Having to ask personal questions about someone can be uncomfortable for anyone but it has to be done. Especially when that person is your significant other. The experience does not have to be like an interview or an interrogation. Let’s be honest. Who really enjoys being on the other end of either of the two? Here are 35 questions to make getting to know your significant other an enjoyable experience.

  1. What’s something you always wanted to do as a child but never got to do it?
  2. What is the strangest thing you’ve ever eaten?
  3. What’s your worst pet peeve?
  4. What word do you hope people use to describe you after you die?
  5. Who would you hate to see naked?
  6. If you could got back in time 1,000 years, what year would you visit?
  7. What’s the weirdest dream you’ve ever had?
  8. If you could master one musical instrument, what would it be?
  9. If someone wrote a biography about you, what do you think the title should be?
  10. What bad habit do you have that you know you need to break, but don’t really want to?
  11. How would you describe yourself in three words?
  12. If money were no object, where in the world would you choose to live?
  13. What is the weirdest scar you have and how did you get it?
  14. Has anyone ever saved your life?
  15. If you could choose your age forever, what age would you choose and why?
  16. What was your first CD and when did you get it?
  17. What is something you are currently obsessed with?
  18. If a theme song played every time you entered a room, what would it be?
  19. What is your guilty pleasure?
  20. Who is your favorite stand-up comedian?
  21. What phobias have you overcome in your lifetime?
  22. What’s the longest you’ve ever gone without sleep?
  23. What would you say is your worst trait?
  24. ……Your best trait?
  25. Can you describe your ideal vacation?
  26. What’s the strangest dream you’ve ever had?
  27. Is there anything that you to do to reduce stress?
  28. If you could become a master artist, why type of art would you make?
  29. What is one thing you’ve done that you’re most proud of?
  30. If you could relive one day of your life, which day would you pick?
  31. Which amusement park ride would you head for first?
  32. What’s one skill you’d like to learn or improve?
  33. What’s the longest you’ve ever worn a pair of jeans without washing them?
  34. For what occasion did you wear the fanciest clothes you’ve ever worn?
  35. What is a project you’d like to make with your own hands?