Cuckold Vacation Stories

28,460 results
Orientation
Length
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Infinite Scroll

Cucked on Vacation

by everyonesavoyeur on Mar 13, 2019
Interracial Love

It was our first proper vacation in years. I breathed a sigh of relief as I gazed out our suite window towards the calm ocean waters of the gulf. After seven years of marriage and a limited amount of time off it felt therapeutic to finally have a week away all to ourselves. We had selected Naples because it was quiet, and peaceful, and a drastic change of...

Housewife Transformation

by Karenkay on Sep 12, 2017
Interracial Love

The sweet smell of perfume filled the house. Carol always smelled up the house after a hot shower. Tonight was going to be different. She was dressing for a special event this evening. Tonight was the night she would finally become an adulteress wife. God. She was nervous. She could hardly hold her hands steady enough as she tried to apply her makeup. Her...

The Best Laid Plans

by laptopwriter on Sep 19, 2017
Loving Wives

Those of you who know my writing know things are not always as they seem in my stories. As you start this story some of you will be tempted to stop reading, comment "cuck" and give it one star, believing that LTW has gone over to the dark side. I would ask that you please indulge me and continue to the end before commenting or scoring. Thank you. ***** Co...

The Cuckold Diet Challenge Ch. 03

by FinishTheDamnStory on Sep 12, 2017
Loving Wives

~ * ~ * ~ * ~ * ~ * ~ * ~ Chapter 3: Danielle's having second thoughts My continuation of the The Cuckold Diet Challenge by RazorLyt, (2/2/09) http://www.literotica.com/s/the-cuckold-diet-challenge In chapter 2, Rick, with the help of his law-firm partner Tom, looks to circumvent the rules of his contract. He finds several loop-holes and starts to explo...

Bukkake Box of Infinite Glory

by fastandsloppy on Sep 12, 2017
Group Sex

It was weird. I used to hate those women who were always checking themselves in the mirror; inspecting their hair; reviewing their make-up; examining their curves and cleavage. Get the fuck over yourself, I'd think. But on the day after we got back from vacation I found myself doing the exactly same thing. Well, not exactly the same thing. I was worse. I had...

A Swinging Odyssey Ch. 03

by Pimanko on Sep 14, 2017
Interracial Love

Chapter 3 Heat in French Polynesia Author's Note: My special thanks to The Soulful Bard for reviewing and improving my story. All errors are strictly mine. * * * One day, after Aiko came home from the library, Aiko told Gerald she overheard some clients talking about their plans for a South Pacific cruise. "Hawaii, Bora Bora, Tahiti, you know, places i...

Anklet Adventure Pt. 03

by dometoo on Oct 30, 2018
Interracial Love

Editor's note: this story contains scenes of incest or incest content. ***** Our plane touched down at three PM on a Sunday, as scheduled, and while my family rejoiced, ready for a fun vacation, my heart sank. We were only here in Panama at my wife's insistence. She couldn't turn down her bull's offer of an all-expense paid family vacation; one that promis...

Emily, Richard, And Tom Ch. 01

by nobullguy on Sep 14, 2017
Fetish

It was not difficult for Tom to identify the couple he had come to meet, and likewise, the man of the pair had pegged Tom almost immediately. He made a half-waving gesture in Tom's direction. The woman---the man's wife---did not turn around. Tom gestured back with an upraised finger indicating "one minute". Tom walked to the bar and ordered a drink, keepin...

My Creamy Caribbean Vacation

by milfleglover on Sep 14, 2017
Mature

I felt the first hot spray of Anthony's scorching jet of cum splash my face, coating it, trickling down in great, goopy rivers to my neck and saggy old tits, which, along with the sight and sound of my tired old husband laboring to free his face from the prison of my hairy pussy and powerful old thighs, triggered the biggest orgasm of my life. Not your usua...

Cuckold CEO Ch. 04

by drdick69 on Oct 9, 2018
Fetish

My wife and I have settled into the life of a hot wife and cuckold husband. I love the life style because it allows me to totally give up all power and control. As a CEO of a major corporation, I always have to be in charge and in control. My wife borders on having a sex addiction. She constantly thinks about sex and where her next orgasm will happen. I am t...