All Questions

  1. Have you ever stolen clothes from a friend or partner?
  2. What is your most memorable experience from college?
  3. If we had a kid together, what attributes would you hope they would get from each of us?
  4. How important are birthdays and anniversaries to you? How do you like to celebrate?
  5. Would you rather vomit on your hero or have your hero vomit on you?
  6. Would you rather have to wear stilettos to sleep or have to wear slippers everywhere you go?
  7. Would you rather go back to kindergarten with everything you know now or know now everything your future self will learn?
  8. Would you rather throw the best parties but have to clean up the mess by yourself or never go to a party again?
  9. Would you rather eat chocolate on pizza or never eat chocolate ever again?
  10. What food/drink do you feel like people just pretend to like?
  11. Who is the bride-to-be’s/groom’s #1 celebrity crush?
  12. In what ways are you similar to your parents? In what ways are you different?
  13. What would it take to remove the biggest obstacle between you and your goals?
  14. Do you believe in fate? If so, name an experience that has validated it.
  15. What kinds of things do I get emotional about?
  16. What’s your favorite dirty talk?
  17. What hobby or interest that women have is the biggest red flag to you?
  18. What’s the most disturbing thing you’ve done in a dream?
  19. How do you waste time?
  20. Does your family have a certain culture / set of shared values around health? If so, what are they?
  21. What is your favorite story about your grandparents?
  22. What was the best year of your life? The worst?
  23. What do you do on your commute to/from work?
  24. Do you believe you will accomplish your dreams? Why or why not?
  25. What ratio “parent vs friend” were your parents to you growing up?
  26. What were your dreams like as a child? How often did you have nightmares?
  27. Which of you has more unread emails in their inbox right now?
  28. What’s something that turns you on you haven’t shared with me?
  29. Never have I ever had a crush on an SO’s best friend.
  30. Never have I ever used someone else’s toothbrush.