Cuckold Vacation Stories

28,460 results
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Infinite Scroll

Anniversary Cuckold

by grizzley123 on Sep 17, 2017
Loving Wives

My wife and I celebrated our 20th wedding anniversary recently and yesterday we boarded a plane for a wonderful beach destination. Last night began with the plan to have a lovely dinner at a beach front restaurant and now a mere 24 hours later I am on my knees with a large cock only centimeters from my mouth. This cock is covered with my wife's pussy juices...

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...

Becoming a Cuckold

by njcuckold_hotmail on Sep 12, 2017
Loving Wives

I too have been fantasizing about watching my wife with another guy or guys for several years. While she initially was not very enthusiastic about the idea, she discovered that discussing past experiences with her boyfriends really turned me on during sex. She began to explore the idea, at least while we were in bed, of what it would be like to be pleasured...

Those Who Cuckold Get Paid Back Ch. 02

by Winterfrog on Sep 15, 2017
Loving Wives

Many thanks to ReneeandKent for their editing of this story. * As you might remember, the first part of this story ended with me having only one-day left of my time as a 'jailbird'. It had been a very interesting and useful experience that I never would regret. But today was the great day to be a free man again. My wife had told me that she was too busy i...

The Bitter Pill Ch. 01

by eightballbum on Sep 15, 2017
Humor & Satire

Greetings readers! This story is not for everyone and in fact it is meant for a very few individuals who may show an interest in my work. Voting is on if you care to but it really isn't necessary. So sit back and relax, enjoy the story and I hope it makes you think. "All rise. County court is now in session with Judge Richard P. Carmack presiding. Judge the...

Making It Work Ch. 10

by xleglover on Sep 18, 2017
Loving Wives

Keri met with Jen in NYC for an update. Launch was only a few days away. Four hours later, pleased with the progress of Jen's team, she dragged her young friend to a bar for a drink. "How are things with you and Tom?" she asked with a delighted smile. "Still wonderful?" "Freaking wonderful!" Jen gushed. "And Mike is happy?" she asked. "I think so," Jen s...

One Weekend a Month Pt. 01

by Marriedkinkylife on May 30, 2018
Loving Wives

(Part 1) Damn, this guy is thorough. As I looked through the questions, I smiled, not believing we were at this point. Ashley, 'Ash,' and I recently celebrated our 28th anniversary. Our oldest daughter got married last year and our other daughter is a senior at UNC. We've always had a good sex life, but when the kids moved out and Ash hit 45, her libido wen...

Dear, We Have to Talk Ch. 06

by dr13bone on Sep 25, 2017
Interracial Love

I was in the house by myself for a month while my wife and Karen went abroad to get her augmentation done where the price was a lot lower, they made a vacation of it. When I picked her up from the airport it was a cold November day, but even through her coat I could tell her figure had changed radically. She had done a makeover, her hair short and blond now...

Amy Cuckold Brian

by CuckoldGuy on Sep 19, 2017
Loving Wives

Brian and Amy, married fifteen years with three preteen age children. It was a long day and now they were retiring to bed. Brian: "Chris called me today. He's going to be in town next week." Amy: "Oh, how is he? How's Liz?" Brian: "Their fine and the kids a doing well. He's flying in next Tuesday night. He's giving a presentation at Lankenau Hospital on W...

Letting My Wife Cut Loose Ch. 04

by weaponx on Sep 17, 2017
Loving Wives

As the video continued, I watched in amazement as Beth's pussy welcomed Jeff's throbbing cock in one gentle push. Within seconds Jeff had completely submerged his cock into her pussy. As soon as he had rested his loins against her back side completely entering her, the camera panned back to show Beth's body. Beth's head pulled back and her arms pulling again...