Win Money Stories

103,381 results
Orientation
Length
Source
Infinite Scroll

Super Bowl Sluts...

by SlutProblems on Feb 4, 2020
Group Sex

It was the 4th quarter of the biggest football game of the year; the Super Bowl! The snacks were long abandoned and the tension was extreme. I could feel the excitement in the air as I sent up a prayer to let the Philadelphia Sharks win over the Glendale Fireballs. I had made quite the bet on this game, probably because I'd had too much to drink even before...

Kinky Girl Games 01

by poetposh on Sep 11, 2017
Fetish

Background: Steph is in her 2nd year of college and is a 19 year old 5 foot 8 inch size 4 girl with dirty blond hair. Steph is majoring in business and loves the idea of making money online. She is also very naughty, loves showing off, like money and all too well see the connection that the first two have with the later. Jennifer is an 18 year old 5 foot 5...

Billionaire Wrestling Club Pt. 01

by kinkycanucks on May 15, 2019
Fetish

As the great American Dream Dusty Rhodes would say, "it was hard times." Megan and Trevon were living it, their bills were stacking up and it seemed like they were falling further behind each passing day. Trevon was feeling embarrassed and as though he was letting his wife down by being unemployed, the company he had been working for shuttered and the payout...

Never Bet The Birds

by Wifetheif on Sep 16, 2017
Exhibitionist & Voyeur

Sometimes Jenny says I need a thicker backbone. That may be true but I am comfortable with who I am. I'm not super macho. I'm not John Wayne. I'm more William H. Macy but I like myself that way. Certainly Jenny rarely complains about me not being male model. She brags to her friends about my cooking ability and my skill with massage and pedicures. I love my...

At Master's Table

by Belle_in_south on Sep 1, 2017
Group Sex

He glanced at the clock on the wall, expecting his friends any minute. The table was set with snacks and cards and poker chips. A cooler with chilled beer bottles sat nearby. Everything was in place for the party, including the girl. He glanced at her, kneeling next to his chair, her head bowed but her back straight, and grinned. He was proud of his property...

Silver Slugger: the Sixth Game

by Nigel Debonnaire on Sep 16, 2017
Romance

Mary Catherine McMillian sat in owner's box in the eighth inning of the Sixth Game. Her boys fought hard during this championship series; they won the first two games at home, lost three on the road, and now they were poised to claim the Sixth Game at home. If they made it to Game Seven, anything could happen. But they were three outs away, after her team fi...

Bringing Out the Bitch

by StangStar06 on Sep 11, 2017
Loving Wives

Hi folks. This story was edited by the incredible Mikothebaby. * * * * * * It was a typical Saturday in suburbia. Well, maybe it was typical for everyone else, but I was unfortunately having a garage sale. I hate fucking garage sales and like most guys, I'd rather have simply thrown the shit away. But my wife insisted. Even after I told her that we do...

The Billionaire's Bet

by texashorror on Sep 2, 2017
Erotic Horror

Conventional rules probably would have suggested that Mojo stand on seventeen. But Mojo was a man who had always gone against conventional rules. Yes, gambling was serious business, but the last hand of Blackjack Mojo would ever play was a win-win, because win or lose, he and Scarlett were going to be half a million dollars richer. The only thing he stood to...

Dirty Pool

by FantasyXY on Jan 23, 2019
Loving Wives

I never liked the opera, but it was that time again. It was time for our annual pilgrimage into the city for some of what Jennifer calls culture. It was time for me to drag my feet and resist... Yeah, like resisting would do any good. I don't know she ever got me to agree to it, but this was the deal I made. One weekend a year, she was completely in charge....

Angela

by K.K. on Sep 16, 2017
Loving Wives

Last January my life changed in a way I never would have thought possible. The following story tells of the even that triggered this change. Before I get into the story let me tell you a little about myself. My name is Angela and I am 21 years old and a housewife in Tucson, Arizona. I am five feet six inches tall and weigh 110 pounds. My husband Travis alway...