Roulette Stories

843 results
Orientation
Length
Source
Infinite Scroll

Red or Black?

by bawdybloke on Sep 13, 2017
Fetish

There wasn't an adult in the land that didn't know what her family did. There wasn't a tabloid editor on Fleet Street that hadn't paid out hard cash for sex tapes containing her or her family. They were notorious; famous almost. Salacious details of the exploits became Internet folklore, the stuff of legend. Everyone knew of the McAllister family. The fathe...

Camping

by TheStork on Sep 11, 2017
Loving Wives

When my two best friends and I decided to make an annual tradition of taking a week-long camping in Oconee National Forest together with our wives, we had no idea how much fun it would end up being. We were as different as three white guys from the suburbs can be, but having been friends since kindergarten, we were as close as brothers. Nick was tall, blond...

Casino Hooker

by Tag2some on Sep 12, 2017
Loving Wives

How lucky can an ordinary guy like me be? That's what I kept asking myself as I saw a few heads turning to watch me playfully caress the magnificent ass of this sexy hooker sitting next to me at the bar in a nightclub called Cuba Libre, in the Tropicana Casino in Atlantic City. But, even better, what they didn't know is that she was my wife. It all started...

Payback

by nickandee on Sep 16, 2017
Interracial Love

My wife and I have been married for twenty years. She is the mother of two beautiful daughters. And we have been through a lot together. At 37 years old she went from 127 lbs to 175 lbs in about eight months. Mostly due to medical reasons. At 38 she decided to do something about it, so she joined a gym and started working out, lifting weights four days a wee...

Sexual Roulette

by namelorb on Sep 14, 2017
Group Sex

It was a little after 10: 00 pm when Serena & Connie entered the hotel bar. It was a bar that they had not been to before, but it was a routine that they both knew quite well. Serena: (Spoken with confidence and self assurance) "So who will it be tonight?" Connie: (Relaxed and Playful) "Lets pick someone that is in better shape this time. They do not have...

The Blind Date

by redice on Dec 12, 2018
BDSM

"Blind dates," Friends, use it thinking they are helping you by playing matchmaker in life. In reality it is a form of Russian roulette to bring on a life time of ulcers and heartbreak if not careful. Back in the day you never knew what you were about to be faced with until they are almost face to face with your blind date. However! Times have changed now ev...

Holly's Croupier Strip

by allaboutthetease on Sep 13, 2017
Exhibitionist & Voyeur

If you read my first entry "Holly's First striptease" it will give you an idea how I try to work stripping into different situations. The last time my lady friend Holly took her clothes off in public was as part of a private function evening at a local social club. Although it had been planned between her and my mate Rob, who was the compare for the eveni...

A Lost Bet Ch. 04

by amarasfantasy on Sep 12, 2017
Transsexuals & Crossdressers

As I slept that night, I dreamt vivid dreams...sexual dreams. The next morning, I was able to remember one of the dreams that I had but I didn't tell Frank or Tom. I kept it to myself because I wanted to understand what it meant. I'd dreamt that I was walking down the street when I got close to the entrance of a park. It was me in my male clothes. As I got c...

Russian Roulette Ch. 01

by WifeWatchman on Sep 18, 2017
Erotic Couplings

Russian Roulette: The Rise of The Iron Crowbar The order of my stories to read is: Todd & Melina series, Interludes 1-5, Sperm Wars series. Russian Roulette series Case Of The Murdered Lovers series So.... let's see if soap-opera-police-dramas with sex are of interest to Literotica readers... This story contains graphic scenes, language and actions tha...

Sexual Roulette Ch. 03

by Azuldrgon on Sep 14, 2017
Erotic Couplings

George had to pinch himself. Here it was four days after the surprise he sprung on Missy and she was coming over for a date to make up for his indiscretion. The thought of her hot body on the rotating table as a few random dicks were waiting to worship her seemed like a fantasy come true. Yet, he could tell she was starting to get into it when she reached ov...