If you’re looking to get to know someone, it can be tricky if you’re asking standard questions that everyone always asks. These personal questions to ask a guy are designed to help create a more intimate connection and get to know them on a broader, deeper level.
We have a wide variety of topics below to help you choose the right question for the guy in your life. Relationships, sex, politics, they’re all covered below. Our collection of deep personal questions to ask a guy is perfect for getting to know someone you’ve just met, as well as getting to know a guy you’ve known for a while, or your partner better, too!
Personal Questions To Ask A Guy List
Some of them may come across as too personal. But as with our weird questions to ask a guy, if you know who you’re asking them to beforehand, you can select the most appropriate ones.
1. Are you looking for something long-term or something more casual right now?
2. Do you think both parents should work or should the woman stay at home while the man earns money?
3. Do you want children? If so, what age would you like to have them? How many would you like?
4. Do you think men and women are equal in society, and is it possible they ever will be?
5. What are your thoughts on men who become stay-at-home dads?
6. Is the career you’re doing now something you can see yourself doing for years to come, or is it a temporary job?
7. What behaviors do you consider to be a red flag when you’re dating someone?
8. How important is keeping close to family for you? Do you often attend family events, or do you make excuses to miss them?
9. Do you think someone’s looks are more important than their personality?
10. Do you think it’s healthy to spend time apart when you are in a relationship?
You might also like:
- Weird questions to ask a guy
- Questions to ask a guy you like
- Flirty questions to ask a guy
- Questions to ask a guy over text
11. What’s one trait that instantly turns you off from a person?
12. How religious is your family? Did it affect you and your outlook on life? Do you still follow the same religion now?
13. Is it necessary for you that your partner has the same interests and hobbies as you?
14. Would you like to be in a relationship with someone who’s very religious?
15. What’s the most embarrassing thing you’ve done for love?
16. Do you think you would be able to cope if you had to bring up a child by yourself?
17. What are your thoughts on online dating sites, like Tinder and Bumble? Do you think they are safe, and can you meet your soul mate on them?
18. Do you think same-sex couples should be able to adopt?
You might also like: Questions to ask your crush
19. What one thing would you like your parents to know that you haven’t told them?
20. What’s the biggest lie you’ve told someone? Were you caught out?
21. Have you ever found yourself in an awkward or uncomfortable situation involving someone close to you?
22. Do you think it’s essential to live near your family when you start your own?
23. Would it be ok if your child brought someone home who was of a different race or religion?
24. How would you react if your parents told you that you were adopted?
25. How would you propose to your future wife/husband?
26. Do you think men need to open up more about their mental health?
27. Would you say you’re good at knowing what your partner wants?
28. If you inherited a large sum of money, how would you spend it?
29. Who was your role model growing up?
30. What are your thoughts on relationships? Have you been in one before? Do you have any fears?
31. How often did you get in trouble as a child? What was the worst situation you got into?
32. Have you ever gotten into serious trouble growing up?
33. Have you ever had a serious run-in with authority?
34. What are your biggest regrets?
35. Are you able to trust people easily?
36. Have you ever experienced a situation that felt truly restrictive or frightening?
You might also like: Questions for your boyfriend
37. What are your strengths and weaknesses?
38. What’s the craziest thing you’ve done to get people’s attention?
39. How does someone know that you want some time alone?
40. When you get angry at something, what do you usually like to do to calm down?
41. Have you ever broken someone’s heart on purpose? How did you feel about it at the time, and what do you think about it now?
42. Would you describe yourself as playful or more serious?
43. What’s been the best movie you’ve watched recently?
44. What are your views on fairness in taxation?
45. Are you into the ’60s, 70’s and 80s genres of music? If so, what’s your favorite song?
46. Were you closer to your mom or dad growing up?
47. Do you ever find yourself getting jealous of your siblings?
48. What are your thoughts on how governments fund public services?
49. If you could add anything to your life right now, what would it be?
50. How old were you when you realized your family was more important than your career?
51. What’s the most romantic thing someone has ever done for you?
52. What’s the most romantic thing you’ve done for someone?
53. Do you find it hard to say sorry?
54. Do you find it hard to forgive people even if they say sorry?
Next: Flirty questions to ask your crush
55. What’s the largest amount of money you’ve spent on something?
56. Have you ever regretted spending a lot of money on something?
57. What positive change have you recently brought to your life?
58. Have you ever struggled with managing your emotions?
59. As a child, what was your favorite toy, video game, or cartoon?
60. Did you collect anything as a child?
61. What recent memory do you cherish the most?
62. How have your ideas of attraction and compatibility changed over time?
63. Have your behaviors and habits changed over time?
64. Did you have more male or female friends growing up?
65. Did you have any experience of bullying growing up?
66. Have you ever gone through a difficult or frightening experience?
67. Are your parents still married?
68. Are your parents still alive?
69. What personal insecurities have you worked hardest to overcome as an adult?
70. Do you have any stepbrothers or sisters?
71. Did you grow up close to both of your parents or guardians?
72. What helped you realise you were ready for a serious relationship?
You might also like: Online dating questions
73. What made a romantic moment feel meaningful to you for the first time?
74. How do you think taxes should be shared across society?
75. Who was your most influential teacher or professor? Why did you admire them?
76. What quality makes you the person you are?
77. Do you have any secrets that you haven’t told me?
78. What do you find unattractive in people?
79. What hobby would you like to try if money and time were no issue?
80. What highly anticipated movie did you not like?
81. Do you think you will settle down with someone one day?
82. How many pets would you like to have?
83. Have you ever pretended to be someone you’re not?
84. Do you consider yourself more important than most people?
85. What type of wedding would you like?
86. Would you prefer to live in the city or the countryside?
87. Is getting married important to you?
88. What age would you like to retire?
89. What would you like to do in your retirement?
90. How much money would you need to live on when retired?
Next: Questions to ask a guy to know his intentions
91. What country would you like to retire to?
92. Have you ever questioned or explored your identity?
93. Would you mind if your child said they were gay?
94. What aspects of life frustrate or discourage you the most?
95. Do you ever think deeply about life and mortality?
96. Do you think that you will be together with loved ones after you die?
97. Would you try to dictate what your child/children did with their lives?
98. Would you want your child/children to work to contribute to the household bills as soon as possible?
99. At what age would you let your child/children live with you until?
100. Would you ever consider moving back in with your parents if things got tough?
101. Have you ever gone through a financially stressful period?
102. Have you ever had to completely reset your finances?
103. Have you ever taken out a loan or credit card?
104. What steps do you take to manage stress?
105. What’s your view on wars breaking out over different religious beliefs?
106. What traits do you look for in someone?
107. Do you prefer to avoid conflict or run toward it?
108. Are you someone who can compromise, or does it always have to be your way?
You might also like: Random questions to ask a guy
109. Do other people affect your opinions and thoughts?
110. Would you like me to give you more space or more support?
111. Have you ever been in a life-and-death situation?
112. Do you have any habits that have stopped you from meeting new people?
113. Do you feel comfortable in your body?
114. What would you change about your body if you could?
115. Have you ever said something intentionally to get a reaction from someone? How did you feel after it?
116. Do you think you’re a flirty or shy person?
117. What makes you feel closest to someone in a relationship?
118. Why are men so cautious about talking about their mental health?
119. Have you ever been to counseling?
120. Have you ever been to confession?
121. Have you ever dealt with the lasting effects of a very stressful experience?
122. Are you persistent when you want something?
123. Do you give up on things easily when times get tough?
124. What are your thoughts on how media influences people’s expectations of relationships?
125. How do you feel about boundaries and respect in social or nightlife settings?
126. Do you ever think about your ex?
Next: Questions girls are afraid to ask guys
127. How do you usually deal with jealousy or insecurity in relationships?
128. What are your views on different types of work and societal roles?
129. What are you looking forward to this year?
130. What’s going to be your New Year’s resolution?
131. What are you scared tomorrow will bring?
132. What are the little things in life that always make you smile?
133. Who inspires you most in your life right now?
134. Have you ever lost money on an investment?
135. What activity do you like doing alone?
136. Do you need to be constantly reassured that the work you’re doing is correct, or can you work on your own initiative?
137. Are you someone who shows affection easily?
138. How important is personal hygiene to you?
139. What helps you feel most emotionally connected and fulfilled in a relationship?
140. What is the best compliment you’ve received from someone?
141. Do you feel grateful for your life so far? How do you show gratitude?
142. What’s your signature dance move?
143. How do you usually show interest in someone you like?
144. Do you ever dance in front of the bathroom mirror?
145. Is there a movie/book you’re embarrassed to say you like?
146. What superpower would you like to have and why?
147. What would you be most likely to protest about?
148. Would you change to a plant-based diet if it meant saving the world?
149. What physical or non-physical traits do you find most attractive in a partner?
150. What would you want it to be and why if you woke up with a skill or talent?
Looking For More Questions?
Funny questions to ask a guy – Lighten the mood between the two of you with these fun questions!