Vacation Cuckold Stories

28,460 results
Orientation
Length
Source
Infinite Scroll

The Building Maintance Man

by trashmantx on Sep 19, 2017
Loving Wives

She just looked at me and smiled. "Go down stairs dear we will be done in half...OOohh shhit...make that an hour" as the ass hole pumped her a little harder. Well there it was she had told me I had nothing to worry about, she loved me this morning she was going out to have some fun while I was at work. I had I known this was her idea of fun I would have st...

Marking My Women Ch. 05

by SirenSeeker on Sep 14, 2017
Loving Wives

Steve's "relationship" with Mary Ann, my darling ex-girlfriend, has continued without a break for almost a year now. It really seems as if it were yesterday that he informed me that he had first bedded her, describing in agonizing detail the particulars of his seduction of my lovely, "innocent" Mary Ann. It has been a year of angst for yours truly as I moved...

Types of Cuckolds

by cuckwhofucks on Sep 14, 2017
Reviews & Essays

What does it mean to be a cuckold? It actually means many different things to different cuckolds. But let's start at the beginning: The truth vs. the Truth. The Truth, or an absolute Truth, is actually unnamable, or rather it exists, but when you try to interpret it and put words to it, it becomes one of very many truths, as many truths as there are peopl...

A Cuckold's Journey Ch. 03

by lgtimecuck on Sep 13, 2017
Loving Wives

This is a story of swapping spouses but there are cuckold overtones so if that isn't your thing, don't read it, and move on. If you are intrigued, then read on and enjoy. For those of you who read the earlier chapters and found them unrealistic, I can only say that everything is true and at the time I didn't quite understand it all either. Alcohol is a facto...

Thoughts on Cuckolding

by Youami on Apr 3, 2018
Reviews & Essays

Until a few years ago, I had only a vague understanding of the term "cuckold" as it related to sexual relations between couples. As ignorant as I was I thought it had something to do with cheating. However, thanks to the overwhelming number of cuckold stories contributed to Literotica, I have been able to build a better appreciation of this term and the many...

Scheherazade Nights Ch. 01

by chasten on Sep 17, 2017
Loving Wives

Heather held up the complicated contraption: wires, tubes, what looked like a motor. "What the hell is this?" she asked. Margery, the representative from Cupid's Gifts, said, "That, my dear, is what we call the 'Handyman's Tool Kit'... "...It's a motorized penis pump." "A what?!?" shrieked Mary. "Well, you slide that red tube over..." Debbie's mind wand...

Betty's Transformation Ch. 01

by dom_u_softly on Sep 16, 2017
Loving Wives

Earlier submissions under The Transformation of Betty surveyed the main events of my wife's transformation into a sub slut. But there are events and scenarios that were erotic as stand alone vignettes and here are a few of them: Vignette 1, The Window: Unlike couples who limit sex to the bedroom, my wife and I relished playing in our living room. She loved...

Doreen is Pregnant Ch. 03: Doreen Delivers

by jealouscuck on Oct 9, 2017
Interracial Love

The day came when Doreen called me and told me she was having contractions. When I arrived home, she had her "ready" bag packed. We drove to the hospital. During her last month especially, we had talked about our strategy when the baby came. I never told anyone in my office about the pregnancy. Usually I was reserved around the office staff and professional...

Cuckold Chronicles: 19; Sam Pt. 6

by deltonaman2man on Sep 17, 2017
Loving Wives

"Dave, I'll just get to the heart of the matter. I have a Time-Share in Hilton Head. I was wondering if you guys would join me this year. It will be the first week of January. It's a 2 bedroom unit. I'm hoping you'll say yes to Heather & I taking the Master bedroom & you sleeping in the spare room, for the whole time. No one will know you two, so Heather & I...

The Transformation of Betty A05

by dom_u_softly on Sep 26, 2017
Loving Wives

Following my husband's account here in Literotica of my Las Vegas experiences with Alex and thereafter, several people asked that the series include an account of things from my perspective, including perhaps some insight on why a married woman who entered marriage as a virgin and a strictly traditional view of her marriage vows would allow herself to become...