55 of the Best Funny Hypothetical Questions (2020)

Hypothetical questions are a great way to get to know someone and the way they think. They make you think outside the box and gets your creativity and imagination going. It’s a fun way to introduce a topic of discussion if a conversation is getting stale and boring. 

Hypothetical questions can explore many different approaches and thought patterns of different individuals which can be very interesting. They can also be used as ice breakers, to introduce a concept in a lecture or just to pass time at a party. Here are 55 of the best and funny hypothetical questions to ask to get a conversation going:

1. Which Ninja Turtle is the most powerful and why?
2. Would you rather be pissed on or pissed off?
3. If God sneezed what would you say?
4. If a child refuses to take a nap, are they resisting a rest?
5. If flies had no wings, what would they be called?
6. If you could make a rule for a day and everyone had to follow it, what would it be?
7. If you had to choose between giving up brushing your hair or brushing your teeth for good, which would you choose to keep doing?
8. What would happen if Batman was bitten by a vampire?
9. If animals could talk, would you still want to eat meat?
10. What kind of vehicle would you be if you were a Transformer?
11. If Jurassic Park was real, would you visit?
12. How come Goofy walks on 2 legs and talks but Pluto walks on 4 legs and is his pet when they are both dogs?
13. If hide and seek was an Olympic sport, what would it be like?
14. If your superpower was giving people phobias to people, what would you make them be afraid of?
15. If you were the dictator of a small country, how would you rule it?
16. If a turtle doesn’t have a shell, is it homeless or naked?
17. Who would win in a fight between Chuck Norris and John Cena?
18. If a building is on fire, would you save your sibling or four strangers?
19. Would you rather shed your skin like a snake every morning or wake up every morning being bitten by a snake?
20. If someone with multiple personalities threaten to kill themself, is it considered a hostage situation?
21. Would you rather only be able to whisper or only be able to shout every word you say?
22. If you built a time machine but could only choose between visiting the past or going to the future, which would you choose?
23. If you won a million dollars, what would you spend it on?
24. Do crabs think humans walk sideways?
25. What would happen if the unstoppable force met the immoveable object?
26. How can something be new and improved at the same time?
27. Would you rather be a crouching tiger or a hidden dragon?
28. Would you trust the secret squirrel with a secret?
29. Would you rather have world peace or end world hunger?
30. If you could go back in time to uninvent something which invention would you erase?
31. If you could choose one element to control, which would you choose?
32. What do you do when you see an endangered animal eating an endangered plant?
33. How many times do you use a disposable razor?
34. Why, in a country of free speech, are there phone bills?
35. Why do we wash bath towels? Aren’t we clean when we use them?
36. If nothing ever sticks to Teflon, how do they make Teflon stick to the frying pan?
37. Why is the word abbreviation so long?
38. Is there another word for synonym?
39. If you try to fail, and succeed, which have you done?
40. Is cereal soup? Why or why not?
41. If peanut butter wasn’t called peanut butter, what would it be called?
42. What sport would be the funniest to add a mandatory amount of alcohol to?
43. What would be the creepiest thing you could say while passing a stranger on the street?
44. If someone asked to be your apprentice and learn all that you know, what would you teach them?
45. If you were held at gun point and told that if you didn’t impress them with your dance moves you would be killed, what dance moves would you bust out?
46. What would be the coolest animal to scale up to the size of a horse?
47. What mythical creature would improve the world most if it existed?
48. Is a hotdog a sandwich? Why or why not?
49. What would happen if everyone on earth jumped at the same time?
50. If you had to flee the country, where would you go and why?
51. If you could read minds, how would you use the ability?
52. If money can’t buy happiness, could you be happy without money?
53. What if you didn’t need sleep, how would you use the extra hours?
54. Who would you be if you weren’t you?
55. If you could plan a perfect day, what would it look like?