Piss Bet Stories

81,600 results
Orientation
Length
Source
Infinite Scroll

Ash's New Career Pt. 01

by Fibaro on Jun 1, 2020
Transgender & Crossdressers

(Hey everyone, following my new schedule I'm back with another story that isn't one of my big two for the 10th. This story was commissioned by a dear Patron of mine, Julia Michelle.) Intro Ash was a regular though somewhat effeminate looking 19-year-old guy with a not so regular wish as far as guys were concerned. He had always dreamt of being a model, a s...

Fair is Fair

by writingdirty on Jan 22, 2018
Erotic Couplings

"It's not fair," Audrey muttered as she unbuttoned her blouse. I tried not to laugh as I continued moving things around my bedroom to give myself the most access. I stripped the pillows off the bed and moved a chair and a folding table next to it. I put a tray with cold glasses of water and snacks on the table. The whole thing was going to take a glorious w...

True Blue Ch. 3

by Stiffness on Sep 16, 2017
Interracial Love

Rocky was in a state of shock. He paid off on the bet and I chuckled to myself as he tried to rationalize his wife's behavior. "I still can't believe Leesa jacked that fat fuck off," he said. "I know she would never have done that except I think she was confused by the phone call and all. Besides, I think she was probably impressed by the size of Willy's coc...

The Game

by Psishadow on Sep 25, 2017
Exhibitionist & Voyeur

Doug showed up for the game not sure what to expect. They had played strip poker several times before, but Jenifer promised this time would take the game to another level. He was greeted by Jenifer who introduced him to Lynn, Michelle, and Nikki. Jenifer said that they were still waiting on Paul and Tiffany then everyone would talk over the rules of the nigh...

Allan & Jane's Bet

by Nerfstar on Sep 13, 2017
Exhibitionist & Voyeur

"I'll see your ten and raise you twenty," said Allan. As he spoke he tossed three blue chips from his very short stack into the large pot sitting in the middle of the table. He then leaned back in hardwood kitchen chair. His lanky body made him look very thin, but his friends knew he was in better condition than some of them. He wore his blonde-from-a-box ha...

True Blue

by Stiffness on Sep 16, 2017
Interracial Love

This friend of mine named Rocky was always first in line to look at my private photo album. My wife is a knockout and on occasions I have managed to gather some very hot pictures of her in surprising situations. Rocky would sit there with a hard on bulging in his pants gawking at her pictures. He would shake his head and comment how he wished he could get...

The Bet Ch. 02

by Thors_Fist on Jul 9, 2019
Illustrated

This story is based upon a photo series, "The Bet", by Italian photographer, Andrea James Bramley, who recently signed up on Literotica under user name, BramleyAppleTheForbiddenFruit. I write this with the permission of both he and the model featured in "The Bet", and with his collaboration. He especially helps with some of the Italian phrasing, which I don'...

A Friendly Game of Strip Poker

by mghbc on Sep 12, 2017
Group Sex

"Are you sure you want to do this?" Leila asked everyone around the bed. "I doubt Mark does" Maria laughed. "He loses at this almost every time." Everyone seemed to breath a sigh of relief, knowing someone else was probably worse at cards than they were. "Yeah, you just wait and see" Mark proclaimed confidently. "Now that there's more on the line, my skil...

For the Whored: Stormwind Ch. 24

by Thatawfulwowporno on Sep 12, 2017
Sci-Fi & Fantasy

Elunara marched in. Seeing him busy, she quietly stepped to the side. Anduin's eye roll did not go unnoticed. After they left, Elunara slid over to him. With a grin, he ran his hand on her hip. "What brings us the honor?" "I'd actually like to speak to the both of you... over a personal matter." Varian's eyebrow shot up. "This office should be fine." He...

Betting Adventure

by rollover75 on Sep 1, 2017
Group Sex

Dean and I like to bet. Last week I lost my first bet to him and his prize was that I would have to do anything that he wanted me to. Sounded pretty innocent to me, after all he and I had done just about everything imaginable, but what he had in store for I would never have even thought of. He let me know ahead of time that I would have to pay up on Saturda...