36 people who regretted making bets

Nathan Johnson Published 08/02/2018

people who know how to suck it up and accept the outcome of a failed venture

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1.
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
2.
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!
3.
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
4.
When You Talk A Big Game But Your Sister Beats You In The Match And The Rematch
5.
Spotted In My Hometown
6.
Lost A Bet With My Cousin, This Is The Result
7.
“Bet We Can Beat You At Hide And Seek Uncle David!” Bet You F**kin’ Can’t
8.
This 86-Year-Old Challenged Me To A Pole Dancing Contest While At Happy Hour, He Won
9.
Won A Bet Against My Boss Nearly A Year Ago. Came Into Work To See That He Finally Paid Me. In Pennies
10.
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
11.
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
12.
My Teammate Is A 5'6" Gymnast. She Bet Us She Could Completely Fit In Her Locker. She Won
13.
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
14.
Never Challenge Your Child To Do Something Unless You Are Prepared For Them To Succeed
15.
Boss And Coworker Made A Weight Loss Bet - Loser Had To Cross Dress. That Is His Real Hair Though
16.
When Billionaire Loses A Bet
17.
My Husband Bet Me I Couldn't Shave His Foot Without Him Waking Up. This Is What He Woke Up To This Morning
18.
When Your Dad Bets $50 That The "Physics In A Nutshell" Ruler/Hammer Post Is Impossible
19.
Told My Girlfriend It Was Impossible To Stand A Coin On Its Side
20.
Was Bet That I Couldn't Balance A Cue Ball On Three Pool Cues. Nobody Played Pool The Rest Of The Night
21.
My Drunk Ass Friend Bet Me $20 He Could Catch An Opossum. He Won
22.
12-Year-Old Cousin Bet Me I Couldn't Fit Into His Halloween Costume. Challenge Accepted
23.
I Lost A Bet With My Girlfriend. Here's Our Costumes This Year
24.
Lost A Bet
25.
Friend Lost A Bet. Here's Her Senior Picture
26.
Lost A Bet And Had To Go Through Airport Security Dressed As A Dinosaur (TSA Said I Looked Cute)
27.
Lost A Bet, Have To Wear This Bad Boy From Christmas Eve To New Years Eve
28.
My Friend Had A Bet With My History Teacher. He Lost
29.
My Friend's Liberal Dad Called Me A "Dumba*s" For Thinking Trump Would Win Big League. He Lost The Bet
30.
He Bet Me That He Could Touch His Head To The Ceiling
31.
My History 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
32.
My Band Director Lost A Bet And Had To Wear A Banana Suit All Day
33.
Bet A Friend He Would Not Play Dodgeball In A Tu-Tu. He Won
34.
We Had A Bet About Our Baby's Gender. My Husband Lost
35.
Don't Lose Your Fantasy Football League
36.
So My Friend Got Drunk And Bet Me He Could Fit An Entire Box Of Straws In His Mouth. Did Not Disappoint

1.
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
2.
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!
3.
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
4.
When You Talk A Big Game But Your Sister Beats You In The Match And The Rematch
5.
Spotted In My Hometown
6.
Lost A Bet With My Cousin, This Is The Result
7.
“Bet We Can Beat You At Hide And Seek Uncle David!” Bet You F**kin’ Can’t
8.
This 86-Year-Old Challenged Me To A Pole Dancing Contest While At Happy Hour, He Won
9.
Won A Bet Against My Boss Nearly A Year Ago. Came Into Work To See That He Finally Paid Me. In Pennies
10.
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
11.
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
12.
My Teammate Is A 5'6" Gymnast. She Bet Us She Could Completely Fit In Her Locker. She Won
13.
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
14.
Never Challenge Your Child To Do Something Unless You Are Prepared For Them To Succeed
15.
Boss And Coworker Made A Weight Loss Bet - Loser Had To Cross Dress. That Is His Real Hair Though
16.
When Billionaire Loses A Bet
17.
My Husband Bet Me I Couldn't Shave His Foot Without Him Waking Up. This Is What He Woke Up To This Morning
18.
When Your Dad Bets $50 That The "Physics In A Nutshell" Ruler/Hammer Post Is Impossible
19.
Told My Girlfriend It Was Impossible To Stand A Coin On Its Side
20.
Was Bet That I Couldn't Balance A Cue Ball On Three Pool Cues. Nobody Played Pool The Rest Of The Night
21.
My Drunk Ass Friend Bet Me $20 He Could Catch An Opossum. He Won
22.
12-Year-Old Cousin Bet Me I Couldn't Fit Into His Halloween Costume. Challenge Accepted
23.
I Lost A Bet With My Girlfriend. Here's Our Costumes This Year
24.
Lost A Bet
25.
Friend Lost A Bet. Here's Her Senior Picture
26.
Lost A Bet And Had To Go Through Airport Security Dressed As A Dinosaur (TSA Said I Looked Cute)
27.
Lost A Bet, Have To Wear This Bad Boy From Christmas Eve To New Years Eve
28.
My Friend Had A Bet With My History Teacher. He Lost
29.
My Friend's Liberal Dad Called Me A "Dumba*s" For Thinking Trump Would Win Big League. He Lost The Bet
30.
He Bet Me That He Could Touch His Head To The Ceiling
31.
My History 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
32.
My Band Director Lost A Bet And Had To Wear A Banana Suit All Day
33.
Bet A Friend He Would Not Play Dodgeball In A Tu-Tu. He Won
34.
We Had A Bet About Our Baby's Gender. My Husband Lost
35.
Don't Lose Your Fantasy Football League
36.
So My Friend Got Drunk And Bet Me He Could Fit An Entire Box Of Straws In His Mouth. Did Not Disappoint

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

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36 people who regretted making bets

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NEXT GALLERY 25 Movies That Still Make Us Laugh Uncontrollably

1. 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

2. 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!

3. 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

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

5. Spotted In My Hometown

6. Lost A Bet With My Cousin, This Is The Result

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

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

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

10. 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

11. 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

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

13. 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

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

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

16. When Billionaire Loses A Bet

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

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

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

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

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

22. 12-Year-Old Cousin Bet Me I Couldn't Fit Into His Halloween Costume. Challenge Accepted

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

24. Lost A Bet

25. Friend Lost A Bet. Here's Her Senior Picture

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

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

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

29. My Friend's Liberal Dad Called Me A "Dumba*s" For Thinking Trump Would Win Big League. He Lost The Bet

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

31. My History 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

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

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

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

35. Don't Lose Your Fantasy Football League

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

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eBaum's Picks

1.
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

2.
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!

3.
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

4.
When You Talk A Big Game But Your Sister Beats You In The Match And The Rematch

5.
Spotted In My Hometown

6.
Lost A Bet With My Cousin, This Is The Result

7.
“Bet We Can Beat You At Hide And Seek Uncle David!” Bet You F**kin’ Can’t

8.
This 86-Year-Old Challenged Me To A Pole Dancing Contest While At Happy Hour, He Won

9.
Won A Bet Against My Boss Nearly A Year Ago. Came Into Work To See That He Finally Paid Me. In Pennies

10.
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

11.
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

12.
My Teammate Is A 5'6" Gymnast. She Bet Us She Could Completely Fit In Her Locker. She Won

13.
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

14.
Never Challenge Your Child To Do Something Unless You Are Prepared For Them To Succeed

15.
Boss And Coworker Made A Weight Loss Bet - Loser Had To Cross Dress. That Is His Real Hair Though

16.
When Billionaire Loses A Bet

17.
My Husband Bet Me I Couldn't Shave His Foot Without Him Waking Up. This Is What He Woke Up To This Morning

18.
When Your Dad Bets $50 That The "Physics In A Nutshell" Ruler/Hammer Post Is Impossible

19.
Told My Girlfriend It Was Impossible To Stand A Coin On Its Side

20.
Was Bet That I Couldn't Balance A Cue Ball On Three Pool Cues. Nobody Played Pool The Rest Of The Night

21.
My Drunk Ass Friend Bet Me $20 He Could Catch An Opossum. He Won

22.
12-Year-Old Cousin Bet Me I Couldn't Fit Into His Halloween Costume. Challenge Accepted

23.
I Lost A Bet With My Girlfriend. Here's Our Costumes This Year

24.
Lost A Bet

25.
Friend Lost A Bet. Here's Her Senior Picture

26.
Lost A Bet And Had To Go Through Airport Security Dressed As A Dinosaur (TSA Said I Looked Cute)

27.
Lost A Bet, Have To Wear This Bad Boy From Christmas Eve To New Years Eve

28.
My Friend Had A Bet With My History Teacher. He Lost

29.
My Friend's Liberal Dad Called Me A "Dumba*s" For Thinking Trump Would Win Big League. He Lost The Bet

30.
He Bet Me That He Could Touch His Head To The Ceiling

31.
My History 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

32.
My Band Director Lost A Bet And Had To Wear A Banana Suit All Day

33.
Bet A Friend He Would Not Play Dodgeball In A Tu-Tu. He Won

34.
We Had A Bet About Our Baby's Gender. My Husband Lost

35.
Don't Lose Your Fantasy Football League

36.
So My Friend Got Drunk And Bet Me He Could Fit An Entire Box Of Straws In His Mouth. Did Not Disappoint