Gamble Stories

2,754 results
Orientation
Length
Source
Infinite Scroll

Giving Her What She Desires

by Bakeboss on Sep 14, 2017
Anal

Let me say first, no matter what you think I am not a pervert. It just so happened that one day I was in the supply room rotating stock as my manager insists and while on my hands and knees in the back I found that I could hear what went on in the ladies room. It wasn't a hole, I couldn't see anything but I could hear them talking and well yes, sometimes I c...

Bought & Paid For Ch. 01

by CharmingVixen on Sep 12, 2017
First Time

Three aces, a queen of hearts, and a two of diamonds. Motioning for two cards, Ivory prayed they were good enough to get her out of the mess she had gotten herself into. Her father's debts, revealed on his deathbed, ensured that Ivory was forced into the untenable position of having to gamble for the family home her mother had always known. Working as a...

The Romance Novelist: Las Vegas

by AudreyHepburn on Sep 16, 2017
Romance

"Dae? What the heck kind of name is that for a writer?" Audrey and Stephen had just made love on a king size bed, careless that the occupants of the adjacent suite could hear them. They, too, had been fucking like there was no tomorrow the night before. Audrey rested her head on her boyfriend's chest. He had a point, thought Audrey, but staring at Stephen,...

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'...

Bare It All with Katie Nolando

by Geminine on Apr 10, 2018
Interracial Love

"This is our first episode, so don't fuck it up." Katie paced the lobby floor while biting on her nails. "Just keep the camera rolling. We're gonna drill him about his college payouts, his gambling, his extramarital affairs. Ugh! I'm gonna ask the questions everyone else is afraid to." While holding the camera, her fiancé heightened a brow. "Shouldn't we le...

MMMF Foursome

by bigtoylvr on Sep 12, 2017
Group Sex

So there I was on the bed on my hands and knees with one guy behind me, his cock balls deep in my ass and another guy in front of me balls deep in my throat and my wife standing in the doorway, jaw wide open. Her eyes were bugged out with the deer in the headlights shocked look on her face. My wife had always loved watching male-male action. Over the years...

Montana Jake

by western_tales on Sep 13, 2017
Romance

Today seems like a good day for some pool. I have returned to my home town, after being gone for 4 years going to college. I was at a local pool hall, bar, and restaurant combination like you will have in these small Nevada towns. It even has a casino in it. I have just beat 2 college boys, that thought they would be better at playing 8 ball than I was. I wa...

She Makes Him into a Better Lover

by manyquestions on Sep 16, 2017
Transsexuals & Crossdressers

The orgasm rippled through Jenny's sensuous body as she tried to muffle her moan. As usual, she was masturbating on their living room couch after she and Eric made love. As usual, their lovemaking left her unfulfilled. As usual, she was forced to finger herself until she was satisfied. Tonight she brought herself off twice because Eric was particularly clums...

The Gamble

by Vandemonium1 on Apr 3, 2019
Loving Wives

At the time I submitted this it had been a relatively poor week on LE for us non cum guzzling males, so I thought I would post two on one day. Besides I'm still writing two a week and they're starting to bank up. There is no sex in this story, just a guy teaching his wife about respect. A little unrealistic perhaps but an unusual motivation I hope. Thank...

Smoke Mirror Whiskey

by karmadog on Sep 14, 2017
Erotic Couplings

The bar was smoky, but it always was. On busy nights, you could open the door and watch the smoke roll out into the street. In the summer, the humidity would keep it close to the ground so it would drift along the sidewalk and into the street until an errant sea breeze carried it, tattered and torn, off to the piney woods. But it was still fall. “Hi, I’m Li...