Win Money Stories

103,381 results
Orientation
Length
Source
Infinite Scroll

Unexpected Wrestling Match

by nudedude03 on Sep 21, 2020
Exhibitionist & Voyeur

James was your typical college junior. Going to class, taking exams, partying with friends and getting drunk on weekends. He enjoyed his intramural wrestling matches with his friends and the occasional game of racquetball. Oh the glory days of college. Camaraderie between roommates who will later become lifelong friends. James and his current girlfriend, Sa...

A Turn of a Card

by tamol on Sep 12, 2017
Loving Wives

Gillian and I had arranged a girl's night out as Alex had arranged a poker night with some of his cronies. I hated and despised his card-playing friends. Bill was an ugly sod, and believe me that is a compliment. John was a not bad looking but he gave me the creeps the way he would look at me. He always arrived wearing a Macintosh, whatever the weather...

One Summer's Day Ch. 01

by Gck2702 on Sep 17, 2017
Non-Erotic

This is the first chapter. Please let me know what you think. It is a short story with comedy and elements similar. This is also my first story. Thank you. Chapter 1: The Hottest Day Yet. "And I," young Josh Oliver exclaimed "am the ruthless Pirate Redhead, ruler of the seven seas." His friend, Michael McCoy, stared at him. "You can't be Redhead, you were...

The Fight I Could Never Win Ch. 00

by NarcissusRex on Sep 15, 2017
BDSM

For the first time in a long time, I genuinely felt good after a weigh-in. There was not a shred of doubt in my mind that this was an opponent I could handle. I had seen him fight before, which was far from worrying in and of itself. To top it off, he had clearly overdone his training, trying to cut down his weight too far too fast and paying for it in stren...

Winterbright Avenue

by Sean Renaud on Aug 19, 2017
Exhibitionist & Voyeur

"This year we have to win." Brad said standing at the window. There were three other men scattered around the room at this point most of them with drinks in hand. "We never win. It's always those girls down the block." Mike replied. He was nearly six feet tall, lean and black. Today he was dressed in a Stone Cold Steve Austin t-shirt with a steel skull on t...

Jack’s Place

by The_Technician on Sep 17, 2017
BDSM

Jack's Place is my favorite bar. It could be because of the friends I have there or the girls I have met there or the fact that my favorite brand of dark ale is always available in the cooler, but it is none of that. It is Jack – actually Jacqui, pronounced Jackie. Jacqui is one of the most beautiful women I have ever seen. I could go there every night just...

Fictionrotica's Contest Scandal Ch. 03

by BOSTONFICTIONWRITER on Sep 15, 2017
Humor & Satire

The events and characters of this story are figments of my imagination. Truly, I have no idea where I get this shit. I need help. Should someone see themselves as characters in this story, it's either a huge coincidence on my part or guilt and shame on your part. Yet, for those who are truly shameful and guilty, don't despair, oh miserable ones. God is savi...

Strip Poker

by Trimpostinger on Sep 12, 2017
Group Sex

"Strip poker?" they said perfect unison. "Do you have a better idea?" I asked back to them. "Almost anything is a better idea," Alice replied. "What makes you think we would play strip poker with you?" "Because you are always bragging to us how good you guys are at cards," I answered. "I think it is time to prove it." But, Mike, 'STRIP' poker?" Kelly cla...

The Wager

by quinnwilson45 on Jan 12, 2021
Cheating Spouses

"I am positive I could get her in the sack. I think you’re just afraid to make this bet." That was Justin, my Best friend talking. We’re both in our early twenties now and for nearly ten years we’ve known each other our relationship has been intensely competitive. When we were boys we constantly competed against each other in everything from school...

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Susie Ch. 20

by secret_admirer72116 on Sep 16, 2017
Exhibitionist & Voyeur

In a few minutes the redhead came up to Susie dressed in a revealing teddy. "Hello, my name is Angel. I like you. Are you gonna dance tonight?" Susie looked at the guys. She turned red. She was thrown by Angel coming up to her. But it gave her an opportunity to bring up the subject. She really wanted to try it. "I really haven't thought about it," she lie...