100+ Funny Questions to Ask a Guy That Are Nothing But Fun

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A complete list of funny questions to ask a guy you like and get to learn a lot about them.

If you are looking for a set of funny questions to ask a guy, this article gives you some of the best.

They are not only funny but unique and ideal for you to ask him, have all the fun and no appear interrogative.

If you are meeting with him this weekend or later today, arming yourself with these set of funny questions is a wise thing to do.

As for the long-distance relationships, the questions are short enough for you to simply copy-paste to your favorite messaging app and still have fun asking.

You will get to learn a lot from him, his likes and dislikes in that next time you meet, you know the type of topics they are interested in.

Funny Questions to Ask a Guy

Here is your list of funny questions to ask a guy and get to know them more. They are fun, unique and easy in that they don’t need explanations for you to get the answer.

1. If you are to marry any musician, who would it be?

2. If you are to marry a celebrity, who will it definitely not be?

3. Have you ever had a prank backfire?

4. What are some of the things that matter but you still doubt in life?

5. What is your best prank? What makes it the best?

6. What is the worst job you have ever done?

7. Where did you have the most fun: high school or college?

8. Tell me a thing or two about your best friend?

9. If I asked you to make me a meal, what will it definitely be?

10. What is the funniest way to end a relationship?

11. What is the funniest line you have ever heard someone use and it worked?

12. What is the funniest booty call excuse have you ever received?

13. What is the funniest one-night stand story you have ever heard of?

14. What is the funniest excuse you have ever received for someone wanting to spend a night with you?

15. What is your best drop the mic moment you’ll never forget?

16. What kiddish things do you still do until now?

17. What is the funniest joke you have ever heard of?

18. What is the funniest business idea you have ever come across?

19. What is the best comment you have ever received in bed?

20. What is the funniest thing you ever heard that ended a happy relationship?

21. What is the ugliest climaxing face you have ever seen?

22. What is the funniest climaxing voice you have ever heard of?

23. Have you ever had a bedroom injury? What happened?

24. Have you ever blacked out while doing it?

25. Have you ever blacked someone out during the action?

26. How often do you fake it?

27. How often do you fail to to reach a climax? Why?

28. What is the worst compliment you have ever received in the bedroom?

29. Have you ever tried a new style in bed that backfired?

30. Have you ever pretended to enjoy it while you actually were not?

31. Have you ever wondered if it can fit at all?

32. Have you ever wondered if you are inside or still out and had to confirm?

33. What is the longest you have ever stayed without s#x?

34. What is your most embarrassing situation with your girlfriend?

35. What are some of the best moments you have ever had with someone you love?

36. What will you never forget about me?

37. What do you wish you could forget in your life?

38. What are some of your happiest moments?

39. What song lifts your spirit every time you hear it?

40. Which song do you wish was yours?

41. What movie title best describes our life?

42. Which movie do you wish was our life?

43. Do you remember [Insert anything here]?

44. What is the biggest lie you have ever told me?

45. Who loves more than the other?

46. Who is most likely to call for a break up first?

47. If you win a $1 million lottery today, what will you use the money for?

48. Have you ever been in love?

49. Have you ever truly loved someone deep from your heart?

50. When is the last time you purposely avoided someone who likes you?

51. Have you ever made a booty call?

52. Have you ever crushed into a party hoping to meet someone?

53. Have you ever gone to a club or a party hoping to get someone to bed?

54. What do you like that other people find strange?

55. What is the one thing that is simply unique to you alone?

56. Do you have a nickname you don’t like at all?

57. Have you ever climaxed in just a few seconds?

58. What makes you insecure?

59. Have you ever been friend-zoned by someone you really loved?

60. Do you sometimes check out on me when I walk away or towards you?

61. Have you ever been caught looking at a lady appropriately?

62. Do you have a hot cousin you wish wasn’t a cousin in the first place?

63. Have you ever crushed on a close relative?

64. Do you sometimes get nervous and sweaty in front of a girl?

65. Have you ever copied or crammed a few lines to use to win a lady?

66. Have you ever received training on how to win a lady when growing up?

67. What did you like the most in your life growing up?

68. Do you sometimes find other men appealing?

69. What if I suggest one of our friends join us in our bedroom?

70. Have you been out of the country?

71. What is the best city you have ever been to?

72. Do you sometimes wish we could attend a cultural festival in a different country with a different culture?

73. What are some of the cities and countries you’d love to go to in your life?

74. What are your expectations when it comes to love and relationships?

75. What is your most preferred love language?

76. Which part of a woman’s body are you most attracted to?

77. Are you an a$$ or b##bz guy?

78. What is in your bucket list for this year?

79. Who are your best friends?

80. What will you do if you had a million right now?

81. What life would you like to live if everything was under your control?

82. What is a lady’s thing that you strongly you can beat me at?

83. Do you have a TikTok account?

84. Have you ever tried Tinder dates? How did it go?

85. Have you ever been caught in action?

86. Have you ever walked in on someone in action?

87. Have you ever peeped or eavesdropped on someone doing it?

88. Have you ever tried preventing someone from dating a lady you like?

89. What is the worst thing someone can find on your phone or laptop?

90. If we are to exchange our phones for a day, would you approve it?

91. What is the nicest thing I have ever done to you?

92. How crazy can you be?

93. What is the craziest thing you have done in your life?

94. What is the craziest thing you can do to me if I allowed to right now?

95. Do you like these funny questions to ask a guy?

96. How likely would you suggest these funny questions to ask a guy to a friend?

97. How likely would you play these funny questions to ask a guy again?

98. Are you a music or movie guy?

99. What is your best movie of all time?

There you have a complete list of funny questions to ask a guy you like and get to know them better.

I hope you had fun.

More Questions to Ask a Guy:

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Funny Questions to Ask a Guy