ADVERTISEMENT

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

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

    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

    Add photo comments
    POST
    Laugh Fan
    Community Member
    6 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

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

    View More Replies...
    View more commentsArrow down menu
    #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

    #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

    #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

    #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

    ADVERTISEMENT
    ADVERTISEMENT
    #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

    #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

    #11

    Lost A Bet With My Cousin, This Is The Result

    Lost A Bet With My Cousin, This Is The Result

    Hansel34 Report

    #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

    #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

    Add photo comments
    POST
    Laugh Fan
    Community Member
    6 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

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

    View more commentsArrow down menu
    #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

    #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

    #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

    ADVERTISEMENT
    #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

    Add photo comments
    POST
    Laugh Fan
    Community Member
    6 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    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?'

    View More Replies...
    View more commentsArrow down menu
    #18

    Friend Lost A Bet. Here's Her Senior Picture

    Friend Lost A Bet. Here's Her Senior Picture

    reddit.com Report

    #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

    #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

    #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

    #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

    #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

    ADVERTISEMENT
    #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

    #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

    #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

    Add photo comments
    POST
    Miss Cris
    Community Member
    6 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

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

    View More Replies...
    View more commentsArrow down menu
    #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

    Add photo comments
    POST
    Laugh Fan
    Community Member
    6 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

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

    View more commentsArrow down menu
    #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

    #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

    #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

    ADVERTISEMENT
    See Also on Bored Panda
    #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

    #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

    Continue reading with Bored Panda Premium
    Unlimited content
    Ad-free browsing
    Dark mode
    #36

    This Poor Guy Bet His Roommate America Would Beat Canada In Hockey

    This Poor Guy Bet His Roommate America Would Beat Canada In Hockey

    dcdcd101 Report

    #37

    When You Have To Admit You Are Wrong

    When You Have To Admit You Are Wrong

    jchabotte Report

    #38

    We Had A Bet About Our Baby's Gender. My Husband Lost

    We Had A Bet About Our Baby's Gender. My Husband Lost

    the_great_tate Report

    #39

    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

    DoubleThink1990 Report

    ADVERTISEMENT
    See Also on Bored Panda
    #40

    Don't Lose Your Fantasy Football League

    Don't Lose Your Fantasy Football League

    ggravelle Report

    #41

    Whoever Dies With $10 Wins

    Whoever Dies With $10 Wins

    acheitman Report

    #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

    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

    reddit.com Report

    #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

    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

    Danz_makemedanc Report

    #44

    Has Carson Palmer Ever Won A Bet In His Entire Life?

    Has Carson Palmer Ever Won A Bet In His Entire Life?

    ComplexSports Report

    Add photo comments
    POST
    Wyndmere
    Community Member
    6 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    -- maybe he loses because he likes dressing up in costumes and the weird reactions he gets from people.

    View more commentsArrow down menu
    #45

    He Must've Lost A Bet

    He Must've Lost A Bet

    Report

    #46

    My Brother And Dad Made A Bet, Dad Lost, Had To Dye His Hair

    My Brother And Dad Made A Bet, Dad Lost, Had To Dye His Hair

    TheBestThatNeverWas Report

    ADVERTISEMENT
    See Also on Bored Panda
    #47

    We Bet My Grandfather He Couldn’t Fit In My Aunt's Lululemon Shirt. He Did

    We Bet My Grandfather He Couldn’t Fit In My Aunt's Lululemon Shirt. He Did

    6_Symbols Report

    Add photo comments
    POST
    Laugh Fan
    Community Member
    6 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    She'll not find it fits her very well now it's been stretched out like that.

    View More Replies...
    View more commentsArrow down menu
    #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

    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

    gammarayzzz Report

    #49

    This Guy Lost A Bet And Now Is Stuck To The Yield Sign On Wallisville

    This Guy Lost A Bet And Now Is Stuck To The Yield Sign On Wallisville

    elizabeth olvera Report

    Add photo comments
    POST
    Laugh Fan
    Community Member
    6 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    Um... Looks rather dangerous. He'll be a distraction and in a busy location!

    View more commentsArrow down menu
    #50

    Looks Like Rep. Michael Capuano Of Massachusetts Lost A Super Bowl Bet

    Looks Like Rep. Michael Capuano Of Massachusetts Lost A Super Bowl Bet

    arappeport Report

    Add photo comments
    POST
    SIB
    Community Member
    6 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    He had a bet with Representative Brady about the Super Bowl.

    View more commentsArrow down menu
    #51

    Yeah... I Lost A Bet With My Sisters

    Yeah... I Lost A Bet With My Sisters

    Allen1Darrian Report

    #52

    My Friend Didn't Think Narwhals Were Real And Lost A Bet Because Of It

    My Friend Didn't Think Narwhals Were Real And Lost A Bet Because Of It

    humpbackwhale Report

    #53

    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

    Silvertwist2000 Report

    ADVERTISEMENT
    See Also on Bored Panda
    #54

    This Punishment

    This Punishment

    Clarky_Lawson98 Report

    Add photo comments
    POST
    Pamela24
    Community Member
    6 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    What annoys me that it's not the proper reflection. Clearly. Was that part of the punishment?

    View More Replies...
    View more commentsArrow down menu
    #55

    She Lost A Bet

    She Lost A Bet

    Heather Walechka Report

    Add photo comments
    POST
    Mortimer Snerd
    Community Member
    6 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

    Shouldn't there be some type of bar set for what gets on the list? Somethin?

    View more commentsArrow down menu
    #56

    This submission is hidden. Click here to view.