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Sissy Caption Bet

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Lost the bet, gained a passion

Lost the bet, gained a passion

Losing a bet...

Losing a bet...

Some ideas are just good

Some ideas are just good

Maid Bet

Maid Bet

$100 Bet

$100 Bet

Lose The Bet, Lose Your Manhood (w/ sound)

Lose The Bet, Lose Your Manhood (w/ sound)

A lost bet, a hot tub and a best friend forever.

A lost bet, a hot tub and a best friend forever.

My friend bet me $500 to ride through Paris in a dress. Easiest money of my life. (pt.1/2)

My friend bet me $500 to ride through Paris in a dress. Easiest money of my life.

don't you just hate losing bets ❤

don't you just hate losing bets ❤

Maybe you should practice... in case they try to make the bet again...

Maybe you should practice... in case they try to make the bet again...

Losing a bet

Losing a bet

"Losing" the bet

"Losing" the bet

You lost a bet & had to go to your senior prom as a girl... and he made you do all the things that other girls did on prom night, too.

You lost a bet & had to go to your senior prom as a girl... and he made you

Your roommate didn't expect the bet to end like this

Your roommate didn't expect the bet to end like this

Lost bet

Lost bet

Did I win or lose a bet ?

Did I win or lose a bet ?

Let's make a bet !

Let's make a bet !

It's just a bet

It's just a bet

I'm not that good with betting

I'm not that good with betting

Losing a Size Bet Game 🍆

Losing a Size Bet Game 🍆

You surely don't want to lose the bet...

You surely don't want to lose the bet...

I made a bet that I wouldn't like sex as a girl...

I made a bet that I wouldn't like sex as a girl...

I haven't lost the bet yet... (2/3)

I haven't lost the bet yet... (2/3)

Ashley, lost the bet (3/3)

Ashley, lost the bet (3/3)

You only done it for the bet, right?

You only done it for the bet, right?

Lost bet gone right.

Lost bet gone right.

You're still straight if you are only sucking cock cause you lost a bet, right?

You're still straight if you are only sucking cock cause you lost a bet, right?

Lost a bet

Lost a bet

BJ Bet Caption Porn GIF by sismod

BJ Bet Caption Porn GIF by sismod

6 Inch Deepthroat Bet Caption Porn GIF by sismod

6 Inch Deepthroat Bet Caption Porn GIF by sismod

It ain't gay when you never lose a bet

It ain't gay when you never lose a bet

I bet every man wishes he had a cute sissy slut for a neighbor!

I bet every man wishes he had a cute sissy slut for a neighbor!

Would you bet your bully?

Would you bet your bully?

I really shouldn't bet on who's cock is bigger

I really shouldn't bet on who's cock is bigger

You lost a bet- your hands were tied.

You lost a bet- your hands were tied.

This is what happens when ya lose a bet🩷

This is what happens when ya lose a bet🩷

Cupcake bet

Cupcake bet

It's not gay to pay off a bet

It's not gay to pay off a bet

A Friends bet with a Sissy

A Friends bet with a Sissy

It's not gay to lose a bet

It's not gay to lose a bet

Haha he is making bets he can not win lol!

Haha he is making bets he can not win lol!

Would you make the bet

Would you make the bet

Your friend won the bet, but you won something else

Your friend won the bet, but you won something else

The sissy bet

The sissy bet

The fun of losing a bet

The fun of losing a bet

All bets are off...

All bets are off...

Your straight friends made a bet with you

Your straight friends made a bet with you

Who knew betting would result something so beautiful |Part 2

Who knew betting would result something so beautiful |Part 2

You Had To Honour The Bet | Part 2/5 | 5K Members Special 🎅

You Had To Honour The Bet | Part 2/5 | 5K Members Special 🎅

Lost the bet

Lost the bet

You always win and take your buds money while laughing every single time, but For some reason you lost the bet this time around🥵

You always win and take your buds money while laughing every single time, but For

Making bets with sissies

Making bets with sissies

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