111 Good Questions To Ask A Guy

111 Good Questions To Ask A Guy

Whether it’s someone you like at work or someone you’ve met at a party recently, you always want to have a repertoire of good questions to ask to keep the conversation flowing. Having some good questions to ask is a definite must if you want to get to know someone better and take things down a more serious road (to possibly dating and getting into a relationship!).

So, I’ve concocted a list of 111 questions that should ignite some great discussions and revealing conversations with the person you’re interested in.

Have fun, relax, and of course don’t be judgmental. Being judgmental will make him not want to open up to you, which is not something you want if you are thinking of getting into a relationship with him!

MORE: 50 Great Questions To Ask A Guy

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What you should do is always be attentive and have a good time finding out something new about that “guy” in your life!

1. What’s your favorite type of animal?

2. If you had to eat one cuisine for the rest of your life what would it be?

3. How many times have you gotten away with something?

4. Have you ever had any major regrets?

5. What’s the craziest thing that has ever happened to you in a relationship?

6. What is the worst thing that has ever happened to you on a date?

7. Is there anything that will make you laugh no matter what?

8. What’s the most dangerous situation you’ve ever been in?

9. What’s the scariest thing you have ever attempted?

10. What’s your favorite tv show?

11. If you could date anyone who would that be?

12. Have you ever had a celebrity crush?

13. Have you ever been forced to do something you hated?

14. Have you ever had a physical confrontation?

15. What’s the most trouble you ever got into at school?

MORE: Ask A Guy You Like These 20 Cute, Amazing Questions

16. What’s the best memory you have from childhood?

17. What’s the worst memory you have?

18. What the best thing in your life right now?

19. Have you ever been in love?

20. Is there anything you’re especially grateful for?

21. What’s your favorite movie?

22. What’s your biggest phobia?

23. If you could meet any public figure alive who would it be?

24. If you could meet any historical figure from the past who would it be?

25. What’s the biggest lie you have ever told?

26. Do you have a secret you have never told anybody?

27. What country would you move to if you were forced to leave home?

28. Who is he closest person to you in your family?

29. Do you have any weird family members?

30. Have you ever had a close experience with death?

MORE: 40 Personal Questions to Ask A Guy

31. Are you afraid of death?

32. Do you believe in the afterlife?

33. How much money would you need to make to be happy?

34. If you won the lottery what would you do?

35. What were you like in high school?

36. Were you ever bullied?

37. Would you say your family is normal?

38. What’s your favorite type of candy?

39. What’s the dumbest thing you have ever done?

40. What’s your favorite flavor of soda?

41. Is the anything about yourself you would like to change?

42. What’s your favorite physical feature about a woman?

43. What was your first sexual experience like?

44. Is there anything about yourself that you like?

45. Do you have any hidden talents?

MORE: Random Questions To Ask A Guy

46. Do you play any instruments?

47. What’s your favorite comedy?

48. What’s your biggest passion in life?

49. What’s the cringiest thing you have ever done?

50. Would you rather be rich and ugly or poor and beautiful?

51. What’s your greatest physical accomplishment?

52. Did you ever play sports?

53. What would be your dream job?

54. What would be your nightmare job?

55. Have you ever had to struggle with something emotionally difficult?

56. What’s one thing you think people say about you?

57. If you had one day to live what would you do?
58. Were you ever a religious person?

59. how many siblings did you have?

60. Did you ever have any crazy friends that have gotten into trouble?

MORE: 225+ Amazing Questions to Ask a Guy: The Ultimate List

61. What’s the best vacation you have ever been on?

62. What’s your happiest memory?

63. What’s your saddest memory?

64. Were your parents strict or liberal?

65. What are some must have qualities for a girl you’d be interested in having a relationship with?

66. If you could be the ruler of the world what would be the first thing you’d do?

67. If you could stop on horrible thing that is happening in the world right now what would that be?

68. What’s one superpower you wish you had?

69. If you were invisible for a day what would you do?

70. Would you rather be known in life and forgotten, or unknown in life and remembered forever in death?

71. What’s one trait you look for in a best friend?

72. Is there anything you want to accomplish before you die?

73. If you had to spend a million dollars in a day what would you spend it on?

74. If you could only have one drink for the rest of your life what would it be?

75. What’s your favorite weekend activity?

MORE: 20 Questions to Ask a Guy You Like to Get Closer

76. Do you believe in astrological signs?

77. Do you have any guilty pleasures?

78. If you could be born again and completely repeat your life, would you?

79. What’s your biggest pet peeve?

80. Have you ever yelled at someone?

81. What’s the meanest thing you have ever done?

82. What’s your closest experience with death?

83. Have you ever known someone that has been seriously ill?

84. Have you ever broken down in public?

85. When was the last time you cried?

86. Do you think you will be a good parent?

87. What was the biggest obstacle you have ever overcome?

88. Is there anything in your life you can’t get over?

89. What’s one thing you’d die without?

90. Could you go a month without technology?

MORE: 40 Cute and Funny Questions to Ask a Guy

91. What’s the most you have ever eaten?

92. What was the best gift you have ever received?

93. Do you like going out or staying in?

94. What the worst thing some one has done to you?

95. Do you have a favorite song?

96. Who’s your favorite musician?

97. Favorite artist?

98. Do you know what it feels like to have your heart broken?

99. How would you describe the feeling of being in love?

100. What’s the biggest turn off in the world to you?

101. Have you ever done anything ridiculous to get a girl’s attention?

102. How many times have you lied when calling in sick?

103. Who do you think ayou are the most alike?

104. What’s your idea of success?

105. Where do you think you’ll be in ten years?

MORE: 50 questions to ask a guy

106. What would the title of your autobiography be?

107. What’s the most annoying word in the world to you?

108. What your worst nightmare?

109. Has anyone ever had a major impact on your life?

110. What’s the lasting impression you want to leave on the world?

111. Do you like to read?

There you go—these questions will help you in any situation with a guy so that you never have to worry about awkward silences. Don’t put too much pressure on yourself, let the conversation flow naturally and most importantly have fun!

If you want a guy to be interested in talking to you more, it is important to know good questions to ask him! Sometimes, though, knowing questions is not enough. What do you do if he starts to lose interest, though? The #1 Thing Men Desire In A Woman…

Want to find out if he really likes you? Click here to take our quick (and shockingly accurate) “Does He Like You” Quiz right now and find out once and for all if he likes you…

Take The Quiz: Does He Like You?

16 comments… add one
  • delyth June 20, 2018, 6:01 pm

    i think his happiest memory is really a good question to ask. it will bring back those memories that he always cherishes and will surely bring a smile to his face.

  • harlow June 19, 2018, 6:11 pm

    i agree with you! these questions are a definite must! i already bookmarked this page! thanks!

  • adeline June 18, 2018, 6:16 pm

    this list should do the trick if you are looking for good questions you can ask you guy to get to know him even better!

  • carolyn June 15, 2018, 8:53 pm

    i am looking for questions like these that i could ask my guy. i am gonna make this my ultimate list!

  • angelica June 14, 2018, 9:14 pm

    wow! This is such an amazing list! Will absolutely ignite some great discussions and revealing conversations with my crush!

  • abigail June 13, 2018, 5:01 pm

    i never judge my guy, ever! that is why he never hesitate to open up to me. we also love to talk about anything under the sun. we ask each other questions that help us know each other more.

  • vinny June 12, 2018, 6:47 pm

    Do you know what it feels like to have your heart broken? – this question made my man remember his ex. i am not comfortable talking about her, honestly. but my man assured me that he has already moved on. good then.

  • caren June 11, 2018, 5:17 pm

    i am so happy i found good questions i could ask my crush. i want him to be interested in talking to me more and i am positive these questions could help.

  • grace June 8, 2018, 5:42 pm

    i can’t come up with good questions i could ask my boyfriend to know him better. glad i saw this post. it will really help me a lot!

  • paula June 7, 2018, 5:12 pm

    these are all great questions but i will only choose those that i think my guy would find interesting. there are some questions that actually bore him, honestly.

  • helen June 6, 2018, 5:27 pm

    i really want to let this guy know that i am falling in love with him but i don’t know where and how to start. maybe asking him some of these questions like “Have you ever been in love?” will give him an idea.

  • margaret June 5, 2018, 7:19 pm

    this is just what i needed! good thing i browsed your website. these are indeed good questions i could ask my guy that will lead to an interesting conversation.

  • nympha June 4, 2018, 7:55 pm

    “What’s your favorite weekend activity?” – this one is my favorite. i am an outdoor person so i would love to know if my guy is too. it will be good to know if we share the same passion.

  • diana June 2, 2018, 3:34 am

    i met this cute guy at a party and he wanted to have a date with me! i am so excited so i googled for some good questions that i could ask him to avoid awkward silences and found this article. really helpful!

  • donna May 31, 2018, 4:56 pm

    i like to read so i think the first question i would ask the guy i am dating is if he likes to read too. in that way, i could see if we are compatible.

  • frieda May 30, 2018, 4:28 pm

    wow! if these questions could really lead to dating and possible relationship then i must start asking my crush some of these! thanks for sharing!

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