Piss Bet Stories

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Infinite Scroll

The Sure Thing Ch. 02

by Just Plain Bob on Sep 17, 2017
Loving Wives

This story is the continuation of the story titled "The Sure Thing" Todd and I were sitting in the Dew Drop Inn drinking beers, making bets, and talking about (what else) my wife Betty and my mistaken assumption that she was faithful to me. Todd had proved me oh so wrong on that. We had just bet on what the next person to sit down at the bar would order, I...

Girlfriend's Message Instructions

by CasualPosterWoo on Sep 16, 2017
Toys & Masturbation

Her: what's up? Me: Want to have some fun on here? I'll direct you on what to do, and you do it. Me: I'll ask you simply yes or no questions so you don't need to do a lot of typing while you're doing what I say. Her: What kind of questions? Me: I mean I'll be telling you to do sexual things Me: And I'll ask you simple questions like if you're doing it,...

Football Wager

by Azuldrgon on Sep 2, 2017
Erotic Couplings

(another fantasy involving football) As Judy was driving towards Jeff's house, she thought aloud to herself why she still went over there to watch the Bears play. Judy looked again at her favorite football outfit she wore. A white half shirt that scarcely covered her busom with a giant Bears logo on the chest was under her denim jacket that matched the mini...

Inviting our Neighbor In

by SouthenDaisyBelle on Sep 19, 2017
Loving Wives

"Babe," I said as I nudged your feet with the mop. "I need to get this floor clean before your parents get here." He looked up from his phone and smiled, "Magic word?" I smirked and hesitated. He set his phone aside and placed his hands on my hips. His mouth landed softly on my bare stomach. This morning, he'd bet me he could make me cum in less than two...

Weekends

by ljones197 on Sep 12, 2017
Group Sex

I am an amateur photographer and 55 years old and this started about 5 years ago. A friend of mine asks if I would take some pictures of his wife so they could send them to a magazine. Contest, you know girl next door kind of stuff. I said I would be glad to do as she was 45 and still hot. Well this was before digital cameras and we had to get the film proce...

The Super Bowl Bet Pt. 01

by medic45 on Sep 12, 2017
BDSM

Part 1: Introduction Isn't it funny how a single event or two can change your whole world? That's how it was for me when I lost my dad to a heart attack about a year ago. My name is Dean and I'm a 35 year old account executive for a large real estate firm in Virginia. I've worked at the firm as a sales associate since college and have been told I'm a born s...

Olympic Bet Ch. 01

by legsfeettoes on Mar 13, 2018
Fetish

This story contains foot worship that you may not enjoy reading about. If so, please listen to the authority figure watching this story develop telling you, "Move on! Nothing to see here! Just move on!" Thank you! But, if you do choose to read this, please let me know what you think of it in a public comment (preferably) or in a private message to me. Agai...

The Poker Bet

by sharedare on Sep 13, 2017
Exhibitionist & Voyeur

Drinking and driving laws what they are, we have learned to host parties with the intent that guests remain overnight in our rather rural setting. With the kids grown and out on their own, our four-bedroom home can now accommodate quite a few overnight guests without problem. So it was that my husband invited a half dozen of his friends over for an all-night...

Andee Loses Another Bet

by AndeeLicious on Sep 12, 2017
Loving Wives

It had been a long time in coming. Andee wasn't sure if having to "pay up" for losing a friendly bet with her co-worker was just a passing joke in the hallway, or if he was serious about collecting on it. As a 38-year old mom of two very active boys and career woman, she enjoyed a bit of adventure in her life and this was the second time in a year she had fo...

Cruise with a Difference Ch. 05

by ken philips on Sep 19, 2017
Loving Wives

Chapter 5 of a new series. Carl sees the first video back from the ship and calls Kristen in awestruck excitement. On Tuesday, Kristen and Katy decide to try the Orgy Room and enter the Sexy Lingerie Competition. Carl completes his negotiations with the Koreans in Sydney, makes the Park Hyatt dinner and finds out with his Korean guests that the Second Hand R...