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150+ Personal Questions to Ask a Guy to Get Him to Open Up to You

When you’re nervous and he doesn’t open up easily, you need some personal questions to ask a guy. Use these tips to learn more about him!

Personal Questions to Ask a Guy

Getting to know a guy can be difficult without knowing the right type of personal questions to ask a guy. Many guys are hesitant to open up for all sorts of reasons.

But, until they begin to open up and become vulnerable around you, you struggle to feel comfortable as well. This only makes your nerves and anxieties worse and prevents you from getting to know each other.

Now, if you want him to trust you enough to answer these personal questions, you can’t just roll these off in a long list and put a check next to the ones he’s answered. Y

ou really need to take your time and have a conversation with him. You should be open-minded and really listens to his responses and interact, instead of judging him or turning these questions into an argument.

Approach his answers being nonjudgmental and be willing to open up yourself. Vulnerability, trust, and openness in a relationship should come from both people. 

If you’re looking for the perfect personal questions to ask a guy, go right ahead and try these, you’ll know more about him than you can ever ask for. But if you’re looking for a few other questions too, we have a list for every kind!

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The best 150 personal questions to ask a guy

Whether you’re already a couple or hoping that is the path you’re headed towards, these personal questions to ask a guy will help you both to open up.

1. What was your favorite thing about being a kid?

2. What are you the proudest of yourself for?

3. What is your relationship like with your mom? [Read: Mommy issues in men: What it is and the signs to look for in a guy]

4. Do you wish you could change something about your past?

5. How do you handle stress? 

6. Do you get angry easily?

7. Do you think women and men should be treated equally? 

8. What TV character do you relate to the most? 

9. If you could change one thing about yourself, what would it be? 

10. What embarrasses you the most?

11. What was your first relationship like?  [Read: 94 seriously deep, revealing questions to ask a guy & get to know him ASAP]

12. What is your biggest fear?

13. Do you want to have a family one day?

14. Do you struggle with self-confidence? 

15. Do you feel you aren’t masculine enough?

16. Do you think you’ve been affected by toxic masculinity? [Read: Disrespectful boyfriend: Subtle signs and the best ways to deal with him]

17, If you saw another guy disrespecting or harassing a woman, how would you react?

18. Are you afraid to show your emotions? 

19. When was the last time you cried? 

20. Who do you trust the most in your life?

21. Do you have a good relationship with your dad?

22. Do you think having a cat is feminine?

23. Where do you see yourself in 20 years?

24. What would your perfect day consist of?

25. Do you live your life by a specific set of rules?

26. What do you think the biggest problem with humanity is?

27. Do you think you’ve ever been discriminated against?

28. How important is your religion to you?

29. What stresses you out?

30. Have you ever seen a therapist? Or wanted to? Why haven’t you? [Read: 30 weird facts about guys, their deviant mind, crushes & love life]

31. What do you think women have to deal with that men don’t?

32. Are you close with your father?

33. What are your main priorities in life?

34. What makes you smile?

35. When was the last time you did something crazy? What was it?

36. Did you enjoy school? Why or why not?

37. Have you ever bullied anyone??

38. Is it hard for you to admit you’re wrong?

39. What about yourself do you dislike?

40. What do you do when you’re having a bad day? [Read: How to let a guy know you’re interested without appearing overeager]

41. What are you most proud of yourself for?

42. Where do you feel the safest?

43. What do you believe happens when you die?

44. Do you believe in God?

45. Is it okay to break the law? When? Why?

46. Do you believe there are aliens? Do you think we’ll ever meet them?

47. Do you think you are reliable?

48. What’s the first thing you notice in a girl?

49. How do you feel about social media’s role in our daily lives?

50. Do you think famous people deserve to be criticized by the public?

51. Did you ever want to be a cop?

52. Do you believe in ghosts?

53. Is it hard for you to trust people? [Read: Misogynistic men: What it is, 48 signs & psychology of a sexist women hater]

54. Who is your closest friend and why?

55. Do you think you drink too much?

56. Do you live a healthy lifestyle?

57. What do you hate?

58. Have you ever been cheated on?

59. How do you feel about divorce?

60.
Do you trust the government?

61. Do you consider yourself to be self-aware? [Read: 75 HUGE signs to tell if a guy likes you & ways to make him like you more]

62. Do you wish you could talk to your friends about deeper and more personal things than you do?

63. Who do you go to when you need advice?

64. Is there a movie or song that always makes you tear up?

65. What’s a hobby you love but you’ve never given yourself a chance to really explore?

66. Have you had a near-death experience? What was that like?

67. Is the environment important to you?

68. Are you guilty of being prejudiced?

69. Do you think it is possible to be unbiased?

70. Do you think it is possible to have too much power?

71. Would you want to be famous? 

72. Do you watch the news? Why or why not?

73. Do you have a hero? Who is it? [Read: 94 super cute questions to ask your boyfriend for a fun, happy conversation]

74. What is something you always complain about?

75. Do you resent your parents for anything?

76. What do you worry other people think about you?

77. Do you struggle with anxiety or depression?

78. What offends you the most?

79. If you were in an accident, would you want to be kept alive on life support?

80. When you die, do you want to be cremated, buried, or something else? [Read: 30 ways to get to know someone, open up to them & create a genuine bond]

81. What is something a lot of people like but you don’t?

82. Do you think you are stubborn or open-minded?

83. Do you want to be a parent?

84. Do you trust your gut?

85. Do you think the internet is ultimately good or bad?

86. What have been the most impactful moments in your life so far?

87. What is your biggest guilty pleasure? Why does it make you feel guilty?

88. Do you think there is an ideal body type?

89. Are you insecure about your body?

90. Is there anything you don’t do in fear of being seen as gay or feminine? Why? 

91. Do you think you are a product of your environment or biology? Or both?

92. Do you think women have more pressure on them about their appearance than men?

93. Which of your parents do you have the most in common with?

94. What characteristics do you admire in others? [Read: 80 tips, rules & examples to text a guy first & start a fun text conversation]

95. Describe your ideal partner.

96. Do you think you take enough pictures?

97. Do you think you’re good at communicating?

98. What is the hardest part of being in a relationship?

99. Do you consider yourself to be adventurous?

100. Do you pray?

101. Are you ever worried you’re bad at sex?

102. Are you a feminist? [Read: 19 inspiring male feminist ideas from men around the world]

103. How old do you think you’ll live to?

104. Are you afraid of dying?

105. Do you think doctors really have your best interest at heart?

106. Have you ever been in love before?

107. Would you let your parents live with you in the future if they couldn’t live alone?

108. What are your goals for this year?

109. Would you consider yourself a romantic?

110. How do you feel about cancel culture?

111. If you had the opportunity to see your future, would you take it? [Read: How to show a guy you like him & charm him while being a real tease]

112. How have you changed in the last year?

113. If you could fix any problem in the world, what would it be?

114. How does someone lose your respect?

115. What is the worst thing about being male?

116. What do people assume about you that isn’t true?

117. If you could design your home without money being an issue, what would be in it?

118. Which celebrity would you trust as president?

119. What would you like to know more about? [Read: How to get guys to like you without compromising who you are]

120. Do you wish you could apologize to someone who is no longer in your life?

121. Do you think people respond better to positive or negative reinforcement?

122. What is the first thing you notice about a new person?

123. What have you spent a lot of money on that wasn’t worth it?

124. Do you wish you were more open-minded?

125. What makes someone successful?

126. What irrational fears do you have? [Read: 26 ways to get a guy’s attention on instagram without using your body]

127. Do you think there is such a thing as a truly selfless act?

128. How would you define “gentleman”?

129. What famous villain was misunderstood?

130. What celebrity have you met that impressed you or disappointed you?

131. Do you think we give too much praise to athletes?

132. Are you competitive? [Read: 32 flirty & deep would you rather questions for couples to connect better]

133. What is something you did once or used to do that you’ll never do again?

134. What should everyone try at least once?

135. What makes you lose all patience?

136. If someone says an inappropriate joke, do you ignore it or call them out?

137. What compliment have you never forgotten? And who said it?

138. What is the background on your phone?

139. If you could haunt people after you die, would you?

140. What movie is overhyped?

141. If you knew it was your last day on earth, what would you do? [Read: How to flirt with a shy guy: 15 baby steps to help him talk to you]

142. When you see a homeless person, what is the first thought that crosses your mind?

143. Do you think psychics are legitimate?

144. Do you think you can really be too old for something?

145. What first-world problems do you find the most frustrating?

146. Is emotional or physical pain worse? [Read: 50 best relationship topics & things to talk about in a relationship]

147. If you could start your life over from scratch with all your current memories, would you?

148. What is something people talk about too much?

149. What about getting older are you looking forward to?

150. What brings you peace?

Remember, these personal questions to ask a guy should all be asked with respect and patience. If he doesn’t want to answer, don’t pressure him. Getting a guy to open up to you can be difficult, but it shouldn’t be forceful. You want him to feel comfortable with you.

These personal questions to ask a guy should be used in a trusting environment with understanding and honesty at the forefront. If that is the case, you can dig deeper and really get to know him.

Check out these articles next to be the catch every girl dreams of!

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31 classy, cool ways to make a guy go crazy over you & crave for you

Are we just friends or is he interested? 16 signs to read his mind

20 wily secrets to make a man chase you & get him to fall hard for you

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Preeti Tewari Serai
Preeti Serai
Preeti, the founder of LovePanky, is an eternal optimist and believer in the beauty of love and life. With an exhaustive experience in love, relationships, and ...