Gamble Stories

2,754 results
Orientation
Length
Source
Infinite Scroll

Life's a Gamble

by LazLng on Sep 16, 2017
Interracial Love

"Please, not here", I sobbed. My blonde hair falling across my eyes as my shoulders shook. His eyelids heavy, bored, watching me in silence. He knew I would. I had no choice. "Not here. These people know me. They know my family." Pleading, tears in my eyes. No answer. He just lifted the napkin from his lap, leaned back a bit in the booth. Those eyes crushing...

Slave Unbound Ch. 06

by MemoryofSnow on Jul 27, 2020
Sci-Fi & Fantasy

**Characters and text are protected under copyright law Disclaimer: This story is not meant as 'erotica', but dark adventure-fantasy. It may contain material that sensitive readers might find uncomfortable. Please be advised. Looking up into the drab gray of the morning sky, Cornelius Venge scowled at the faint drizzle falling from it, making everything da...

Three Good Men

by Tim Smith on Sep 15, 2017
Interracial Love

I realized now the seriousness of my wife's situation as I peered through the half open door into the other room of the large suite, the sounds emanating from there as well only added to my fears. It all started as just another step in our adventures as newbie's in the swinging world and somehow had led us to where we were now. My wife Sally and I had offer...

Happy Birthday

by whodunnitt204 on Sep 13, 2017
Erotic Couplings

My 45th birthday was last September. As our kids are older, to do a fun celebration my wife suggested we do something different than the traditional family dinner of getting drunk, and complaining about our extended relatives. I thought it was a great idea, I suggested a weekend in Las Vegas where I could golf, gamble, drink, and fuck as if it was the last...

Sandal Tales 03: Sex Therapy

by sammyman5 on Sep 15, 2017
Erotic Couplings

Sandal tales #3: My new old sex therapist. My therapist Marcia called me for an appointment. Not the usual thing- I usually called her. I had not needed an appointment for almost a year. Originally I had gone to her in the aftermath of a bad accident I was involved in and she helped put me back together. Along the way she also learned that I had an addicti...

The Alphabet of Love Ch. 04

by igottapussy on Sep 17, 2017
Non-Erotic

Chapter Four I got back to Seattle just after six. Before I went home I stopped at the gas station close to my house to fill up the car for the week and grab a couple of cold drinks. I'd just belted myself back in when I heard my phone going off in my purse. The car was still parked, so I took my foot off the brake and dug the phone out. Trevor. I took a...

Things to Do with My Slut Ch. 07

by icumonyourshoes on Sep 14, 2017
Loving Wives

Chapter 07 - Bet on Brunch It was a gloomy Friday afternoon as I sat at my desk, waiting for the weekend. I thought back to the events of last Friday and the party I had attended with Penny. It was still kind of a haze, but what a time it had been. I was unsure where things stood with Penny or Emma, as I had not heard from either of them over the past 7 day...

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...

The Yellow Book Fantasies Ch. 13

by TheChadDupree on Dec 24, 2019
Interracial Love

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 fell in love. But... There's really nothing to do until you're of age. This story is a tale of coincidence, luck, and sin. ~~ I went to Vegas almost every single year. I was looking forward to this one especia...

Luck be a Lady

by AnnaKuari on Sep 2, 2017
Erotic Couplings

He had no interest in Vegas . . . that's what he said. Didn't drink . . . didn't gamble . . . had no reason to go. So despite my best efforts to entice him, he wouldn't meet me there when I came to town. So, I packed in Vegas style. Every FMP, every short skirt, every glittery thing I owned went into the suitcase. Because even though he wouldn't be there, I...