110 Good Questions to Ask a Guy: Fun, Deep, and Flirty Conversation Starters

Liputan6.com, Jakarta Talking to guys can sometimes feel tricky. But don't worry! This big list of questions will help you start great conversations with any guy.

Whether you want to chat with a new friend, get closer to your crush, or learn more about your boyfriend, you'll find lots of good questions here. We've got fun questions, deep questions, flirty questions, and more. Use these to break the ice, keep talks going, and really get to know the guys in your life better!

Fun Questions to Ask a Guy

These fun questions are great for starting light, enjoyable conversations with any guy:

1. If you could have any superpower, what would it be and why?

2. What's the funniest movie you've ever seen?

3. If you could eat only one food for the rest of your life, what would it be?

4. What's the craziest thing you've ever done for fun?

5. If you won the lottery, what's the first thing you would buy?

6. What's your favorite way to spend a day off?

7. If you could instantly become an expert in something, what would it be?

8. What's the best prank you've ever pulled or seen?

9. If you could have dinner with any famous person, who would you choose?

10. What's the most useless talent you have?

Deep Questions to Ask a Guy

For more meaningful conversations, try these deeper questions:

11. What's your biggest fear in life?

12. What do you think is the meaning of life?

13. What's the most important lesson you've learned so far?

14. If you could change one thing about the world, what would it be?

15. What do you think happens after we die?

16. What's your biggest regret?

17. What do you think is the key to happiness?

18. How do you want to be remembered?

19. What's the hardest thing you've ever had to overcome?

20. What do you think is the biggest problem facing the world today?

Flirty Questions to Ask a Guy

If you want to add some flirty fun to your conversation, try these questions:

21. What's your idea of a perfect date?

22. What's the most attractive quality in a person for you?

23. Have you ever had a crush on someone you shouldn't have?

24. What's your favorite physical feature about yourself?

25. Do you believe in love at first sight?

26. What's the most romantic thing you've ever done?

27. What's your love language?

28. What's the best compliment you've ever received?

29. Do you like it when someone makes the first move?

30. What's your favorite way to show affection?

Questions to Get to Know a Guy Better

Use these questions to learn more about a guy's personality, interests, and background:

31. What's your favorite childhood memory?

32. What are your hobbies and interests?

33. What's your dream job?

34. Who has been the biggest influence in your life?

35. What's something most people don't know about you?

36. What's your biggest goal in life right now?

37. What's your family like?

38. What's the best trip you've ever taken?

39. What's your favorite book or movie?

40. What's your proudest accomplishment?

Random Questions to Ask a Guy

These random questions can lead to interesting and unexpected conversations:

41. If you could be any animal, what would you be and why?

42. What's the weirdest dream you've ever had?

43. If you could time travel, would you go to the past or the future?

44. What's the strangest food you've ever eaten?

45. If you could have dinner with any three people from history, who would you choose?

46. What's your favorite conspiracy theory?

47. If you could instantly learn any language, which would you pick?

48. What's the most useless fact you know?

49. If you had to lose one of your five senses, which would you choose?

50. What's the most embarrassing song on your playlist?

Personal Questions to Ask a Guy

These questions can help you understand a guy's thoughts, feelings, and experiences on a deeper level:

51. What's your biggest insecurity?

52. What's the hardest thing you've ever had to do?

53. What's your biggest dream that you haven't achieved yet?

54. What's something you're really passionate about?

55. What's the best advice you've ever received?

56. What's your biggest pet peeve?

57. What's the most important thing you look for in a friend?

58. What's your love language?

59. What's your biggest fear in a relationship?

60. What's something you've always wanted to try but haven't yet?

Funny Questions to Ask a Guy

Lighten the mood and get some laughs with these funny questions:

61. If you were a vegetable, what vegetable would you be?

62. What's the worst haircut you've ever had?

63. If you had to wear one outfit for the rest of your life, what would it be?

64. What's the most embarrassing thing that's ever happened to you in public?

65. If you were a superhero, what would your lame superpower be?

66. What's the weirdest thing you've ever eaten?

67. If you could have any animal as a pet, no matter how big or dangerous, what would you choose?

68. What's the worst dance move you've ever attempted?

69. If you had to change your name, what would your new name be?

70. What's the most ridiculous thing you've ever bought?

Questions to Ask a Guy Over Text

These questions work well for text conversations:

71. What's the best thing that happened to you today?

72. What's your favorite emoji?

73. If you could be anywhere right now, where would you be?

74. What's the last song you listened to?

75. What's your go-to comfort food?

76. What's the best meme you've seen lately?

77. If you could have any celebrity as your roommate, who would it be?

78. What's the last thing that made you laugh out loud?

79. If you could only use three apps on your phone, which ones would you keep?

80. What's your favorite way to relax after a long day?

Questions to Ask Your Crush

If you're talking to someone you like, try these questions to get to know them better:

81. What's your idea of a perfect date?

82. What's the most romantic thing someone has ever done for you?

83. What's your favorite way to spend a weekend?

84. What's something you're really passionate about?

85. What's your favorite childhood memory?

86. If you could travel anywhere in the world right now, where would you go?

87. What's the best concert you've ever been to?

88. What's your favorite movie of all time?

89. What's the craziest thing on your bucket list?

90. What's your biggest dream in life?

Questions to Ask Your Boyfriend

For couples looking to deepen their connection, try these questions:

91. What's your favorite memory of us together?

92. What's something you've always wanted to try with me?

93. How do you think we've grown as a couple?

94. What's your favorite thing about our relationship?

95. What's something you'd like us to work on together?

96. Where do you see us in five years?

97. What's the best way for me to show you I care?

98. What's your favorite thing about me?

99. What's a new hobby or activity you'd like us to try together?

100. What's your idea of a perfect day spent together?

Icebreaker Questions for Guys

These questions are great for starting conversations with new people or in group settings:

101. If you could have dinner with any famous person, dead or alive, who would it be?

102. What's the best trip you've ever taken?

103. If you could instantly become an expert in one thing, what would it be?

104. What's the most interesting fact you know?

105. If you could live in any TV show world, which one would you choose?

106. What's the best piece of advice you've ever received?

107. If you could have any job in the world, what would it be?

108. What's your favorite childhood game or toy?

109. If you could meet any historical figure, who would it be and why?

110. What's the most adventurous thing you've ever done?

Remember, these questions are just starting points. The best conversations often come from follow-up questions and sharing your own thoughts and experiences too. Don't be afraid to go off-script and let the conversation flow naturally. The key is to show genuine interest in getting to know the other person.

Also, it's important to read the situation and the person's comfort level. Some questions might be too personal for early conversations or certain settings. Always respect boundaries and be willing to change the subject if someone seems uncomfortable.

Lastly, remember that good conversation is a two-way street. Be ready to answer these questions yourself and share your own stories and opinions. The more you open up, the more likely others are to do the same.

With these questions in your conversation toolkit, you'll be well-equipped to start engaging talks with any guy, whether he's a new acquaintance, a potential romantic interest, or a long-time friend or partner. Happy chatting!

Asking good questions is a great way to get to know someone better and have interesting conversations. This list of 110 questions gives you lots of options for talking to guys in different situations. From fun and silly questions to deep and personal ones, you can use these to start chats, keep talks going, and learn more about the guys in your life.

Remember, the best conversations happen when both people share and listen. Don't just ask questions â be ready to answer them too! And always pay attention to how comfortable the other person seems. Some questions might be too personal for new friends or certain settings.

With practice, you'll get better at choosing the right questions for each situation. The most important thing is to be genuinely interested in getting to know the other person. Whether you're talking to a new friend, a crush, or your boyfriend, these questions can help you have great conversations and build stronger connections. So go ahead and start asking â you might be surprised by what you learn!