I bet you've had a bit of bad luck losing a bet at some point in your life. But the price for the bad luck you had to pay probably wasn't as big as for the people included in this list. Bored Panda has compiled a series of embarrassing moments experienced by unfortunate gamblers in the middle of their redemption, and the funny stories are both unbelievable and uncomfortable, you'll think twice about entering a wager next time.

From making a public announcement about sucking at fantasy football to transforming their hair into a pineapple, you can't help but admire people who know how to suck it up even when the worst luck strikes and accept the outcome of a funny bet. Scroll down to check out the images and upvote your favorite gambling losers.

#1

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

Guitrum Report

Anouk
Community Member
2 years ago

That's a lot of booze, cigarettes and pot you can buy now :)

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#2

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

Cooter_McDoogletron Report

criminalgirl
Community Member
2 years ago

Fab, someone who knows how to stand by his words.

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#3

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

RevWoo Report

Wil Vanderheijden
Community Member
2 years ago

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And I guess in the process she improved in reading. Some scientists say that dyslexia is merely not having exercised enough in reading.

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#4

I Won A Bet With The Library At My University Forcing Them To Hang A Portrait Of Me Till I Graduate. Here's The Photo I Submitted

I Won A Bet With The Library At My University Forcing Them To Hang A Portrait Of Me Till I Graduate. Here's The Photo I Submitted

oo_muushuu_oo Report

CultOfBambi
Community Member
2 years ago

When you're a winner and a loser at the same time. LOL

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#5

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

Perswayable Report

Nini Meow
Community Member
2 years ago

The baby you is cute

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#6

Won Or Lost?

Won Or Lost?

soychingon23 Report

Sanne H.
Community Member
2 years ago

But with his acquired skills, he made himself a trophy husband! 👍

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#7

Spotted In My Hometown

Spotted In My Hometown

cuntesticles Report

Nini Meow
Community Member
2 years ago

He seems happy about it

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#8

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!

NAKED_SWEDISH_CHEF Report

Lola
Community Member
2 years ago

Now that is a sacrifice! Cool principal so care so much about his students.

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#9

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

jennieleeknight Report

criminalgirl
Community Member
2 years ago

Strong boy.

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#10

“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

dropkickderby Report

just a thought!
Community Member
2 years ago

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I don't get it ?

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#11

Lost A Bet With My Cousin, This Is The Result

Lost A Bet With My Cousin, This Is The Result

Hansel34 Report

Nini Meow
Community Member
2 years ago

Another pineapple guy 🤣🤣

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#12

I Bet The Girls Upstairs That I Could Fit Into Any Clothing That They Could. I Won

I Bet The Girls Upstairs That I Could Fit Into Any Clothing That They Could. I Won

killlwaukee Report

My O My
Community Member
2 years ago

Hottie

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#13

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

haonconstrictor Report

Laugh Fan
Community Member
2 years ago

Crikey - I'm not that able at several decades younger. Good for you!

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#14

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

nnaknak Report

criminalgirl
Community Member
2 years ago

She seems to be much smarter than you eh?

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#15

Was Bet That I Couldn't Balance A Cue Ball On Three Pool Cues. Nobody Played Pool The Rest Of The Night

Was Bet That I Couldn't Balance A Cue Ball On Three Pool Cues. Nobody Played Pool The Rest Of The Night

emitzelfeld Report

Night Owl
Community Member
2 years ago

I assume you have to be sober to do this

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#16

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

Potatoprincessa Report

Abhisek Chakraborty
Community Member
2 years ago

Nail polish for free

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#17

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

power-cube Report

stellermatt
Community Member
2 years ago

did they get to keep the bird?

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#18

Friend Lost A Bet. Here's Her Senior Picture

Friend Lost A Bet. Here's Her Senior Picture

reddit.com Report

Mojones
Community Member
2 years ago

This gonna be a prom (k)night to remenber

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#19

He Bet Me That He Could Touch His Head To The Ceiling

He Bet Me That He Could Touch His Head To The Ceiling

Ancient2 Report

diane a
Community Member
2 years ago

wow

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#20

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" Gymnast. She Bet Us She Could Completely Fit In Her Locker. She Won

brokentoasters Report

criminalgirl
Community Member
2 years ago

Just WOW!

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#21

Lost A Bet And Had To Go Through Airport Security Dressed As A Dinosaur (TSA Said I Looked Cute)

Lost A Bet And Had To Go Through Airport Security Dressed As A Dinosaur (TSA Said I Looked Cute)

kauffj Report

My O My
Community Member
2 years ago

You do 😉

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#22

When Billionaire Loses A Bet

When Billionaire Loses A Bet

TONY ASHBY , Paul Kane Report

criminalgirl
Community Member
2 years ago

Clown.

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#23

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

dillwillhill Report

Carol Williams
Community Member
2 years ago

Beauty needs to wax...

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#24

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

thenation7 Report

criminalgirl
Community Member
2 years ago

Sore loser.

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#25

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

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

DoesNotChodeWell Report

My O My
Community Member
2 years ago

He's allowed to be ceasar! He won

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#26

Optimus Prime

Optimus Prime

Lewan34 Report

Lilo Stitch
Community Member
2 years ago

Guess who's only having 3 kids

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#27

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

daobear Report

just a thought!
Community Member
2 years ago

His hair looks so silky and soft, give me the routine

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#28

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

evanhimes0 Report

Shalini Shuklapandey
Community Member
2 years ago

let's go bananas!

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#29

My Histroy Teacher Made A Bet That If The Student On The Left Got Above A 95 On His Test, He Would Shave His Head. He Got A 98

My Histroy Teacher Made A Bet That If The Student On The Left Got Above A 95 On His Test, He Would Shave His Head. He Got A 98

KingTurboXXIII Report

Abhisek Chakraborty
Community Member
2 years ago

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She must have had a lot grudge on her teacher to have scored 98 in History

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#30

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

Drewdledoo Report

Elena Adams
Community Member
2 years ago

And at that moment, Rubert realized he had made a mistake

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#31

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

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

seinsart Report

criminalgirl
Community Member
2 years ago

Clever.

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#32

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

SabaTheSaber Report

SykesDaMan
Community Member
2 years ago

Can you wash it?

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#33

Bet A Friend He Would Not Play Dodgeball In A Tu-Tu. He Won

Bet A Friend He Would Not Play Dodgeball In A Tu-Tu. He Won

TheBagelGuy Report

Nadja Lambacher
Community Member
2 years ago

And he rocked it.

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#34

Lost A Bet

Lost A Bet

purduewswimdive Report

alwright
Community Member
2 years ago

He seems happy enough (:

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#35

Well, My Brother Lost A Bet And Had To Go On A First Date Dressed Like This

Well, My Brother Lost A Bet And Had To Go On A First Date Dressed Like This

reddit.com Report

My O My
Community Member
2 years ago

Was there a second date?

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Note: this post originally had 56 images. It’s been shortened to the top 35 images based on user votes.