Lost Bet Bdsm Stories

206,112 results
Orientation
Length
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Infinite Scroll

A Bet Leads To Domination In The Office

by switch76 on Nov 10, 2002
BDSM

Choose a man's name as first name Choose a woman's name as last name ....................................................... It is the night of the Champions League final between Real Madrid and AC Milan. You are sitting in a sports bar with your friend and co-worker from the office, Doe , waiting for the match to start on the big screen. Beer, football, you...

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Darkness - Day 02

by Hisgoddess17 on Aug 20, 2018
BDSM

Her throat was raw from the screams that she couldn't fully express with her mouth gagged. At some point, he'd removed the gag she'd had in, given her some water, massaged her jaw a bit and then replaced the open mouth gag with a rubber ball gag. She wasn't in pain, but she was completely conscious of how her mouth was stretched and restricted. As a matter o...

OZone 00 : Come Again?

by SZENSEI on Sep 17, 2017
BDSM

"Bet yer wondering what a guy like me is doin' standing over a mile marker with his pants down to his knees. Passersby gawkin' as I'm jerkin' Junior to high heaven prolly looks a tad disrespectful to the public eye. True nuff!" "I still got my boxers up so ain't no bare ass smilin' and defilin' the next generation. I'm facing the marker so they can't see ol...

Don't Make Bets with Dommes

by Idiotarchon on Sep 17, 2017
BDSM

One would think I would know better by now to challenge Ma'am, but no, I took this bet that I could survive a whole damn video game match on destiny with her giving oral. If I survived without cumming, I could have anything I wanted that night. "If you lose," Ma'am continued, her smile growing evil. "Then you will be leading a raid after this. Completely pl...

Paddle Poker

by johndstories on Sep 17, 2017
BDSM

She squirmed; I loved it when they wriggled, and their smile, so often plastered to their faces throughout the evening, disappeared as the reality of their situation dawned upon them. She gasped and bit her lip, writhing on the soft, plush carpet of my expensive apartment. I put the King of Hearts onto the shagpile, causing her to give a sudden, sharp intake...

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...

The Cum Chip

by WickedWendy on Sep 12, 2017
BDSM

"What is it?" I asked. The little chip was smaller than Megan's fingertip. "Control, girlfriend" she said, looking at Sean tied face down on the bench. "Do you want it?" I looked at Sean too. He was gagged and naked. I already had plenty of control over him. My old sorority sister promised even more. "Will it hurt him?" I asked, concerned. "Not if you u...

Superbowl Bet and Payoff

by will4play2 on Apr 22, 2020
BDSM

Randy and I had been playing a lot online but wanted to realize our relationship in real-time. And so it was we agreed to meet face-to-face. Yet every time we would set up an appointment, Randy would cancel last minute. Randy finally admitted, I'm apologizing to you a lot these days. Though we are both switches, I have always considered myself slightly mor...

Wendy The Haitian Cuckoldress

by Samuelx on Sep 16, 2017
Interracial Love

My name is Wendy Stephania Polydor and I'm a 29-year-old Black woman of Haitian descent living in the City of Boston, Massachusetts. I work as a Nurse at a certain hospital and I am the proud mother of a son, Jefferson, and a daughter, Lilandra. Life as a single mother isn't easy, and the fact that my ex-husband Alan Stephenson, a Boston-area cop, is a miser...

Wager

by Shalmaneser on Sep 14, 2017
BDSM

I'm fishing in the fridge for the last of the bananas when I hear you from the living room. "Honey! Do you think you'd prefer sucking a six inch cock or a nine inch one?" That certainly gets my attention. "What?" I say brilliantly, wandering over into the living room where you're perched on the couch, laptop on your thighs. You look up and giggle. "Gay...