Top 170+ Personal Questions to Ask a Guy You Are With

Personal questions offer a genuine and respectful way to know someone in a better way.

If you want to have open and honest discussions with the guy you like or someone who is your friend or even your cousin with personal questions that go beyond the surface, here we’ve compiled the list of best personal questions to ask a guy – this is the list all you need.

From childhood memories to future ambitions this list of questions will give you insight into his character so you can know him better and deeper.

Personal Questions to Ask a Guy

1. What’s your favorite childhood memory?

2. Have you ever ghosted a girl and why?

3. Do you have any unresolved issues with your family?

4. Are you religious?

5. What’s the nicest thing you’ve ever done for somebody?

6. How many girls have you told “I love you”?

7. What’s something you’ve always wanted to do that’s scary?

8. Are you more of an introvert or extrovert?

9. What makes you feel the most confident?

10. What’s the biggest compliment someone have ever given you?

11. How often do you feel overwhelmed?

12. When was the last time you cried?

13. Did you have any siblings?

14. What one thing in your life do you regret the most?

15. Do you think you would be a good parent someday?

16. What are some non negotiable boundaries you have?

17. What’s your best quality?

18. What’s your favorite way to relax after a hard day?

19. What’s your attachment style?

20. Is there anything you would change about yourself if you could?

21. What’s the angriest you’ve ever been?

22. Does being rich and famous appeal to you?

23. What do you think your best quality is?

24. Have you ever had a girlfriend come between you and your friend group?

25. What were you most afraid of?

26. What’s your favorite childhood memory?

27. What did your childhood bedroom look like?

28. If you were going to let a girl down easy, what would you say to her?

29. Where do you feel the safest?

30. What was your last big fight about?

31. Who did you look up to the most and why?

32. How do you deal with conflicts in your life?

33. Do you see me in your future?

34. What is your biggest regret?

35. What’s your dream travel destination?

36. Are you still close to an ex-girlfriend?

37. What’s one thing you’d like to change about yourself?

38. Are you good at giving advice?

39. How do you handle disappointment?

40. Do you want kids? Why or why not?

41. What are you most afraid of?

42. What will immediately disqualify a potential SO?

43. What are you most thankful for?

44. Have you ever dated a friend’s ex?

45. Have you ever read a book that changed your life?

46. Have you ever had a falling out with a friend? Can I ask what happened?

47. What does self-care look like for you?

48. Who do you want to be more like?

49. Have you ever cheated on someone?

50. Do you have a retirement destination in mind?

51. Who was your first kiss?

52. Have you ever lost someone close to you?

53. What’s the most important thing in your life?

54. What’s the most meaningful compliment you’ve received?

55. Have you ever done anything illegal?

56. What accomplishment are you most proud of?

57. Have you ever told a small lie that spiraled out of control?

58. Is there anything you would change about your childhood?

59. Are you still close with your childhood best friend?

60. Who is your biggest role model?

61. What’s your relationship with your parents?

62. Would you rather spend the day at an art, history, or science museum?

63. What’s your favorite way to stay physically active?

64. What makes you happy?

65. What’s your favourite childhood memory?

66. What’s your relationship like with your parents?

67. What are your long-term career goals?

68. How important is autonomy in your relationships?

69. What do you want for yourself in five years? In 10 years? 25 years?

70. If you could have any superpower, what would it be?

71. What’s the hardest thing you’ve ever gone through?

72. Which of your physical features are you most proud of?

73. Do you have any big regrets in life?

74. Do you want to have kids?

75. Tell me a secret.

76. How do you handle change in your life?

77. How would you describe your sense of humor?

78. What’s your proudest accomplishment?

79. How do your best friends describe you?

80. Do you ever want to get married?

81. Do you believe in soulmates?

82. Are you a spiritual person?

83. Were you closer with your mom or your dad?

84. What’s your favorite childhood TV show?

85. When was the last time you really panicked?

86. How do you feel the most appreciated?

87. What do you value most in a friendship?

88. What age were you when you had your first kiss?

89. What’s one of your favorite memories growing up?

90. What chokes you up when you think about it?

91. What’s the biggest thing you’ve ever given up?

92. Do you trust easily?

93. What’s your favorite thing about yourself?

94. What’s the biggest lie you’ve ever told?

95. What’s something you’ve never told your family about?

96. Do you believe in a higher power?

97. What are you most grateful for?

98. What did you learn from your last relationship?

99. How do you hope people remember you?

100. How do you define success?

101. What fact do you try to ignore?

102. Who inspires you the most?

103. What was your childhood like?

104. What’s your go-to comfort food?

105. What’s your favorite way to show kindness to others?

106. Which is more important: love or money?

107. What’s your biggest fear?

108. What makes you stressed?

109. How do you stay motivated and focused on your goals?

110. What would you tell your child self?

111. What makes you emotional?

112. What’s the most important lesson you’ve learned so far?

113. What is a controversial opinion do you have?

114. If you could meet any historical figure, who would it be?

115. What’s the most challenging thing you’ve overcome?

116. Do you ever feel depressed?

117. What’s your relationship to religion?

118. Do you consider yourself an introvert or an extrovert?

119. What’s a secret you’ve never told anybody?

120. What were you like in high school?

121. What’s your favorite type of music?

122. Do you want a big family someday?

123. Can you tell me a secret you haven’t told anyone?

124. What parts of yourself are you working on right now?

125. How would you describe your childhood?

126. What’s your most prized possession?

127. Why did your last relationship end?

128. What makes you feel safe?

129. What’s your biggest regret?

130. What are you most passionate about?

131. What’s your favorite way to relax and unwind?

132. Are you close to your family?

133. What holidays did your family really go all out for when you were growing up?

134. Have you ever been in love?

135. Do you want kids and if so, how many?

136. What’s the nicest thing anyone has ever done for you?

137. What’s the most adventurous thing you’ve ever done?

138. What do you see yourself doing in five years?

139. If you could get one do-over, how would you use it?

140. What’s been your highest point in life so far?

141. How adventurous are you? Give some examples.

142. Are you close with your siblings?

143. What is one thing you would change about yourself?

144. What’s the biggest risk you’ve ever taken?

145. Would you rather live in the city, suburbs, or country?

146. What’s on your bucket list?

147. Who’s your biggest inspiration?

148. Are you a morning person or a night owl?

149. How often do you see your family?

150. Where do you go when you want to be alone?

151. What’s difficult in your life right now?

152. What is your greatest life goal?

153. How do you handle stress and pressure?

154. Do you have any hidden talents?

155. How do you handle setbacks and failures?

156. What book had a significant impact on you?

157. What do you want to do in retirement?

158. What’s the biggest life lesson you’ve learned so far?

159. What’s been your lowest point in life so far?

160. Are you close to your parents?

161. Were you insecure about anything as a child?

162. How politically involved are you?

163. Are you happy with the person you are?

164. Do you have a favorite quote or mantra?

165. What was the last song or movie that made you emotional?

166. How do you want to be viewed as a parent?

167. Do you have any difficulties expressing your emotions?

168. What’s a question you wish more people asked you?

169. What’s your favorite part of your typical day?

170. How long does it take you to open up to someone?

171. What isn’t real that you desperately wish was?

172. What was the most awkward conversation you ever had with someone?

173. What’s your opinion on cheating? Does it ruin everything or can people bounce back?

174. What’s the most spontaneous thing you’ve ever done?

175. What is your greatest passion in life?

Read More

Must Read

Related Articles