‘lost bet’ stories

Wife loses bet and becomes a slut.

After school activities continue.

After dirty handjob, straight guy becomes gay hottub fantasy.

A sibling rivalry changes after a lost bet,

Wife must follow hubby's ever command.

A girl loses a game of strip poker.

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

She loses the bet and loses again.

Gambler takes a bet to win his wife.

If you are going to bet, be prepared to pay.

Strip Poker game with stepsisters does not go as planned.

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

Man uses woman as poker bet.

A misplaced bet leads to public humiliation.

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

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

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

A cheerleader makes a bet with an old friend.

Steve plays strip monopoly with 3 girls during a blizzard.

Hoping to win his money back, he bets her innocence!

The poker club ups the ante.

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

Continued exploits of guy who loses a bet.

Beth loses another bet with Titus.

A bet with some sorority girls goes wrong.

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

You make a stupid bet, you live with the consequences.

He joins a pajama party as an honorary girl.

Frank enters a high-stakes tournament.

Handsome Gigolo is enslaved by rich MILF & her niece.

Two coeds are taken home by a strange man.

Roberta risks anal to try to explore her dominant side.

Brady loses a bet and becomes Brandi.

A bet on the Rugby.

A lost bet goes much worse than Bernie imagined.

Stacy lost a bet to a stranger and had to pay up.

It starts with a lost bet that results in CFNM and more.

The end of Rita's humiliating bet payoff finally arrives.

A nice suburban milf has a submissive experience.

Sandrine and Danielle have a disagreement.

It's Sara's turn to get her kit off.

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

A Xmas board game leads to unexpected sexual delights.

A bet is lost.

Rita begins to pay off the bet she lost to Rhiannon.

Losing Quaterback made slave to Winning Team's Cheerleaders.

A woman loses a bet to her cousin, and has to pay in public.

Patrick suggests a new bet.

Conservative wife makes a foolish bet and loses.

Roberta loses and begins paying off her bet.

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

Lost bet made him take a long walk - naked.

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

Bored housewife loses bet.

A bet on pool leads to a long week of servitude.

More goings on between the four after school.

Enslaved to the strippers.

Roberta wins again and surprises Patrick .

Pool playing girl bets more than she should.

Loving wife gets punished after losing game night.

Bitter rivals make a bet with everything on the line.

Roberta risks a night of anal to try to explore her dom side.

He grants wayfarer access to his wife.

He bets more than she is willing to risk!

A winner claims his prize.

Sandrine begins to pay off her obligation to Danielle.

With higher stakes, she makes a bet she can't fail to lose!

Rita encounters an old friend.

Roberta risks a night of anal to try to explore her dom side.

Rita tells about her cheer squad initiation.

Depressed, she bets more than she can swallow!

Patrick finishes paying off his lost bet.

For years we had talked about expanding our experiences, now.

Sandrine makes a choice.

Sarah made to work as a French maid.

Roberta risks a night of anal to try to explore her dom side.

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

A game of table tennis gets much more interesting.

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

Roberta finishes paying off the bet she lost.

Roberta risks a night of anal to try to explore her dom side.

Sandrine completes satisfying her bet.

Sandrine and Danielle up the stakes.

Athletic girls bet it all and one comes up short.

College girl loves cards a bit too much and learns a lesson.

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

Four Psychiatrists have their way with my conservative wife.

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

Danielle continues her dominance of Sandrine.

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

Tina gets kicked in the crotch by her roommate.

Naked in the office where you are the only man.

Home unexpectedly to find the girls naked.

Risky bet costs a red head a lot...

Lena takes charge. Rita finishes paying her bet.

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

He didn't think losing a bet would turn him into a play toy.

An unexpected foursome in Tokyo.

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

Conservative wife unknowingly pays her bet via hypnosis.