Gamble Stories

2,754 results
Orientation
Length
Source
Infinite Scroll

Sex Games

by Skyee on Aug 30, 2017
Exhibitionist & Voyeur

I had just graduated from high school and I wasn't to sure what I was going to do. I had the option of either going to college or taking a job I had been offered soon after graduation, but that's another story. So for the time being I continued living with my parents. On this particular day they had gone off to gamble their money away in Vegas and would prob...

Sin City

by Ghosthand on Mar 2, 2020
Mature

The year is 2245. Over the course of humanity we have changed so much. From bands of scavengers, to tribes, to communities, to cities, to states, to countries, to the world government. The stone age gave way to the bronze age, the iron age, the steel revolution, the technology age, the fusion age, the antimatter age. We now have a full colony on the moon and...

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Losing Yourself

by FlightoftheBeers on Nov 3, 2018
Cheating Spouses

I woke up in a cold sweat; something isn't right in here. This is my room, but as I look over in my bed, my wife, Kendra, is not there. Kendra and I had been married for a few years now. We met back in college during my Junior year - her Sophomore year - and a few years later, we got married. At this point in our lives, we were both around the same age; her...

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13 Chestnut Street

by English Bob on Sep 15, 2017
Loving Wives

The air was chill the day that Paul Jones left the offices of F. Dewer and Partners, Attorney's, but he hardly noticed the cold wind at all. As he walked towards the parking lot, he tried to form a picture of his recently deceased uncle in his head. He had not seen the man for over ten years and it came as a total shock that he had left Paul a bequest. A ver...

The Collaring of Chloe Ch. 03

by MemoryofSnow on Sep 18, 2017
Novels and Novellas

Chapter 3 -- An Unwanted Clause **Characters and text is protected under copyright law Chloe spun up from her chair with such suddenness that she nearly set herself off balance and fell over. She could hear Mittens giggle at her clumsy attempt to rise, but ignored it, focusing on the man standing in the doorway between the sitting room and the dining room....

The Yellow Book Fantasies Ch. 10

by TheChadDupree on Oct 29, 2018
Exhibitionist & Voyeur

I fell in love with this town. This town called Sin City. Perhaps you've heard of it. I fell for it as an adult ironically. The first time I went, I was about eight or nine. It's really nothing to do until you're of age. So, I waited like a virgin out of spite. This story is a tale of coincidence, luck, and sin. I went to Vegas almost every single year. I w...

The Blood of Kings

by JackOLantern on Oct 7, 2017
Fantasy

It all began when you found that strange book. You were walking home from work when you decided to take a shortcut you had never thought to take before. The shortcut took you through a grassy field that you often passed by but never thought anything of. As you walked through something caught your eye lying in the grass. It was a book, or perhaps “tome” would...

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The Sales Associate Ch. 08-09

by dlsloan on Sep 13, 2017
Exhibitionist & Voyeur

PART 8: TAKING A GAMBLE When they landed in Las Vegas, Garsden reluctantly watched Holly and Martin walk away, though he certainly did enjoy the view. While he went on about his way, Martin and Holly took a cab to their hotel. Here, Holly was a little less conspicuous. Sure, she was a stunner who got plenty of looks, but skimpy outfits and hot women weren't...

Charlotte's Card Game

by charlottesbed on Sep 17, 2017
BDSM

These are real stories. Changed names, yes. And the dialog is how I remember it, but probably isn't dead on, even in a story like this one that didn't happen that long ago. But it's otherwise what happened. Regular readers know this. New ones... now you do too. We had landed in San Antonio. It had been a longish day of flights - from Richmond to Atlanta, t...

Things to Do with My Slut Ch. 24

by icumonyourshoes on Sep 13, 2017
Erotic Couplings

Chapter 24 -- Power Play After last night's reward for Penny, I was very pleased with the direction the game was now going. My natural assumption was that my next "assignment" would probably be for Emma, since it was while since she indulged herself. She was due, but there was no telling when that would occur or even if my assumption was correct. 5pm final...