Gambling Stories

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Orientation
Length
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Infinite Scroll

1930's: A Sex Story

by MapleholicsAnonymous on Dec 29, 2020
Erotic Couplings

Man, when you close your eyes, you can still remember the taste of being rich. You used to be the shit, to have moxie. Simply put, no other man in the 20s had more of a presence in New York high society than you, the one and only John Doe. Your father was born from a poor working-class family, of making it big as a theatre actor. As for your mother, she was....

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A Proper Scottish Wife Ch. 11

by Thors_Fist on Sep 19, 2017
Novels and Novellas

This is a darker chapter, like Chapter 5, because Calum Blackthorne is not a nice man. It contains instances of anal and oral sex and non-consent or reluctance. While it has no direct incidents of torture or discipline, those things happened in the background and you are aware of it. Be aware if those things are not your cup of tea. * Teárlag crept through...

Gambling Addiction

by Scorpio44 on Aug 19, 2017
Erotic Couplings

The sign on the dock simply said, "Ferry to Lady Luck." Tied to the dock was a sixty-five foot power launch. As the woman walked from the parking lot to the dock the older man in the ticket booth watched closely. She was wearing tan slacks and a tan silk blouse. The toe of her tan shoes showed as did the bottom of her spiked heels. Her hair was honey blonde...

One Bet Too Many

by sharedare on Sep 12, 2017
Loving Wives

Hubby and I have always enjoyed the occasional weekend getaway to Reno, Nevada. The club night-life there seems to extend well into the wee hours of the morning, if you're up to it. Usually we prefer to stay in the more luxurious casino resort hotels when in Reno. But once in a while, when we are feeling a little "frisky", we set ourselves up in one of Reno'...

Laid Off Then Laid: Her Story Ch. 2

by Lucky-Devil on Sep 17, 2017
Loving Wives

There are only two types of jobs in Las Vegas: jobs that cater to the gamblers and everything else. My job is to keep the gamblers happy so they spend more money. Not just any gamblers, but the whales; men who think nothing of leaving a few hundred thousand behind for a night or perhaps even a million. I was raised to be a good Chinese girl. My husban...

Gone Fishing

by tgirl_Mary on Sep 12, 2017
Transsexuals & Crossdressers

The divorce was not going well for me. Caroline got the house and the car and a most of our money. Worse than that was how she manipulated the whole thing. She told me, "You're a pathetic excuse for a man Carl. You never could satisfy me. Size does matter and you are sadly lacking. I always faked it with you. The other guys I fuck are all bigger than you and...

Enslaved by My Bestie

by Gentlytwisted on Jan 8, 2019
BDSM

***April 28th, 2017 18:13*** Clara nervously got out of her car, took her bag from the passenger seat, and locked the car. To say she was nervous would be the understatement of the century. She was about to walk into a situation she didn't really know she wanted to walk into. But she had no choice. Well, she did - she could just walk away. But she knew that...

Company Intelligence Pt. 08

by ozinsom77 on Aug 21, 2018
Novels and Novellas

Background This preferably should be read in conjunction with a knowledge of the seven previous parts that provide a cumulative of the story so far and the imbroglio that was progressively enmeshing and about to smash some of the participants. However this Part rests on its own facts and can be read as a stand-alone story and still be interesting and intri...

The Bus

by EmmaSkye on Sep 14, 2017
Exhibitionist & Voyeur

Finally we both have a couple of days off from work. We decide to go to Cripple Creek for some sight seeing and a little gambling. We'll take one of the gambling buses and let someone else do the driving. Its a 2 hour trip and we decide to leave after work so we'll have more time to enjoy ourselves when we get there. The bus leaves at 8pm so we rush home, sh...

Gambling Less Than Anonymously

by imhapless on Oct 13, 2017
Loving Wives

I arrived in Tampa looking for a fresh start. I had just gotten out of my second toxic relationship in a row. I seem to be an expert at attracting troubled women and seemed to be destined to live a lonely and turbulent life. Despite feeling newfound freedom from the second toxic girlfriend in a row I was also lonely and horny. Fortunately one problem that I...