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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

Final score:

464points

POST

Laugh Fan 6 years ago

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

164points

#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

Final score:

451points

POST

Laugh Fan 6 years ago

Pink suits you! Marvellous guy.

106points

#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

Final score:

449points

POST

Elena Adams 6 years ago

little him on the knee i CANT

54points

#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

Final score:

443points

POST

Nini Meow 6 years ago

The baby you is cute

275points

#6

Won Or Lost?

Final score:

414points

POST

Laugh Fan 6 years ago

~Sucker!!

59points

#7

Spotted In My Hometown

Final score:

396points

POST

Laugh Fan 6 years ago

You're rocking those boots though fella!

140points

#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!

Final score:

371points

POST

Laugh Fan 6 years ago

Pink hair is cool! Good on you both!

50points

#9

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

Final score:

369points

POST

Dilly Millandry 6 years ago

Say Yes To The Dress!

92points

#10

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

Final score:

361points

POST

Laugh Fan 6 years ago

Kudos Uncle David!

81points

#11

Lost A Bet With My Cousin, This Is The Result

Final score:

333points

POST

Laugh Fan 6 years ago

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

96points

#12

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

Final score:

330points

POST

My O My 6 years ago

Hottie

51points

#13

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

Final score:

316points

POST

Laugh Fan 6 years ago

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

63points

#14

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

Final score:

294points

POST

criminalgirl 6 years ago

She seems to be much smarter than you eh?

80points

#15

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

Final score:

286points

POST

Laugh Fan 6 years ago

Neatly done!!

48points

#16

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

Final score:

283points

POST

Laugh Fan 6 years ago

Lovely! Come do my nails now, please?

47points

#17

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

Final score:

283points

POST

Laugh Fan 6 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?'

86points

#18

Friend Lost A Bet. Here's Her Senior Picture

Final score:

250points

POST

Nitro 6 years ago

I consider this a win tbh.

96points

#19

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

Final score:

241points

POST

Laugh Fan 6 years ago

Agile little guy was right!

44points

#20

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

Final score:

228points

POST

Laugh Fan 6 years ago

ARGH - Claustrophobia!!!

70points

#21

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

Final score:

204points

POST

My O My 6 years ago

You do 😉

63points

#22

When Billionaire Loses A Bet

Final score:

195points

POST

João Ferreira 6 years ago

Does anyone know the context?

24points

#23

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

Final score:

191points

POST

Laugh Fan 6 years ago

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

20points

#24

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

Final score:

187points

POST

criminalgirl 6 years ago

Sore loser.

72points

#25

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

Final score:

179points

POST

My O My 6 years ago

He's allowed to be ceasar! He won

37points

#26

Optimus Prime

Final score:

174points

POST

Lilo Stitch 6 years ago

Guess who's only having 3 kids

228points

#27

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

Final score:

172points

POST

criminalgirl 6 years ago

Lookin' good though!

34points

#28

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

Final score:

166points

POST

Miss Cris 6 years ago

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

26points

#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

Final score:

165points

POST

Laugh Fan 6 years ago

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

50points

#30

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

Final score:

151points

POST

Elena Adams 6 years ago

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

8points

#31

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

Final score:

128points

POST

Christopher Columbus 6 years ago

Sorcery!

27points

#32

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

Final score:

127points

POST

Christopher Columbus 6 years ago

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

18points

#33

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

Final score:

123points

POST

alwright 6 years ago

Laser eyes activate!

34points

#34

Lost A Bet

Final score:

119points

POST

alwright 6 years ago

He seems happy enough (:

33points

#35

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

Final score:

119points

POST

My O My 6 years ago

Was there a second date?

74points

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#36

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

Final score:

113points

POST

DoctorStrange 6 years ago

Guys Canada ALWAYS wins......unless they don't

31points

#37

When You Have To Admit You Are Wrong

Final score:

111points

POST

Nina S 6 years ago

You know how to pull off a ballgown though

12points

#38

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

Final score:

105points

POST

Night Owl 6 years ago

I love man who can have fun and have a sense of humor

33points

#39

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

Final score:

104points

POST

alwright 6 years ago

Does ripping count as "fit"? XD

35points

#40

Don't Lose Your Fantasy Football League

Final score:

98points

POST

Laugh Fan 6 years ago

There must have been a known theme going on!

18points

#41

Whoever Dies With $10 Wins

Final score:

89points

POST

Laugh Fan 6 years ago

Not sure that anyone is winning here...

33points

#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

Final score:

89points

POST

Pandykinz 6 years ago

Too far!!

78points

#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

Final score:

81points

POST

Laugh Fan 6 years ago

I'm sure your parents thought it was well worth it.

34points

#44

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

Final score:

78points

POST

Wyndmere 6 years ago

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

2points

#45

He Must've Lost A Bet

Final score:

76points

POST

Laugh Fan 6 years ago

We can hope that's why he's dressed this way!!

13points

#46

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

Final score:

71points

POST

Laugh Fan 6 years ago

Lovely colour though!

16points

#47

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

Final score:

69points

POST

Laugh Fan 6 years ago

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

14points

#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

Final score:

58points

POST

Dilly Millandry 6 years ago

Billy, don't be a hero... (don't be a fool with your life) la, la, la...

31points

#49

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

Final score:

57points

POST

Laugh Fan 6 years ago

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

32points

#50

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

Final score:

54points

POST

SIB 6 years ago

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

3points

#51

Yeah... I Lost A Bet With My Sisters

Final score:

53points

POST

Thinairgal 6 years ago

That's tutu much!

11points

#52

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

Final score:

43points

POST

Laugh Fan 6 years ago

That's a horrible slogan!

49points

#53

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

Final score:

41points

POST

criminalgirl 6 years ago

Poor frightened Opossum!

74points

#54

This Punishment

Final score:

27points

POST

Pamela24 6 years ago

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

54points

#55

She Lost A Bet

Final score:

12points

POST

Mortimer Snerd 6 years ago

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

6points