Get Premium
Dark mode theme is available exclusively for premium users. Learn more about the benefits of subscribing.
No fees, cancel anytime.
Dark Mode 
No fees, cancel anytime 
then open in external browser
and click "Open in External Browser" 
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.
This post may include affiliate links.
#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
RELATED:
#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
#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
#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
#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
DancingToMyself 7 years ago
You look waaay better this way! And at least 10 years younger! Leave it this way. Also, the bet was a great one.
diane a 7 years ago
he best beard transformation I have ever seen - from 40 to 18 in the space of a shave
diane a 7 years ago
but the teeth - gone from 2 snaggletweeth to a perfet upper set
Load More Replies...
The Girl on Fire 7 years ago
You look better and younger with your beard off! You should be proud :)
Molly Block 7 years ago
This guy looks SO MUCH BETTER without that ugly beard covering up his handsome face!!! Please don't EVER grow that nastiness back, please!!
Nora H. 7 years ago
Definitely looking a lot more cute and attractive in pic 2. But honestly.. if I was in rehab (and I have been), I would rather confide in the guy on pic 1. Don't know why.
Meowton Mewsk 7 years ago
Pic 1 looks like a guy who has been down before and he looks warm and welcoming. Pic 2 he looks refreshed and full of vitality and enthusiasm. Both great looks, but makes sense that someone at a low point would rather confide in someone they relate to a little more.
Load More Replies...
Dre Mosley 6 years ago
Good because your beard was unkempt. Did you even use a beard comb, oil, and balm, bro?
Lisa Pee Wee Jengo 7 years ago
Well, That's quite a difference. Without the beard is much better. Scruffy might work, too.
Cindy Bryson 7 years ago
Now, iron your t-shirt or take it out of the dryer before it sits there & wrinkles lol!
Dian Ella Lillie 7 years ago
In late-breaking news, Zachary Quinto discovers that he has a long-lost twin brother...
#7
Spotted In My Hometown
#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!
#9
When You Talk A Big Game But Your Sister Beats You In The Match And The Rematch
#10
“Bet We Can Beat You At Hide And Seek Uncle David!” Bet You F**kin’ Can’t
#11
Lost A Bet With My Cousin, This Is The Result
#12
I Bet The Girls Upstairs That I Could Fit Into Any Clothing That They Could. I Won
#13
This 86-Year-Old Challenged Me To A Pole Dancing Contest While At Happy Hour, He Won
#14
Told My Girlfriend It Was Impossible To Stand A Coin On Its Side
#15
Was Bet That I Couldn't Balance A Cue Ball On Three Pool Cues. Nobody Played Pool The Rest Of The Night
#16
My Husband Bet Me I Couldn't Shave His Foot Without Him Waking Up. This Is What He Woke Up To This Morning
#17
Never Challenge Your Child To Do Something Unless You Are Prepared For Them To Succeed
#18
Friend Lost A Bet. Here's Her Senior Picture
#19
He Bet Me That He Could Touch His Head To The Ceiling
#20
My Teammate Is A 5'6" Gymnast. She Bet Us She Could Completely Fit In Her Locker. She Won
#21
Lost A Bet And Had To Go Through Airport Security Dressed As A Dinosaur (TSA Said I Looked Cute)
#22
When Billionaire Loses A Bet
#23
I Lost A Bet With My Girlfriend. Here's Our Costumes This Year
#24
Won A Bet Against My Boss Nearly A Year Ago. Came Into Work To See That He Finally Paid Me. In Pennies
#25
My Friend Had A Bet With My History Teacher. He Lost
#26
Optimus Prime
#27
Boss And Coworker Made A Weight Loss Bet - Loser Had To Cross Dress. That Is His Real Hair Though
#28
My Band Director Lost A Bet And Had To Wear A Banana Suit All Day
#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
#30
So My Friend Got Drunk And Bet Me He Could Fit An Entire Box Of Straws In His Mouth. Did Not Disappoint
#31
When Your Dad Bets $50 That The "Physics In A Nutshell" Ruler/Hammer Post Is Impossible
#32
Lost A Bet, Have To Wear This Bad Boy From Christmas Eve To New Years Eve
Christopher Columbus 7 years ago
I can see myself strutting the livingroom on christmas eve with a smug l
#33
Bet A Friend He Would Not Play Dodgeball In A Tu-Tu. He Won
#35
Well, My Brother Lost A Bet And Had To Go On A First Date Dressed Like This
#36
This Poor Guy Bet His Roommate America Would Beat Canada In Hockey
#37
When You Have To Admit You Are Wrong
#38
We Had A Bet About Our Baby's Gender. My Husband Lost
#39
12-Year-Old Cousin Bet Me I Couldn't Fit Into His Halloween Costume. Challenge Accepted
#40
Don't Lose Your Fantasy Football League
#41
Whoever Dies With $10 Wins
#42
My Friend Lost A Bet 5 Years Ago And His Friends Changed His Name. He Just Found Out It Was Actually Accepted Last Week When His Passport Expired. He Has To Wait 3 Years To Fix It
#43
When I Was A Senior In High School I Bet My Mom $1500 I Wouldn't Drink Till I Was 21! I Guess You Could Say I Won The Bet
#44
Has Carson Palmer Ever Won A Bet In His Entire Life?
#45
He Must've Lost A Bet
#46
My Brother And Dad Made A Bet, Dad Lost, Had To Dye His Hair
#47
We Bet My Grandfather He Couldn’t Fit In My Aunt's Lululemon Shirt. He Did
#48
My Friend Billy Was Challenged To Beat His Coworker's Record Of Fitting 41 Grapes In His Mouth. Here's Billy With 42.5 Grapes. Billy Hates Losing
Dilly Millandry 7 years ago
Billy, don't be a hero... (don't be a fool with your life) la, la, la...
#49
This Guy Lost A Bet And Now Is Stuck To The Yield Sign On Wallisville
#50
Looks Like Rep. Michael Capuano Of Massachusetts Lost A Super Bowl Bet
#51
Yeah... I Lost A Bet With My Sisters
#52
My Friend Didn't Think Narwhals Were Real And Lost A Bet Because Of It
#53
My Drunk Ass Friend Bet Me $20 He Could Catch An Opossum. He Won
#54
This Punishment
#55
She Lost A Bet
Mortimer Snerd 7 years ago
Shouldn't there be some type of bar set for what gets on the list? Somethin?
Add New Image
What do you think ?
Parmeisan 7 years ago
Most of the top results on this thread are actually people who I'm sure are quite happy they lost - and I'm loving that. Your kid didn't get into drugs? A struggling students makes it through grade 9 or your friend in rehab proves to themselves they can stay sober? What is money or pink hair compared to these successes?
diane a 7 years ago
If you had to pick a buisnessman billionaire to run a country - I would chose him
Load More Replies...
Marvel Monster 7 years ago
@The Cappy These were friendly bets. If they were that unhappy with them they wouldn't have accepted the challenge. Enjoy your 35th dislike!
Jeanneke van Berkel 7 years ago
I had a quarrel with my husband about a traffic rule. We bet for 1€ about this rule. So I went to my neighbour who is a cop to ask him who of us was right about the traffic rule. He asked me for how much did I bet? I said: for 1€. He answered: give me 1€ and I will not tell him you lost the bet. My neighbour is a corrupt cop!!
PBMc 7 years ago
A good number of these bets were made as incentive. I'm pretty sure that the parents who, "bet" their child that he couldn't stay away from smoking, alcohol, and drugs until he was 21 are thrilled to have lost the bet. I'm guessing the person who posted this article missed the "Stop Clickbait" article :)
Laura Wesoff 7 years ago
So, apparently having men wear women's clothing is the worst bet you can make?
GlassOfWater 7 years ago
Ugh my brother lost so many bets against us. I wish we made him to do something embarrassing each time he lost!
Sanne H. 7 years ago
I value your opinion, and there are still things wrong with equalty between man and women, but in this particular case, I disagree with you. The purpose is - to my opinion - making someone look weird. And the easiest / laziest way to do that is either to strip, or to borrow a girly pink dress.
Load More Replies... Parmeisan 7 years ago
Most of the top results on this thread are actually people who I'm sure are quite happy they lost - and I'm loving that. Your kid didn't get into drugs? A struggling students makes it through grade 9 or your friend in rehab proves to themselves they can stay sober? What is money or pink hair compared to these successes?
diane a 7 years ago
If you had to pick a buisnessman billionaire to run a country - I would chose him
Load More Replies... Marvel Monster 7 years ago
@The Cappy These were friendly bets. If they were that unhappy with them they wouldn't have accepted the challenge. Enjoy your 35th dislike!
Jeanneke van Berkel 7 years ago
I had a quarrel with my husband about a traffic rule. We bet for 1€ about this rule. So I went to my neighbour who is a cop to ask him who of us was right about the traffic rule. He asked me for how much did I bet? I said: for 1€. He answered: give me 1€ and I will not tell him you lost the bet. My neighbour is a corrupt cop!!
PBMc 7 years ago
A good number of these bets were made as incentive. I'm pretty sure that the parents who, "bet" their child that he couldn't stay away from smoking, alcohol, and drugs until he was 21 are thrilled to have lost the bet. I'm guessing the person who posted this article missed the "Stop Clickbait" article :)
Laura Wesoff 7 years ago
So, apparently having men wear women's clothing is the worst bet you can make?
GlassOfWater 7 years ago
Ugh my brother lost so many bets against us. I wish we made him to do something embarrassing each time he lost!
Sanne H. 7 years ago
I value your opinion, and there are still things wrong with equalty between man and women, but in this particular case, I disagree with you. The purpose is - to my opinion - making someone look weird. And the easiest / laziest way to do that is either to strip, or to borrow a girly pink dress.
Load More Replies... You May Like 50 Times Wikipedia Pages Cracked People Up So They Had To Share Them Online 40 Times T-Shirt Designs Had Such Hilarious English Phrases, The Designer Definitely Got “Lost In Translation" (New Pics) 30 Times People Asked Siri Stupid Questions And Got The Stupid Answers They Deserved
Ingrida Jasiukevičiūtė
Viktorija Ošikaitė
Taura Šitkauskaitė
Related on Bored Panda
