Bondage Bet Stories

76,305 results
Orientation
Length
Source
Infinite Scroll

Costume Party Switch

by jackie_em on Oct 24, 2018
Transgender & Crossdressers

I should know better than to bet on football games, even when there's no money on the line. I am Mike, 25 years old and a guy. My girlfriend is Michelle, the same age as me. We had been dating for some time, and had moved in together, after sleeping together pretty regularly. There was a Halloween party coming up that we planned to go to. I am 5'6" and 135...

The Spa Game Ch. 13

by Chris6160 on Nov 18, 2019
Group Sex

As usual I want to thank everyone that's liked, favorited and/or commented on my stories thus far. This is the penultimate entry in this series, hopefully it will be as enjoyable for you as the previous ones. Chip Key Nickname : Value, Favor, Color Clouds: 1, Touching, White Canaries: 2, Kissing, Yellow Lipstick: 5, Oral, Red Skies: 10, Sex, Blue Gra...

Futas & Fertility

by Genericc616 on Jan 4, 2021
Transsexual

A collection of short (probably) stories featuring fantastic futanari spreading legs and letting their seed flow. I'll be using this page to write a short synopsis of each of the stories, to give you a rough idea of the feel and themes each one will consist of as I think and add more. Alice - Sibling Rivalry heats up - Taboo, Incest Alice and her twin sist...

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Darlene Lost The Bet

by Diabloirishman on Sep 17, 2017
Loving Wives

My wife of thirty plus years and I started playing some card games that led to more tantalizing games to a game of poker that has continued for years with some amazing stakes. Some years back it all started out tame enough but over the years our stakes have become real kinky. We both really love the excitement and this has added a new dimension to our lives...

A Bet That Went Bad Ch. 02

by Slirpuff on Sep 12, 2017
Loving Wives

"What are we doing here?" Joan asked. "Breakfast?" I replied. "You know what I mean. Look you're a nice guy Jim, and a really good lover, but I don't want to get mixed up in a messy divorce?" she said trying to be up front with me. "Joan, I'm enjoying myself with you, and no I'm not going to let you get in the middle of what's going to go down, so why d...

Friends: Moving Day

by Dudeman85 on Sep 19, 2017
Celebrities & Fan Fiction

Author's note: Thank you to my readers for your patience as you wait for stories. :-) I do this as a hobby, and sometimes it's hard to get the time to write. I don't want to submit anything that isn't up to par. All comments and story suggestions are welcome and appreciated, though. Thanks. Friends: Deleted Scenes - Moving Day A gloomy haze hung within th...

O is for Orgy

by Many Feathers on Sep 13, 2017
Group Sex

It was nearing six o'clock. Jason glanced at his watch for the third time. "Honey? You about ready?" he called up to her from the stairs. He chuckled to himself. Denise had been primping herself for well over an hour. Not that that was a bad thing, she was just a little nervous. And it wasn't that she'd been worried about choosing the right outfit to wear fo...

A Bet to be Paid Off

by Agoodman954 on Sep 17, 2017
Loving Wives

Allow me to fill in those of you who have not read the previous story. Macy my wife and I had done some exploring into our sexuality on our vacation. Part of that exploration lead to a bet. You can go back and read more about that if you wish but suffice it to say that she had misjudged an acquaintance of ours. She was so sure of his actions that she made...

Taken By Mistake Ch. 3

by Linda Jean on Sep 13, 2017
Group Sex

Sally kept the pressure up, she asked "so, how is he compared to George?" Mary said "well for one thing, George likes to have sex once every two to three weeks, Johnny would fuck me four to five times a week, he was an animal. George hardly touches me, while Johnny would touch me, hold me and of course he would finger me all the time in the strangest place...

Charles and Diana Ch. 11

by surober1 on Sep 16, 2017
Loving Wives

Diana Maitland Richards collapsed onto her stomach as soon as her husband Charles moved out from behind her after fucking her ass for the first time. He sat down next to her on the edge of the bed in their honeymoon suite in The Riviera Resort in Las Vegas to her right, and she turned her head toward him but her eyes were still closed. She could feel cum lea...