These 15+ People Made Ridiculous Bets And We Know They Are Regretting It

Choose your bets wisely.

Elzaan Van der merwe

• Published in Funny
• August 1, 2018

There is nothing better than having a few drinks on a Saturday night, watching the game with your friends and making some bets about the outcome of the scores. The thing is though you have to be very careful on what you bet as the outcome can get you in trouble if you are wrong.

A lot of people mostly bet with money and boy oh boy if they lose they are a few hundred dollars poorer. It sucks, but the thrill is what draw people to the game of betting. 

You have probably lost some bets in your life, but these next people didn't make bets with money, you can say they have to do quite some funny, interesting and unique things when they lose.

Nonetheless, you absolutely have to see it! So, scroll down and get your laugh in for the day.

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."

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. He challenged one of his campers that has dyslexia to read 10 chapter books in July and then she can dye his hair any colour that she wants to. Well, she won and now he is sporting pink hair.

4. He works with patients in a rehab facility and two months ago he made a bet with one of his patients. If he let's them help him reach a certain goal he would shave his beard. He managed to reach the goal and now the beard has come off.

5. "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."

6. Mom definitely won!

7. Poor guy lost a serious bet.

8. This 61-year old Swedish principal made a bet with one of his students. If the student can make it through 9th grade the principal will dye his hair pink. Surprise! His hair is pink now.

9. This is what happens when you talk big, 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 can’t.

11. He bet the girls living upstairs that he can fit into any clothing they can fit in. It's safe to say he won.

12. He lost a bet with his cousin now his head is a pineapple.

13. This 86-year old man challenged him to a pole dance contest at happy hour and the older man won.

14. He made the mistake by telling his girlfriend it was impossible to stand a coin on it's side.

15. "My husband bet me I couldn't shave his foot without him waking up. This is what he woke up to this morning."

16. Challenged her kid to catch a seagull and indeed he did.

17. Someone bet him that he couldn't balance a pool ball on three pool cues. It's safe to say nobody played pool for the rest of the night.

18. She lost a bet and now this is her senior picture.

19. He bet one of his parents that he couldn't 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. This is what happens when a billionaire loses a bet.

23. Lost a bet to his girlfriend and this was their costumes this year.

24. He won a bet against his boss over a year ago. One day he came into the office and found his boss paid him back in pennies.

25. Had a bet with his history teacher and lost.

26. This boss and coworker had a weight loss bet. The loser had to cross dress, but that is his real hair.

27. Optimus Prime is quite a cool name for a kid.

28. The band director lost a bet and had to wear a banana suit the whole day.

29. "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."

30. Got drunk and bet his friend he can fit a whole box of straws in his mouth. He really didn't disappoint.

31. "When your dad bets $50 that the "Physics in a nutshell" ruler/hammer post is impossible."

32. He lost a bet so he had to wear this "bad boy" from Christmas eve to New Year's eve.

33. Bet his friend that he would not play dodgeball in a tutu. His friend won.

34. Poor guy lost a bet.

35. This guy lost a bet so he had to go on a first date dressed like this. I wonder if there was a second date.

36. Another guy who totally sucks at fantasy football.

37. He bet his roommate that America will win Canada in hockey and now he is freezing his buttocks off.

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 in fantasy football.

41. This is certainly a unique type of bet.

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 she was a senior in high school she bet her mom $1500 that she wouldn't drink until she was 21. Well, she won.

44. We don't think Carson Palmer has ever won a bet in his life.

45. Dad and kid made a bet, but dad lost and had to dye his hair.

46. "We bet my grandfather he couldn’t fit in my aunt's lululemon shirt. He did."

47. "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."

48. Michael Capuano from Massachusetts lost a super bowl bet.

49. He lost a bet and now he is stuck to a road sign in Wallisville.

50. She lost a bet with her sisters.

51. "My friend didn't think Narwhals were real and lost a bet because of it."

52. "My drunk ass friend bet me $20 he could catch an Opossum. He won."

53.The ultimate punishment!

54. Turned into a fairy because she lost a bet.

55. "My friend's liberal dad called me a "dumbass" for thinking Trump would win big league. He lost the bet."

Elzaan Van der merwe