in this fictional saga are aged 18 or older, and all sexual acts are consensual. The Making of a Mistress Chapter 6: Cwm Pechod's Cuckold Community The invitations to the party for the combined wedding anniversary...

Susan's Day in the Sun

by ctdans on Dec 2, 2019
Loving Wives

Not a BTB Not exactly a cuck story yet some will disagree Does he keep her? Yes Did I have a proofreader? Yes Are their mistakes? Yes ***** My wife Susan and I, David Jackson, were on a vacation in the U.S. Virgin Islands. Once a year we liked to get away from New England and would travel someplace warm. Sometimes it's a cruise and other times we just...

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...

Shruti's & Vaibhav's Cuckold

by smileymanav on Sep 17, 2017
Loving Wives

"You've got a lot to do before Vaibhav gets here." My wife said grinning her evil grin. Vaibhav is my wife's lover and my boss. I have to say I'm not exactly sure how I got to this point. I was always interested in cuckolding and had talked to several people on the internet about it. That's where I met Vaibhav. He ran a company in Pune (India) and was very...

Debbies Cuckold

by cuckytoher on Aug 31, 2017
Fetish

CHAPTER ONE "You've got a lot to do before Ian gets here." My wife said grinning her evil grin. Ian is my wife's lover and my boss. I have to say I'm not exactly sure how I got to this point. I was always interested in cuckolding and had talked to several people on the internet about it. That's where I met Ian. He ran a company in England and was very good...