1. What is your favorite book?
2. Does your job make you happy?
3. What did you want to be when you were younger?
4. Why did your last relationship end?
5. What’s been your biggest mistakes so far in life and what did you learn?
6. Where is your favorite place in the entire world to go?
7. What is your top five favorite movies?
8. What are some of your favorite songs?
9. What qualities do you admire about your parents?
10. How would you describe your best friend?
11. What’s your favorite hobby to do alone?
12. What’s something you can’t go a day without doing?
13. What’s the most spontaneous thing you’ve done lately?
14. What’s the craziest thing you’ve ever done for love?
15. What’s your biggest pet peeve?
16. Why do you think you’re still single?
17. What accomplishment are you most proud of?
18. What is one dream you have yet to accomplish?
19. What is your greatest fear?
20. What are three things you value most about a person?
21. Who are five people you are closest with?
22. What is the greatest struggle you’ve overcome?
23. If you could live anywhere in the world where would it be?
24. What’s the most exciting thing that’s happened this past year?
25. What’s your favorite beer?
26. What’s one thing that bothers you most about the world today?
27. Who are you closer with your mom or your dad?
28. If you could change one thing about yourself what would it be?
29. If you could change one thing about the world what would it be?
30. Who was your favorite teacher and why?
31. What sport did you fall in love with?
32. What is the weirdest thing about you?
33. What was your longest relationship?
34. What would your best friend say is your best quality?
35. Who is your favorite historical figure?
36. What made you choose the college you went to?
37. If you could tell your former self one thing right now what would it be?
38. What food could you not live without?
39. Dogs or Cats?
40. What’s closest you’ve ever come to being arrested?
41. What was your best birthday?
42. What’s one thing you wish you knew how to do?
43. Where’s one place you’d like to go that you haven’t been?
44. What was the last book you read? And When?
45. Where do you usually get your news?
46. What are some of your own personal goals in the next 5 years?
47. What would you consider your greatest accomplishment so far?
48. If you could get away with anything that you do?
49. Who is your greatest hero?
50. What’s the greatest risk you’ve ever taken?