50 Questions To Ask Your Boyfriend That Will Bring You Closer Together

1. What quality do you most hope your future children possess?

2. What accomplishment are you most proud of?

3. Who has it easier: our generation or our parent’s?

4. What place you’ve traveled to has changed you as a person?

5. What fictional character do you most relate to?

6. What song would be the theme song if you had your own show?

7. What was your favorite book as a child?

8. What’s the scariest thing you’ve ever experienced?

9. What is your earliest memory?

10. What do you want to do differently than your parents?

11. What do you wan to do the same as your parents?

12. What is your perfect day?

13. What’s something I would be surprised to find out about you?

14. What’s an experience you never, ever want to repeat?

15. What technology can you not live without?

16. Are you closer to your mother or your father?

17. What has been the best thing about the last year of your life?

18. What has been the most frustrating thing about the last year of your life?

19. Where is your favorite place in the world?

20. Who is the best superhero?

21. How would you survive the zombie apocalypse?

22. What are you most likely to be arrested for?

23. What’s your favorite time of day?

24. What is the first thing you would do if you won the lottery?

25. What is something you’d like to change about yourself?

26. What is your funniest dating story?

27. What is the most embarrassing thing that’s happened to you?

28. What is your favorite family tradition?

29. What did you want to be when you grew up?

30. What are 3 things you want to do before you die?

31. Who was your first kiss?

32. What’s the most embarrassing song you know all the words to?

33. What do you wish you had more of in life?

34. If you could have dinner with any living person, who would it be?

35. How old do you feel like you are?

36. Do you believe in luck?

37. If you could be famous for something, what would you want it to be?

38. If you could live anywhere in the world, where would you pick?

39. What is something that you’ll never throw away?

40. How is this year better than last year?

41. What is a book that has really influence the way you think?

42. If you could be an animal, which one would you pick?

43. What is the best compliment someone could give you?

44. What’s your dream job that has nothing to do with your actual career?

45. What makes a good playlist?

46. Who in your life deserves to win the lottery the most?

47. Who was your favorite teacher?

48. What habit do you think more people should have?

49. What is your favorite smell?

50. What is the one thing you most wish you could have a “do-over” on? Thought Catalog Logo Mark

About the author

Chrissy Stockton