50 Questions To Ask Someone If You Wanna Know Who They Really Are

1. What is your favorite book?

2. Does your job make you happy?

4. Why did your last relationship end?

5. Whats 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?

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?

12. Whats something you cant go a day without doing?

13. Whats the most spontaneous thing youve done lately?

14. Whats the craziest thing youve ever done for love?

16. Why do you think youre still single?

17. What accomplishment are you most proud of?

18. What is one dream you have yet to accomplish?

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 youve overcome?

24. Whats the most exciting thing thats happened this past year?

25. Whats your favorite beer?

26. Whats one thing that bothers you most about the world today?


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?

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?

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?

40. Whats closest you’ve ever come to being arrested?

41. What was your best birthday?

43. Wheres one place youd like to go that you havent been?

44. What was the last book you read? And When?

45. Where do you usually get your news?

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?

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