Cuckhold First Time Hotel Stories

357,816 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Post Cuckold Insecurity

by MasterfulMistress on Sep 17, 2017
Loving Wives

After My Cuckholding Introduction Wow, what a night of revelations that turned out to be. Attending our first sex club event with our swinging friends Dave and Linda was indeed an undreamed of sexual feast. I witnessed my Amy fucked with the most staggeringly big cock imaginable. To see her cunt stretched beyond the wildest of imaginations being both amazin...

Cucking in Montana

by tall758 on Sep 14, 2017
Loving Wives

Let’s face it, when I’m on the road, I often let my little head out think my big head. And so it was on a recent trip to Montana. I often take business trips around the country, visit locations during the day and have the nights to myself. And I can only log on to Literotica for so many hours before I beat the poor fella until he is too sore to appreciate t...

An Agreement is Reached

by Loristwosides on Sep 17, 2017
Loving Wives

We were to meet him at a restaurant, the clothing I selected would be perfect; a white summer dress buttons down the front, sandals and a simple necklace. That was it, no bra or panties, the buttons of the dress were undone from the top so show off the curve of my breast and from the hem to show off much of my thigh. Looking into the mirror, liking what I sa...

Life as a Bull Pt. 04

by Kalimaxos on Sep 23, 2019
Loving Wives

This story and the chapters to follow are fiction. It's a story of a man who became a bull in the cuckold scene of the early eighties in New York. This is his road to that place in his life. ------------- New York 1981 To tell you that being a male escort and a bull for wealthy cuckold couples in New York was a chore, would be a lie. Yes, it had its ups...

Betsy's Creampie Ch. 04

by Bill18wb on Jul 6, 2020
Erotic Couplings

For John it was another February business trip, this time a 3-day conference in Atlanta. It was unusually cold and there were the usual "business dinners" he could have attended. He decided those boring, high calorie, semi drunken events were not on his agenda. He was late in getting on his New Year's resolution to get in shape and lose a few pounds. He opte...

Man Is Humiliated By Escort

by fun4all6969 on Sep 12, 2017
Transsexuals & Crossdressers

I am a very adventurous, open minded married guy. I am 6'2", 150lbs and I have a 5" cock. My wife (Mary) is great but she is very straight laced and doesn't like to have sex but twice a year so I decided to look elsewhere to fulfill a few fantasies. I am sure my size and stamina have a lot to do with my wife's lack of a sex drive. I recently replied to an o...

Nice Guy, Small Dick: Cuckhold

by xavxav on Sep 26, 2017
Loving Wives

“Fuck. It’s Saturday,” Tom thought as he awakened with the bright morning sun shining through the bedroom window, blinding his eyes. His beautiful wife Jenny was still asleep next to him, her full, proud breasts rising and falling in time to her breathing. The night was too warm and humid to wear any clothes. Her nude body, as sexy as any nudie magazine mode...

Evolution: Swinger to Hotwife

by Mentor de Lyon on Sep 13, 2017
Fetish

Author notes This is a "stag" cuckold story based on real life events. A stag cuckold differs from the classical definition of a cuckhold in that there is no element of humiliation of the husband, but he is turned on by his hotwife (or slutwife) being seduced and fucked by other men. The author thanks MAV and MJ for the inspiration. Enjoy, and please leave...

I Still Can't Believe This Happened

by reginainthebutt on Sep 15, 2017
Loving Wives

I still can't believe this happened. If ever something like this was going to happen, I'd always imagined myself in the role of the voyeur or cuckhold if you will. Certainly not the bull! It was never supposed to be this way. I always wanted to watch her fuck or get fucked is probably a better way to put it. It is just so strange that this happened. I shou...

Create a porn star story

by fethishboy on Jan 23, 2010
Fan Fiction

There are many porn stars in the world. They are women who bring pleasure to men and women by performing the arts of porn. But what about their stories? What do they do in their spare time. Well these are their adventures. You could tell stories of the like of Gianna Michaels, Jenna Jameson, Summer Cumming, and many others. But who does the story star. Other...

Open in Reader