Gambling Stories

2,929 results
Orientation
Length
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Infinite Scroll

Golden Desire Ch. 05

by opels on Sep 15, 2017
Novels and Novellas

They still continued to see each other every day as she wasn't ready to become a full fledged card dealer yet. She practiced with Nicholas at his home every afternoon, always careful to avoid anything even slightly romantic. After a week, late one afternoon, he finally deemed her ready. "Are you sure?" she asked nervously. "Yes, I'll put you on first thing...

School of Gambling!

by dionysuss on Nov 11, 2020
Amateur

September had come too early this year, summer holidays had gone by very quickly and you barley remembered what you did. (If anything.) It was coming into school term that you realised you had no idea what you were walking into at Rockhard High. It was going to be a strange place full with strange people, unknown halls and faces would surround you. You simy...

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Honor's Folly Ch. 02

by knitedreams on Sep 16, 2017
Romance

From a distance, Honor heard the four men either raise or fold. She had no idea who was winning at that point, so lost in her own thoughts. There was only one man at that table with whom she had sex. With the others, she just acted like herself. No sex involved. Nothing like this had happened to her back home. It must be the crazy energy of Vegas that helped...

Risky Bet

by blackhand on Oct 25, 2017
BDSM

In a quiet part of town, there is a place where someone can go and gamble where the rules are different. It might be very well known, or it's existence and rules might be arcane and secret. It might be a sprawling casino, a hole in the wall gambling den, a race track, or perhaps something else. All that remains constant is one simple fact. When someone goes...

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Splint's Humiliation

by justincbenedict on Dec 31, 2018
BDSM

Vince looked doubtfully at Splint, kneeling naked in the corner of his own living room. Then Vince turned his head back at Sparky, who smiled at him. God, watch her toss that ice blonde hair. When Splint began seeing Sparky, the whole crowd had been taken aback. Sparky was overweight in kind of a sexy way--big boobs, big hair all that kind of thing. Most o...

How I Met My Roommate

by sweet_lusciousdesire on Sep 1, 2017
Group Sex

A very beautiful woman glided into the bar as she frequently did, then headed straight for the video lottery gambling machines where she immediately started playing at maximum bet. Her frame could best be described as very petite. Long blond hair cascading down her back added to her sexuality. Free of makeup, sporting a wide eyed innocent look, she was a kno...

A Gamble Too Far

by jujou2006 on Nov 27, 2017
Fetish

Friday night is poker night at the Salon. The Salon's owner, Giorgio, runs the poker games for the money and deals the cards for guys most of who fancy themselves to be professional poker players. In reality, they are just guys that are gambling addicts in the making. If they ever showed up in Vegas, Atlantic City, or New Orleans, they would lose the kid's t...

You Can't Cheat An Honest Man

by R. Richard on Sep 16, 2017
Interracial Love

I am a world class poker player with the winnings to back up my claim. When I have the dice in my hand, craps is not really a game of chance. I am an expert marksman with a pistol, even off a fast draw. I have a black belt in kung-fu. Why yes, I do happen to make my living as a gambler. How did you ever guess? Due to the nature of my business and the dark,...

Debts of Love

by MasterMonk on Sep 12, 2017
Loving Wives

I was in the local bank when I overheard them talking to a loan officer. Later I learned that they were trying to get a loan to pay off some hefty gambling debts. The loan was turned down and I could see that they were very worried. I followed them out of the bank and introduced myself to them. I said, "My name is Roosevelt White. I couldn't help overhearing...

Vegas Gambling

by Denver Couple on Sep 15, 2017
Exhibitionist & Voyeur

I often have to sit in wonder of how I was lucky enough to find a woman like Megan. She is quite a lady. Totally feminine and very pretty! A Southern Bell with only a hint of an accent. Long blonde hair cascading down her 5' 7" frame to the middle of her back. Strong and sleek, built like a powerful sports car! She carries herself with an air of confidence,...