Gamble Stories

2,775 results
Orientation
Length
Source
Infinite Scroll

Courtney: The Golf Cart Girl Ch. 04

by JRob on Aug 31, 2017
Exhibitionist & Voyeur

While this installment doesn't feature a lot of Courtney, the golf cart girl, readers have asked for a update of what has transpired at the South Jersey course that featured a lot of naughty behavior. ***** One cool October day I was sitting in the cart barn in the back of the lot away from the golf course clubhouse, taking a quick break, thinking about w...

Courtney: The Golf Cart Girl Ch. 03

by JRob on Sep 13, 2017
Exhibitionist & Voyeur

Many readers have asked for another installment of the Golf Cart Girl saga of young Courtney, a co-worker of mine years ago at a Southern New Jersey golf course. I worked in the cart barn, she was the beverage/snack girl riding the course and selling beverages. By accident I stumbled upon her ingenious way of earning a college scholarship, and used that know...

Courtney: The Golf Cart Girl Ch. 01

by JRob on Sep 13, 2017
Exhibitionist & Voyeur

Courtney Connors was one of those girls everyone called hot. Red hot. Courtney had been every guy’s dream girl in high school back in the late 80s, but I got to know her at the Stone Harbor Golf Club where I worked as a cart attendant and she as a cart girl. For those who aren’t golfers, the cart girl is a sort of waitress on wheels. She drives a golf car...

A World for the Taking Ch. 07

by RipperFish on Feb 5, 2018
Non-Erotic

"Come on, Gamble," croaked Roy, pulling on the big stud's lead strap. His throat was parched, but he wanted to get a little more distance between him and his pursuers. "I hurt too. Need to keep moving. Sorry, boy." Gamble only moaned disconsolately as he allowed the teen to lead him between another set of boulders. The blackened streak on the steelie's flan...

Submitted for Your Approval Ch. 1

by sincerely_helene on Sep 13, 2017
BDSM

She twisted her finger nervously around a few loose strands of hair while speaking softly into the receiver. "Mr. Gamble, I must admit, I'm honoured that you are allowing me to do this story. Rumour has it you've turned down many a reporter." "Do not feel that you are any better then anyone else, Cassie," he shot back cruelly, "Conceit is not a becoming fea...

A Compromising Position

by sincerely_helene on Sep 17, 2017
BDSM

The thief struggled relentlessly to release herself from the firm grip of the two stealthy bodyguards. She tried to get a better sense of her surroundings, but the small slits of the ski mask offered only limited vision. They lead her across the living room where they then ascended a long flight of stairs. She was dragged by her arms down a hallway and into...

A Step Above Satisfaction

by ishoaib64 on Apr 22, 2025

Does Jane fuck another man? She does, enthusiastically. Jane stared at her husband, who was balls deep in a tattooed stripper maybe fifteen feet away. She was angry, very angry…and she was quite aroused. She reached back and lifted her dress, a skin tight dress that only covered half of her ass anyway, pulling it up to her waist. She looked up at her husband...

Open in Reader

Daenerys Gets Fucked

by pornsleuth6 on Sep 19, 2019
Fan Fiction

You are Bran Stark, the 3-eyed raven. But rather than use your powers for anything meaningful, you decide to use them to look across time and alternate dimensions to find all the instances of Daenerys Targaryen getting fucked.What's next? Dany's Gamble Add a new chapter...

Open in Reader

Gaining A Power

by Riter10 on Jan 1, 2017
Amateur

You are a average 18 year old boy just chasing girls, mostly unsucessfully, and getting by life. However, one night that all changes... Upon walking home from a night out, you get stuck by a massive light, the next mempry you have you are in bed at home feeling strange... Waking up the next day you discover something that will change your life forever! A new...

Open in Reader

A weekend session

by dcg2548 on Apr 29, 2025

When you moved to Phoenix you found a domme with a studio just outside the city. It started off like all of your previous setups, whippings, foot worship, bondage, and you’d finish most sessions with a handjob. Six months in, everything changed. You arrived as normal and waited in the entryway of the garage. You buzzed in and upon entering she stood directly...

Open in Reader