56+ Times People Made A Bet They Probably Wish They Hadn’t

August 02, 2018

Spotted In My Hometown

Spotted In My Hometown

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Won A Bet Against My Boss Nearly A Year Ago. Came Into Work To See That He Finally Paid Me. In Pennies

Won A Bet Against My Boss Nearly A Year Ago. Came Into Work To See That He Finally Paid Me. In Pennies

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“Bet We Can Beat You At Hide And Seek Uncle David!” Bet You F**kin’ Can’t

“Bet We Can Beat You At Hide And Seek Uncle David!” Bet You F**kin’ Can’t

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I Work With Patients In Rehab. 2 Months Ago I Made A Bet With A Patient I Would Shave If We Could Get Him To Reach A Certain Goal. Today, He Did It. Tomorrow He Gets Baby Me

I Work With Patients In Rehab. 2 Months Ago I Made A Bet With A Patient I Would Shave If We Could Get Him To Reach A Certain Goal. Today, He Did It. Tomorrow He Gets Baby Me

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My Dad Challenged The Students At The School Where He Is The Principal To Read A Combined 1,000 Minutes. The Reward Would Be Getting To Push Him Down The Hall On A Tricycle While He Wore Mismatched Clothes Inside Out

My Dad Challenged The Students At The School Where He Is The Principal To Read A Combined 1,000 Minutes. The Reward Would Be Getting To Push Him Down The Hall On A Tricycle While He Wore Mismatched Clothes Inside Out

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Lost A Bet With My Cousin, This Is The Result

Lost A Bet With My Cousin, This Is The Result

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Never Challenge Your Child To Do Something Unless You Are Prepared For Them To Succeed

Never Challenge Your Child To Do Something Unless You Are Prepared For Them To Succeed

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Boss And Coworker Made A Weight Loss Bet – Loser Had To Cross Dress. That Is His Real Hair Though

Boss And Coworker Made A Weight Loss Bet - Loser Had To Cross Dress. That Is His Real Hair Though

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When Billionaire Loses A Bet

When Billionaire Loses A Bet

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When You Talk A Big Game But Your Sister Beats You In The Match And The Rematch

When You Talk A Big Game But Your Sister Beats You In The Match And The Rematch

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A Swedish Principal Made A Bet With A Student; If The Student Could Make It Through 9th Grade The Principal Would Dye His Hair Pink. Last Week The 61-Year-Old Principal Delivered!

A Swedish Principal Made A Bet With A Student; If The Student Could Make It Through 9th Grade The Principal Would Dye His Hair Pink. Last Week The 61-Year-Old Principal Delivered!

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This 86-Year-Old Challenged Me To A Pole Dancing Contest While At Happy Hour, He Won

This 86-Year-Old Challenged Me To A Pole Dancing Contest While At Happy Hour, He Won

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My Husband Bet Me I Couldn’t Shave His Foot Without Him Waking Up. This Is What He Woke Up To This Morning

My Husband Bet Me I Couldn't Shave His Foot Without Him Waking Up. This Is What He Woke Up To This Morning

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My Drunk Ass Friend Bet Me $20 He Could Catch An Opossum. He Won

My Drunk Ass Friend Bet Me $20 He Could Catch An Opossum. He Won

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In 2001, My Parents Bet Me That If I Did Not Drink, Smoke, Or Do Drugs By 21, They Would Give Me $1500. Here I Am On My 21st Birthday Holding The Contract I Signed When I Was 8

In 2001, My Parents Bet Me That If I Did Not Drink, Smoke, Or Do Drugs By 21, They Would Give Me $1500. Here I Am On My 21st Birthday Holding The Contract I Signed When I Was 8

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One Month Ago I Challenged One Of My Campers Who Had Just Been Diagnosed With Dyslexia. I Told Her That If She Could Read 10 Chapter Books In The Month Of July, I Would Let Her Choose Any Color She Wanted To Dye My Hair. Well She Finished Her Challenge And Alas I Now Have Pink Hair

One Month Ago I Challenged One Of My Campers Who Had Just Been Diagnosed With Dyslexia. I Told Her That If She Could Read 10 Chapter Books In The Month Of July, I Would Let Her Choose Any Color She Wanted To Dye My Hair. Well She Finished Her Challenge And Alas I Now Have Pink Hair

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12-Year-Old Cousin Bet Me I Couldn’t Fit Into His Halloween Costume. Challenge Accepted

12-Year-Old Cousin Bet Me I Couldn't Fit Into His Halloween Costume. Challenge Accepted

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When Your Dad Bets $50 That The “Physics In A Nutshell” Ruler/Hammer Post Is Impossible

When Your Dad Bets $50 That The

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Told My Girlfriend It Was Impossible To Stand A Coin On Its Side

Told My Girlfriend It Was Impossible To Stand A Coin On Its Side

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Lost A Bet, Have To Wear This Bad Boy From Christmas Eve To New Years Eve

Lost A Bet, Have To Wear This Bad Boy From Christmas Eve To New Years Eve

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My Teammate Is A 5’6″ Gymnast. She Bet Us She Could Completely Fit In Her Locker. She Won

My Teammate Is A 5'6

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So My Friend Got Drunk And Bet Me He Could Fit An Entire Box Of Straws In His Mouth. Did Not Disappoint

So My Friend Got Drunk And Bet Me He Could Fit An Entire Box Of Straws In His Mouth. Did Not Disappoint

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I Lost A Bet With My Girlfriend. Here’s Our Costumes This Year

I Lost A Bet With My Girlfriend. Here's Our Costumes This Year

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My Band Director Lost A Bet And Had To Wear A Banana Suit All Day

My Band Director Lost A Bet And Had To Wear A Banana Suit All Day

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My Friend Had A Bet With My History Teacher. He Lost

My Friend Had A Bet With My History Teacher. He Lost

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