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

Laugh Fan
Community Member
2 years ago

He knew he was going to 'lose'! Just a fun way to get the children reading more.

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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

Laugh Fan
Community Member
2 years ago

Pink suits you! Marvellous guy.

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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

Elena Adams
Community Member
2 years ago

little him on the knee i CANT

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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

Laugh Fan
Community Member
2 years ago

~Sucker!!

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#7

Spotted In My Hometown

Spotted In My Hometown

cuntesticles Report

Laugh Fan
Community Member
2 years ago

You're rocking those boots though fella!

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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

Laugh Fan
Community Member
2 years ago

Pink hair is cool! Good on you both!

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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

Dilly Millandry
Community Member
2 years ago

Say Yes To The Dress!

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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

Laugh Fan
Community Member
2 years ago

Kudos Uncle David!

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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

Laugh Fan
Community Member
2 years ago

Now THAT's brave! Though I think he looks fantastic!

The Cappy
Community Member
2 years ago

This comment is hidden. Click here to view.

He doesn't really, you know.

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Lola
Community Member
2 years ago

I actually like it.

Mona~
Community Member
2 years ago

He looks so cute!

glowworm2
Community Member
2 years ago

"Oh who lives in a pineapple under the sea?"

Thinairgal
Community Member
2 years ago

His cousin knows how to Dole out the punishment

Wyndmere
Community Member
2 years ago

You and the pineapple are one. -- You are the pineapple. -- Don't move. Pineapples can't move on their own.

Nini Meow
Community Member
2 years ago

Another pineapple guy 🤣🤣

Wyndmere
Community Member
2 years ago

He found his perfect shirt.

Wyndmere
Community Member
2 years ago

You and the pineapple are one. You are the pineapple. -- Don't move. Pineapples can't move on their own.

Molly Block
Community Member
2 years ago

I LIKE it!

Monika Soffronow
Community Member
2 years ago

I love the look!

Ron Santos
Community Member
1 year ago

that's a total win!

Jasmine Walker
Community Member
2 years ago

That's a bet I'd be glad to lose if I can rock that. That's dope.

blue-stars
Community Member
2 years ago

You look rad!

Dan Carter
Community Member
2 years ago

What's wrong with that?

Andrew Theisen
Community Member
2 years ago

Big Money Salvia is that you?!?... Never mind...

Marvel Monster
Community Member
2 years ago

Awesome hair! I would lose the bet just so I could get that style!

noitall man
Community Member
2 years ago

Also Fake... stock photo

sashko
Community Member
2 years ago

cringe

Karen Dyer
Community Member
2 years ago

Getting in touch with his inner pineapple.

Alexis
Community Member
2 years ago

It's pretty creative

Shelby Hanson
Community Member
2 years ago

This on is fake

Mangoes'nRum
Community Member
2 years ago

Pineapple Zen

Lizard Queen
Community Member
2 years ago

Too bad it wasn't done around Halloween. He could have had even more fun pairing the hair with a costume.

Kate
Community Member
2 years ago

That's a cool and interesting hairstyle regardless

Kate
Community Member
2 years ago

Sounds fake but ok

Ena Lee
Community Member
2 years ago

https://www.boredpanda.com/pineapple-haircut-lost-bet-hansel-qiu/?utm_source=google&utm_medium=organic&utm_campaign=organic

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Cora Woodcook
Community Member
2 years ago

THAT"S BEAUTIFUL

Atlasheld
Community Member
2 years ago

Looks great!

Lynn Noyes
Community Member
2 years ago

This would have worked nicely for an episode of 'Psyche.'

Cindy Bryson
Community Member
2 years ago

You know what? You will look back on this as old men & laugh together! Family is everything! (And your hair will grow out in no time!)

Ben Smith
Community Member
2 years ago

Dude that's awesome!!!

The Girl on Fire
Community Member
2 years ago

Those pictures are awesome!

Lalo Vidals
Community Member
2 years ago

Man, you have a delicious look!

James Floyd
Community Member
2 years ago

Fake story

Ena Lee
Community Member
2 years ago

https://www.boredpanda.com/pineapple-haircut-lost-bet-hansel-qiu/?utm_source=google&utm_medium=organic&utm_campaign=organic

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K. LNU
Community Member
2 years ago

He looks very pineapple zen!

Xiaoting Zhu
Community Member
2 years ago

PINEAPPLE

BusLady
Community Member
2 years ago

Where did they find a hair stylist able to do this? Lol

BusLady
Community Member
2 years ago

Must have been a hell of a bet!

cwa92464
Community Member
2 years ago

He made your ears stick out?

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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

Laugh Fan
Community Member
2 years ago

Neatly done!!

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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

Laugh Fan
Community Member
2 years ago

Lovely! Come do my nails now, please?

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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

Laugh Fan
Community Member
2 years ago

Looks like it took the bird a few seconds to realise what had happened. Bottom photo it's thinking 'what the actual f happened here?'

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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

Nitro
Community Member
2 years ago

I consider this a win tbh.

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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

Laugh Fan
Community Member
2 years ago

Agile little guy was right!

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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

Laugh Fan
Community Member
2 years ago

ARGH - Claustrophobia!!!

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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

João Ferreira
Community Member
2 years ago

Does anyone know the context?

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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

Laugh Fan
Community Member
2 years ago

Dress should be floor length! In this case don't Say Yes To The Dress!

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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

criminalgirl
Community Member
2 years ago

Lookin' good though!

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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

Miss Cris
Community Member
2 years ago

I'd ike to be in a concert where musicians were dressed in that way, it'd be nice :)

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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

Laugh Fan
Community Member
2 years ago

He looks fine with his head shaved and is clearly proud of his student.

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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

C
Community Member
2 years ago

On the bright side, he can still breathe

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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

Christopher Columbus
Community Member
2 years ago

Sorcery!

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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

Christopher Columbus
Community Member
2 years ago

I can see myself strutting the livingroom on christmas eve with a smug l

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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

alwright
Community Member
2 years ago

Laser eyes activate!

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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.