Gambling Stories

2,929 results
Orientation
Length
Source
Infinite Scroll

I'll String Along With You

by dangerouslydead on Sep 13, 2017
Loving Wives

"Mable, we need to talk. "I filed for bankruptcy. We do not have shit in our accounts and the mortgage payment is way over our income. The house will soon be repossessed and we will be out on the streets. I met with my lawyers today, and after everything is over our net worth will be around twelve dollars." My sixty-one-year-old wife looked at me with surp...

Casino Night

by yoyo138496 on Sep 17, 2017
Loving Wives

My wife had a friend that was going to be visiting from out of town. She was her best friend and we had not seen her in a while. My wife suggested that we should go to the casino as it was close and we enjoy going to the casino. Lana, her friend was not really a gambler but she wanted to go so she could drink. Lana is a very beautiful woman and I have alwa...

Lena Ch. 01

by Buzzboy on Sep 25, 2017
First Time

Chapter One - The Dutiful Girlfriend Lena watches the city streets in the late night from the passenger side window of her boyfriend's car. Having quick glances of the different groups of friends, street entertainers, bikers, cops as she goes further in the city. Though Lena would find the drive mildly enjoyable, she finds her boyfriend's choice of destinat...

Heather's Dark Adventure Ch. 01

by heathred1 on Sep 13, 2017
Interracial Love

US Olympian's Secret Life as a Las Vegas Escort – I don't know why the stories about Suzy Favor Hamilton struck such a chord with me but I couldn't stop thinking about it. Maybe because it was someone who decided to live out their wildest fantasies and create a second life, something I had dabbled with online but failed to act on. After reading article after...

Riverboat Gambler Ch. 01

by WifeWatchman on Apr 23, 2019
Novels and Novellas

This story is part of an ongoing series. The chronological order of my stories is listed in WifeWatchman's biography. Feedback and constructive criticism is very much appreciated, and I encourage feedback for ideas. This story contains graphic scenes, language and actions that might be extremely offensive to some people. These scenes, words and actions are...

Three Choices

by Mordant96 on Sep 13, 2017
Loving Wives

This is a short story with no sex to speak of. It is not autobiographical and obviously total fiction. As the author, I have the right for my characters to behave exactly as I want them to behave. If you disagree, write your own version of this little story and post it on Literotica. You have my full permission. ***** I awakened in a cold sweat. The nigh...

How To Win Playing Blackjack

by BOSTONFICTIONWRITER on Sep 11, 2017
How To

Are you feeling lucky? Are you hoping to win big at the casino? Well, of course, if you are naturally lucky, then there is no need to even read this story. If I had your luck, I'd run to the nearest casino and sit at a Blackjack table and say the magic words. "Hit me." Now, if you are like the rest of us and lose money when gambling, then this story is for...

Mai Little Pet

by Denarive_Rintner on Sep 3, 2017
Erotic Couplings

"No, please stop it! We shouldn't do this here!" Mai complained as the old man started to finger her through her pink panties. Her skirt was slightly hiked up as Mai's pussy soak the man's fingers. The old man licked the side of her face and tasted her sweet skin. Mai could feel herself about to cum. She couldn't believe how far things had gotten. Mai and...

Lena Ch. 03

by Buzzboy on Sep 25, 2017
Erotic Couplings

Chapter 3: The Slut Girlfriend On an early Sunday morning, Lena sits in the passenger seat of Eddie's car as it drives into the city. She's dressed in her clothes from Friday, which she felt it more appropriate than the skanky bikini she wore last night. "You sure you don't want to have breakfast?" Eddie asks. "No." Lena answers. "I just want to go home a...

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...