Here're random questions to ask a guy. Answers to these questions can help you know you guy better. It's best to take the answers casually without being overly judgemental or the purpose would be lost. The idea is to know you boyfriend better, not to break up with him!
1) Do you enjoy your job? What would you do in life if money was not a constraint?
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2) Are you a morning person or a night person?
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3) Is there anyone in the world you love so much that you could give your life for them?
4) If you had the power to just utter a word and kill someone - no one would find out and you would not be charged with a crime, who would you kill and why?
5) Do you have a role model - someone you want to emulate? Whom do you admire the most?
6) Do you contribute to any charity? What is the largest amount you have ever given to any charity?
7) Are there any causes you strongly believe in?
8) If you won a million dollars in a lottery, what would you do with it?
9) If you knew you had only 2 weeks to live and death was imminent what ae the regrets you would have? Why haven't you done anything about those regrets? How would you spend those two weeks?
10) Is there someone from the past you really miss and would like to locate?
11) Who was your first love?
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12) Who was the first person you ever kissed?
13) If someone gave you $1,000 and asked you to kill a butterfly by burning it alive in the flame of candle, would you do it?
14) If you could take a year off an go travelling, where would it be?
15) Which sports do you play or watch?
16) Which is your favorite Comic book character? What do you like about him/her?
17) If you could relive the last five years of your life, what would you change?
18) Are you a virgin? Who did you lose your virginity to?
19) Do you watch porn? How would you react if you found your girlfriend or wife was into porn?
20) Are there any fears you have that you would like to get over?
21) Do you find yourself prejudiced or biased in any area?
22) Tell me five of your pet peeves?
23) If a genie granted you 3 wishes, what would you ask for?
24) Would you marry someone much richer or much poorer than you?
25) If you could marry someone who was 80 years old and a billionaire wth virtually a certainity of inheriting hundreds of millions of dollars on their demise, would you do so? What if the person were 70?
26) If you could have sex with any three people you chose, who would they be?
27) When you meet someone of the opposite sex, what do you first notice about them? Which are the parts of their body that you notice?
28) Have you ever dated two girls at once without either of them being the wiser about it?
29) Have you ever been arrested or charged with a crime?
30) Have you ever used being drunk as an excuse for doing or saying something?