Cuckold Vacation Stories

28,460 results
Orientation
Length
Source
Infinite Scroll

Swing Vacation

by Husky59 on Jul 14, 2020
Erotic Couplings

"How'd you like Connie's party last night, Wayne?" his wife Lana asked. "It was funky, dear. Rachel Goodman likes to play games. She flaunts her big boobs and then in the bedroom, Rachel says she's not in the mood. Last night, she wanted to do it doggie then she said that wasn't right and she wanted to be on top. Rachel didn't like that either and said she...

100 Years in Purgatory Ch. 03

by JonThomas_ on Sep 16, 2017
Sci-Fi & Fantasy

Greetings one and all, I'm JT, short for Jon Thomas. I'm over 150 years old. As a mortal I worked for enterprising ladies who sought to sell their most personal and private possession. I would coordinate, facilitate and if necessary intimidate on these ladies behalf. I worked the streets in London England, in Brothels of the old American west, and finally in...

A Wife's Seaside Fling

by Sasha_Vogue on Sep 26, 2017
Loving Wives

"Oh my!" Toni said breathily. She lowered her sunglasses and got a better look at the tall, handsome hunk of man slowly emerging from the waves. About twenty-five, ten years younger than Toni herself, the brawny beefcake wore an arrogant smirk on his lips, a tight black speedo and nothing else. Seawater dripped over his tanned, muscled chest and over his fla...

Alice in Wonderland - An Epilogue

by fivefplan1 on Apr 13, 2020
Loving Wives

Word Count: about 2457 Category: Loving Wives Tags: Seduction, MF, Cuckold. Description: Mature wife leaves husband for another mature man. Characters: Alice and Tom (husband & wife), Pierre, Mary, Back story: After 20 years of marriage career husband and wife take a vacation to the South of France hoping to rejuvenate their marriage. However, Alice ge...

Turning Tables

by PAPATOAD on Sep 19, 2017
Loving Wives

There is no sex in this story. Sorry. * The confrontation The Yuengling Black and Tan was warm. It was ice cold when I sat down. She would be home soon. She was always at home when the kids got off of the school bus. I had the drapes drawn, because the sunlight coming through the living room window was depressing. Right now, today, the darkness felt war...

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...

Sharing Feet Turns into Cuckold?

by midwestfeet on Sep 16, 2017
Fetish

My wife and I recently decided to take a vacation, just the two of us. Since our last experience Wife Finally Shared Her Feet, I've been wanting badly to have that fun again. What I did was put an ad on Craigslist for that area a few weeks before we went on vacation. I was contacted back by a few guys that I thought she would be interested in. I was able to...

Obey Thy Neighbor Ch. 06

by jealouscuck on Nov 6, 2018
Transgender & Crossdressers

When Chelsea returned from her out of town assignment she was excited above all expectations. She kissed me hungrily and thanked me profusely for letting her experience sex with a well hung man. She questioned whether I had any regrets. I did not. When she heard this, she expressed to me that the only second thoughts she had about it was if it somehow began...

Cuckold Chronicles: Rick Pt. 01

by deltonaman2man on Sep 15, 2017
Loving Wives

This is the eighth adventure with Heather & Dave. It will be in 3 parts. Part 1 is the introduction of Rick, Part 2 is Heather's view and part 3 is Dave joining them. It is not necessary to read the other stories to follow this one, however there may be references to other lovers from the past. If you don't like cuckold stories or consensual humiliation, the...

Ben Broken

by CrazyDaveTrucker60 on Jun 18, 2019
Loving Wives

Just a fantasy, nobody under 18. Commenters be nice. ***** "Ben, we need to talk." "Uh-oh, sounds like fightin' words." My darling wife, love of my life, mother of Ben junior and Claire, our kids, was laying beside me after we just got done our Saturday night sex. She had just got done screaming. She had come hard at least three times, I had only one cli...