50+ Funny Questions To Ask A Guy To Keep It Fun And Flirty

Dating, especially in the early stages, shouldn’t be boring. When it’s all about breathless excitement, crackling chemistry and all-night text sessions, you want to make the most of it. Asking your new crush funny, flirty questions is a great way to get to know him better while keeping the vibe fun and flirty. 

In the beginning, exploring your connection doesn’t need to be strictly serious since these early glory days can be a bit stressful for everyone. Keeping a selection of funny questions to ask a guy at the ready can be a lifesaver.

This way you’re can build a relationship while breaking the ice and having a laugh. Not sure what questions to ask? Here’s how to keep the conversation fun, light and on fire with real and funny questions to ask a guy. And there’s nothing stopping him from asking these entertaining questions right back to his lady.

50+ of Our Favorite Funny Questions to Ask a Guy

It can be hard to know what to say to your new bae. With this list of funny questions to ask a guy, you’re guaranteed to crack a smile.  

1.If you could be any condiment, which one would you be?

2. What terrible TV show do you love?

3. Who makes you laugh the most?

4. Who is your favorite Muppet?

5. What food do you love so much that it should be illegal?

6. If your life was a podcast, which one would it be?

7. What bad song represents your love life?

8. Which terrible movie do you love?

9. If your couch could talk, what would it say?

10. If you could be any inanimate object in your home, which one would it be and why?

11. If you were a DJ, what would your DJ name be?

12. If you could eat one food for the rest of your life, which one would it be and how quickly will you die from it?

13. If you were a wrestler, what would your signature move be?

14. Can you talk to me in a funny accent for the next five minutes?

15. When it comes to toilet paper, do you set the flap over or under?

16. If animals could talk, which do you think would be the rudest?

17. Which animal would be the flirtiest?

 18. People who don’t return grocery carts: heroes or villains?

19. What is the sexiest vegetable?

20. What would be your signature scent?

21. Cats or dogs? And why?

22. What is your signature dance move?

23. What’s the one superpower that you wish you had?

24. If you were a pizza, which one would you be and why?

25. What’s the worst thing you’ve ever eaten?

26. If you could be a famous person, who would you be and why?

27. Would you rather want to fly or be invisible?

28. If you could be invisible for a day, where would you go and why?

29. If you could fly anywhere, where would you go and why?

30. What’s the weirdest thing about you?

31. Would you rather dance a jig in front of people or dance naked alone?

32. Why do you think we have nipples?

33. Would you rather have noisy neighbors or nosey neighbors?

34. What is the funniest joke you know?

35. Have you ever skinny dipped?

36. What kind of club would you like to start?

37. What’s your favorite animal sound?

38. Where’s the weirdest place you had sex?

39. Which actor would play you in a movie?

40. Which character would be your sidekick?

41. What movie soundtrack would be the one of your life?

42. Would you rather fight a bear or a donkey?

43. Would you rather be itchy or ticklish?

44. Would you rather eat jalapenos for the rest of your life or a raw egg every morning?

45. What is the cheesiest pick-up line you’ve ever tried?

46. If you were to get fired from your job, how would you want to go out?

47. What’s the weirdest piece of trivia that you know?

48. What job would you want to create in the world that doesn’t exist?

49. What was the last silliest thing you did?

50. Would you rather be an ice cream scooper for the rest of your life or a hot dog vendor?

51. Would you rather have long hair or a long beard?

52. What’s something that you enjoyed as a child that you still love now?

53. If there was going to be a zombie apocalypse tomorrow, what would your role be?