Literotica Collar Resort Cuckold Stories

1,000 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

Jamaican Cuckold

by pervtoo on Feb 20, 2018
Interracial Love

(A vacation that changed our lives forever) CAUTION: If you are not in cuckold stories with a cream pie ending you might want to skip this story. ***** My wife wanted to go to an all-inclusive resort for her 30th birthday, so I booked it. We were hopelessly in love and got married after graduating from high school. She was a virgin cheer leader on our wed...

Black Wives Cuckolding Black Guys

by Samuelx on Sep 13, 2017
Interracial Love

When my wife Kendra broached the topic of cuckolding with me, I tried hard to act surprised and even reluctant. We'd been married for six years at that point, and kept very few secrets from each other. I'm a closet bisexual tormented by my Catholic upbringing and my wife is an atheist. To say that we came from different worlds would be an understatement. Ken...

The Biggest Mistake

by arkrebel on Sep 14, 2017
Loving Wives

A while ago I posted a story called Cuckold Landing, that tale was mostly fiction with some actual real life story in it. Part of the real life story included a situation that happened on one of our many trips to an infamous resort in Jamaica. In one of the comments on the other story someone said they would love to hear more of that story. Like any story w...

To Have and to Cuckold Pt. 04

by javmor79 on Sep 13, 2017
Loving Wives

***Author's note: I want to apologize to all of the people who emailed me and told me that they were fans of the story, as well as the ones who didn't email me. I know that the wait was long for this next chapter. I recently got hurt doing something stupid involving a football and a bunch of 20 year olds. My wife keeps telling me that I should act my age....

Cuckold Chronicles: Erick Ch. 03

by deltonaman2man on Sep 17, 2017
BDSM

Cuckold Chronicles: Erick; Ch. 3 AKA; Sex on the Beach We left the bar and headed up to our room. On the elevator ride to our floor, Heather surprised me with a very tender kiss. No words were spoken, just an understanding that developes between two people who have been together a long time. While I was unlocking the door, she was rubbing her hand across...

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...

Holleywood's Cuckold

by cuckytoher on Sep 17, 2017
Loving Wives

by cuckytoher & Throne No one really found Holley attractive or pretty, and most found that it was a stretch to call her sexy. But Holley never lacked for male attention. Perhaps it was the fortune her father left her when he died or the fact that during high school Holley's five foot nine inch frame, 40DD breasts, thick features, coupled with her love of a...

A Perfect Cuckoldress Wife

by gomorrah on Sep 18, 2017
Transsexuals & Crossdressers

My wife rose slowly, before lowering herself down his length again. Her head tipped back, she squeezed her breasts, playfully teasing her own nipples. Her eyes opened, lustfully admiring the chiseled ebony body of her lover. Balanced skillfully on her stockinged toes, she began picking up the tempo as she rode him cowgirl style. Gently biting the corner of h...

Marabogo: Cuckold Island Ch. 02

by eeric on Aug 29, 2017
Fetish

"Hold the elevator please." Megan and Joshua heard a woman's voice just as the elevator doors were about to close. Joshua quickly held out his arm to so the doors wouldn't close. Through the small crowd of newly arrived guests, they saw a very scantily clad and rather chubby young woman coming at them. She was slightly jogging, her huge chest and big belly...

The Cuckold's Clinic

by TomWard on Sep 12, 2017
Interracial Love

CHAPTER 1 I am an extreme lifestyle cuckold. My wife Lucy has a regular black lover, and regularly parties with others, at home an at the club. All her friends do too. We don't have time for a life outside cuckolding, except I go to work to pay the bills during the weekdays. I never make love to my wife. In fact she never touches me in a sexual way at all....