Trust us, when it comes to asking a man questions, it’s easy to guess how important the questions are to him, from the way he thinks them through. If he answers immediately he hears them, he’s a joker, and shouldn’t be taken seriously. But if he ponders on them briefly, supports his answers with additional statements, and still has room to say more, then that’s a guy who means business.
This may not apply in all cases, though. Search his mind, test his intellectual prowess and his commitment to you with the questions below:
Deep Questions To Ask A Guy
1: In the next 10 years, where will I find you?
2: Apart from the field of expertise you’re already in, which other work can you do successfully?
3: Have you had reasons to doubt your creative ability?
4: What drives you toward becoming successful?
5: Who is the first person that hears about your day at work?
6: Where would you want to spend the rest of your elderly life?
7: What influenced your style of dressing?
8: Do you think you would have lived better if you weren’t raised by your parents?
9: What influenced your choice of music?
10: Who is your most revered intellectual icon?
11: If you become the president of your country, what will you change or introduce in your first tenure in office?
12: How well do you deal with disappointments?
13: Have you ever had any reason to betray anyone?
14: Can you count your career breakthroughs so far?
15: Where would you rather not visit in the world if you were given access to travel?
16: How do you assess strangers: by their dressing or manners?
17: Which one event changed your mind about humanity?
18: How do you figure out what to do when on a crossroad?
19: Have you been in an abusive relationship?
20: What’s your take on domestic abuse?
21: How do you handle unbearable people?
22: Under what circumstance would you choose peace over conflict?
23: Have you ever considered skydiving?
24: How often do you drink water in a day?
25: What is your style preference when it comes to wristwatches?
26: How well have you grown after college?
27: If you meet a psychopath now, would you be able to identify him?
28: What crucial ways will you train your children?
29: Has any life experience taught you an unforgettable lesson?
30: In your choice of a life partner, what three factors make the topmost list of your priority?
31: Which decision have you made that you wished was never taken?
32: In politics, do you think that the masses are ably represented by the ones they elected?
33: Which invention do you term the most revolutionary in the history of mankind?
34: What did you give up on, that you regretted not waiting a bit patiently for the end?
35: What is the landmark achievement that you attained, which helped you climb higher in your career ladder?
36: What time of the day are you most productive?
37: Which is better, efficiency or effectiveness?
38: Which invention on earth do you consider very unnecessary?
39: Can you forfeit wealth for knowledge?
40: Are you conversant with astrology?
Deep Questions To Ask Your Boyfriend

41: Do you believe we have a future together?
42: Have you had any cause to doubt our love?
43: Do you trust me?
44: Which challenge do you avoid having in your life?
45: What’s your biggest fear about us?
46: Can you give up your job for a move with me?
47: How much do you esteem my family members?
48: What can you let go of me for?
49: Do you think our relationship is progressing healthily?
50: Will you cherish becoming a single father?
51: What are your thoughts on extramarital relationships?
52: Tell me, do you honor me more than your dreams and aspirations?
53: What is your favorite activity with me?
54: Which food won’t you mind eating on a daily basis?
55: What will you do if I cheat on you?
56: How will you react if I exhibit any sign of jealousy when I see you with a lady?
57: Between both of us, who is the most tolerant?
58: How much do you believe that I love you?
59: What’s your most recent pet peeve?
60: When will you move from your parents’ house?
61: What’s the most appropriate time to start a family?
62: Will you be okay if I got a job outside our present location?
63: Do you think the distance between us will affect our relationship?
64: Am I your only girlfriend or one amongst many?
65: How much do you value education?
66: What offence will trigger you to beat me?
67: Were you abused as a child?
68: Will you like to be the kind of father your dad was, to your children?
69: What’s that one dream you can never give up for anything?
70: If asked to choose between us and your parents’ wish, which one will you hold onto?
71: What’s your relationship with your mom like?
72: How well do you know your friends?
73: What new thing did you learn last week?
74: Will you want a marriage based on love or one based on trust?
75: What, in your opinion, needs to change in our relationship?
76: Do you think I’m getting along well with your sisters?
77: What has changed in you ever since you met me?
78: Do you think I can disappoint you?
79: What has been your biggest achievement in life?
80: Will you ever want us to move in together before marriage?
81: If we break up today, will you miss me?
82: Can you tell me where I go wrong if I do?
83: Asides loving me, what else do you have for me?
84: Will you want me to have nothing to do with other men, given the opportunity?
85: Which of my friends do you feel more comfortable talking with?
86: What do you think can strengthen communication between us?
87: Which childhood fear of yours happened?
88: What’s your love language?
89: Are you proud of me?
90: What has our relationship denied you of?
91: Where will you want us to live if things eventually works out between us?
92: Is there any secret you’re keeping that you think I should know?
Questions To Ask Your Crush

93: What is your biggest dream in life?
94: How well do you get along with your sisters?
95: What are you the happiest about?
96: Will you ever fall in love with me?
97: Do you like my company?
98: Have you found the one you love?
99: What was your past relationship like?
100: Are you a work kind of person or a fun kind of person?
101: Are you in love with me or the idea of us together?
102: Does love scare you?
103: What do you want from life that you’re yet to have?
104: Have you ever been burned by love in the past?
105: Who is the most loving person in your life?
106: Do you have an ex?
107: Have you ever been in love?
108: Is there any hope of a relationship between us?
109: What is the singular reason why you will give up on love?
110: Do you esteem a relationship exclusive of others?
111: Are you a playboy?
112: Will we ever go out on a date?
113: When will we have a second date?
114: Do you think that I am your kind of girl?
115: After schooling, what’s next for you?
116: What attracted you to me?
117: Will you like to start a relationship with me?
118: Have you ever considered asking me out?
119: How much passion do you have for me?
120: What’s your thought on sex before marriage?
121: Do you think we can bond well as friends?
122: What do you get most excited about us?
123: If we start a relationship, what will be different from what you’ve had before?
124: Will you like us to just be friends?
125: Do you have female friends?
126: Am I smarter than you are?
127: What makes you want to talk with me?
128: Do you love partying?
129: Will you be happy if we started a relationship?
130: What’s your favorite restaurant?
131: Who do I remind you of?
132: If we don’t become a couple, will you get jealous if you see me with another man?
133: What’s your thought about our friendship?
134: Did you ever think we would start talking to each other?
135: How confident are you?
136: What line of career are you pursuing?
137: Do you believe in God?
138: What activity do you engage in during your leisure?
139: How do you handle loneliness?
Also Read: 137 Flirty Questions To Ask A Girl