‘lost bet’ stories

Bartender at a biker bar gets a side hustle.

A group of friends try to get free drinks by posing as girls.

Coed loses a bet and is forced to streak a football game.

Loving wife gets punished after losing game night.

Christine fills promises messes up and decided on her future.

What happens when you WIN a bet with a Futanari.

A dare leads to a city streak, which leads to more naked fun.

A sibling rivalry changes after a lost bet,

Mark and Claire up the ante, and show their feelings.

She plays a strip game in public - she wants to lose.

Gray breaks a bitch realtor.

Brady loses a bet and becomes Brandi.

Amy "studies" with Suzie to win a bet against Samantha.

An unexpected foursome in Tokyo.

Winner gets to use loser for their enjoyment.

Leslie finds losing a bet a little hard to swallow.

Continued exploits of guy who loses a bet.

In a park, I change & play tennis with Ryosuke & other guys.

Wade loses a bet, streaks, and runs into complications.

A rude and mean woman loses an ax throwing bet.

Sarah begins to understand how powerful the curse is.

He joins a pajama party as an honorary girl.

Frank enters a high-stakes tournament.

Looking for a fight, busty little goth gets in over her head.

New girlfriend loses bowling bet and spends a weekend naked!

Luna and co. visit the ranger station.

Reserved wife accepts her husband's challenge, and her own.

Rhiannon pays her bet. Love the next morning.

Rivalry between two pool hustlers comes to a climax!

I (straight) bet on a blowjob and swallow more than pride.

Enslaved to the strippers.

Alison participated in a game of poker.

Rita shows up to pay off her bet. An unexpected event.

Black cop stops wife while driving nude after losing a bet.

A small change creates humiliating consequences for all.

Lena takes charge. Rita finishes paying her bet.

After dirty handjob, straight guy becomes gay hottub fantasy.

Sandrine makes a choice.

A girl loses a game of strip poker.

Beth loses another bet with Titus.

More confessions, street sex.

Sarah is always on the losing side of the wager.

Sandrine completes satisfying her bet.

I lost a bet to my coworkers and had to do a dildo show.

A nice suburban milf has a submissive experience.

A Bet is a Bet - make your bet, lose your bet, pay your debt.

Short foot story told in 3 different word counts.

Naked in the office where you are the only man.

A bet is lost.

She loses the bet and loses again.

Cariny loses at strip poker, playing 'for keeps.'

Handsome Gigolo is enslaved by rich MILF & her niece.

Oh Susan, the brainy blonde has gotten in over her head.

Sandrine begins to pay off her obligation to Danielle.

A lost bet to a friend leads to a humiliating sissification.

Cocky womanizer & a confident co-ed clash. Winner takes all.

Andy loses a fixed game and is forced to dress as Mandy.

Danielle continues her dominance of Sandrine.

Susan's stupid bet is getting her in deep trouble.

Sandrine and Danielle up the stakes.

A lost pool game leads to slavery to a sorority house.

Wife must follow hubby's ever command.

A Xmas board game leads to unexpected sexual delights.

A game of table tennis gets much more interesting.

Bitter rivals make a bet with everything on the line.

Rita finishes the story of her initiation.

Steve plays strip monopoly with 3 girls during a blizzard.

Home unexpectedly to find the girls naked.

Depressed, she bets more than she can swallow!

After being sissified by Ethan, I go back for more...

You've got to pay up when you lose a bet, right?

The story of Rhiannon's initiation. A strip poker game.

Cariny and friends wager on Trivial Pursuit.

Wife makes a bet and has to pay up.

Bored housewife loses bet.

Sandrine and Danielle have a disagreement.

Part 2 of the Lost Bet Series.

A bet over quitting drinking leads to a summer of nudity.

A bet on the Rugby.

Two coeds are taken home by a strange man.

Ana's dare takes her to unchartered territories.

Ryosuke takes me swimming, then we play squash.

She exposes her naked rear to tennis ball serves.

Avery wins date night bet & takes Hank to the gloryhole.

Sexy Street Racer Dulce loses far more than just her ride.

A sexy wife is introduced to the hotwife life and more!

I beat an older dude in bowling and he entertains us.

John runs into further trouble as he gets home.

Roberta finishes paying off the bet she lost.

Roberta loses and begins paying off her bet.

Four Psychiatrists have their way with my conservative wife.

Holly knowingly bangs the poker guys.

Patrick finishes paying off his lost bet.

Tina gets kicked in the crotch by her roommate.

The poker club ups the ante.

Rita tells about her cheer squad initiation.

Rita & Rhiannon make their bet. Rita meets Lena.

Strip Poker game with stepsisters does not go as planned.

Losing Quaterback made slave to Winning Team's Cheerleaders.

A young woman learns not to bet on the Super Bowl.