Bad Bet Stories

179,314 results
Orientation
Length
Source
Infinite Scroll

Cold Steel

by marybethf on Sep 13, 2017
Exhibitionist & Voyeur

Colder than a brass bra in Alaska. Damn I can't wait for summer. Of course then I'll be dying for winter again. Weather is all messed up these days. As I walk through the mall, seems every man, even a few women, is staring at me. I love the attention I get. Always been an attention whore and I play my looks up to squeeze every last drop out of people. These...

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...

A Titillating Tale Ch. 02

by MKvDeepSea on Sep 17, 2017
Group Sex

I hope everyone enjoys the second tale. As always comment/feedback is welcome. MKvDeepSea It was the sound of a soft, rhythmic whimper that woke me. I blinked sleep out of my eyes trying to make sense of where I was. Eventually, I remembered, I was at a beach house party my wife and I had attended. It had turned into an orgy. I was lying on my back. Bi...

I Never Had a Chance

by SamandJeremy on Sep 17, 2017
BDSM

The following is an absolutely true story. It doesn't have as much sex as many others, but it was wildly erotic for me and my Mistress. Some parts may seem a bit hurried because I don't remember everything as vividly as I would like. * "You're going to lose a bet tonight." That's how it all started. My fiancée uttered those words that sounded so much like...

A Phone Call

by trixie_leigh on Sep 2, 2017
Fetish

--Welcome to Mistress Wanda's World of S and M. THE home for ALL your most sick and twisted fantasies. Feel the sting of her whip. Hear the crack of her lash. Unleash your most INTIMATE desires. --If you're over 18 and have a credit card, enter the number now. --First time callers— [XXXX YYYYYY ZZZZ] --(laughter) --Very good ... Slllaavvvvvve. --Now, l...

You Will Schlick How I Tell You To

by ThothAcolyte on Nov 25, 2017
Toys & Masturbation

You Will Schlick How I Tell You To That's right, baby. I'm talking to you. This isn't a story, and we're not characters. I am your master now, and from now on, you obey me. If you're already touching yourself, which you no doubt are, stop. From now on, you're under my control, and you are not to cum, touch yourself, or make a move without my permission. For...

Mistress Joan Ch. 01: Punishment

by slutty_sissy_nikki on Mar 10, 2020
BDSM

BASED ON A TRUE STORY! All characters are over the age of 18. This is my first short story and I welcome constructive feedback. PRELUDE The cane cut through the air to deliver another mark onto my plump bum. I tried, unsuccessfully, not to flinch when I heard the wish sound of the cane travel through the air. Knowing it was coming was the worst part, or ra...

The King of Chinatown

by Sparadokos on Mar 13, 2020
Fetish

Nancy and Diana had just finished their second bottle of rose wine for the evening, gossiping about how their handsome teacher Nick, and all the implausible kinks he might have. In truth, neither of them had much sexual experience to begin with, but since they were a little tipsy and had nothing better to waste their time doing, this was entertaining enough....

Open in Reader

Wild Wentz in the Wilderness Ch. 02

by tropix on Sep 14, 2017
Erotic Couplings

As our breathing settled, Lacey let go and stretched her arms above her head and her legs out wide and flat, coaxing my spent shaft from her sex. She opened her eyes and looked at me with a smile of contentment. "You're not bad for an old man." I exhaled sharply and rolled off her to my side, gently cupping her tits with one hand. "Well you're not bad for a...

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...