Wheeling & Dealing

lost bet

You lost a bet with your friend which meant you had to send him nudes of your hot girlfriend. This is what you sent

"Bet you can't pick me up..."

Your bully made a bet with your mom, that if she will deepthroat him and make him cum within 30 min then he will leave you alone for a whole semester and if he wins then he will fuck her for a whole semester. Will your mom win?

You bet your wife away for a weekend

Shouldn't have taken the bet

What a terrible idea for a bet...

She may be smart, but she's also a little too cocky. Losing this bet should teach her a lesson

It’s not cheating, she just lost a bet - she said she was sorry :(

She was never on-board with the bet, but that didn't stop him

I bet your dad wouldn't cheat on your mom with a tiny younger blonde right? 😇

Don't mess with (or bet against) Texas.

I won a bet!

This can’t be cheating she is just trying to win a bet and some money. If this gets to 50 upvotes within 3 hours I will make 5 or more captions today

girlfriend jerks off your friend for a bet.

A bet is a bet after all.

Lost bet BJ

Another silly bet to make

A bet is a bet

A silly bet to make

This is what she's doing behind your back... Bet you wish you could at least watch, don'tcha?

Wait Till She Founds Out The Bet Was That He Would Cum In My Ass Before I Came From Him In It ROFLMAO

A bet is a bet

Stop betting on the Broncos

She's not even gonna pay attention to you! I'll win this bet!

A silly bet

I Bet he's glad that a sissy slut like you moved in next door!

Betting in a volatile job market

A woman scorned, a bet paid

Bet Madison at your own risk - Long (3min) version available on OF 🐢

Winning a bet is sometimes really hard

Friend lost bet. Using his wife as payment

I lost the bet to my bully in a wrestling match and now I'm in hospital on my last breaths as he fucks my hot sadist gf infront of me as she teases me

Brother Loses Bet, things get out of hand with his Wife

Brother Loses Bet, I Fuck his GF

Buddy Bets His Wife on Dallas Cowboy’s Game

Your GF bet her pussy your bully would cum in 1 minute — it’s been 3 hours — he unloaded into her ruined pussy 🐱💦😫

You felt so confident when you made the bet too. Now you're locked up while he's enjoying your girl.

He knew you weren't gonna honor the bet when you made it.

My friend is making bets he can't win

I mean, a bet's a bet

I lost her tight pussy on a bet, now I can hear him stretching her out

It's not her fault, that she lost the bet... or that she started another bet already... right?

Just a bet...

The bet didn't go how you planned

Your mommy really went of the rails since your dad left. She's fucked everyone in your dorm not matter how much you objected. He's the first to really show you what your mothers like though. I bet you want more, you sicko

I bet he enjoys the power of fucking his black employee's wife while he's working and making him money

Just a silly bet

I bet she'll be coming more often while her bf is still in class

your girlfriend wouldn’t be mad if you betted her more often

Bigger than you: Part 2 - Losing the bet

You Shouldnt Have Bet Your Girls Craving Pussy To His Foreign Cock

“I bet you can’t twerk”

They fucked your WIFE like a street whore. And I bet she enjoyed it too.

"I bet you'd really like him", your girlfriend says about her co-worker. "He's so funny"

Next time bet carefully lol

Free-Use Bet

Ofcourse The Bet Is Still On!

Silly Sports Bet
