All Questions

  1. Generally speaking, do you like or dislike surprises?
  2. What one word do you think the people who know you best would use to describe you?
  3. In what ways are you frugal? In what ways do you have expensive taste?
  4. What is the bravest thing you’ve ever done?
  5. How are you at setting personal boundaries with people on a scale of 1-10?
  6. Describe the worst day you’ve ever experienced.
  7. Why did you fall in love with your first love?
  8. Who takes longer to get ready? By how wide a margin?
  9. What causes are you most passionate about?
  10. Generally speaking, do you prefer an adventurous vacation or a relaxing vacation?
  11. Were you happy with your family size and birth order growing up?
  12. What is sacred to you?
  13. What categories do I most push you in? Where do you want me to push you more?
  14. What kinds of things tend to make you angry?
  15. What rejection hurt you the most?
  16. What do you think would shock the younger you most about the older you?
  17. How much would someone have to pay you to be on the bachelor / the bachelorette?
  18. How PDA are you in a relationship on a scale of 1-10?
  19. What is something you really resent having to pay for?
  20. What is your hottest take about the differences between men and women?
  21. If you could only keep three apps on your phone which would you keep? (Pre-loaded apps like Messages / FaceTime / calendars do not count towards your three).
  22. What’s the most valuable lesson you learned from your last relationship?
  23. Are you hiding anything in your room?
  24. If you were a “single issue voter,” what would the single issue be?
  25. What rule did you argue over most with your parents?
  26. Would you rather be rich with no friends or poor and popular?
  27. Please explain in as much detail as you can how a woman’s cycle works.
  28. If you had to leave everything you had to someone outside of your family when you died, who would you pick?
  29. What group size are you most at ease in?
  30. How aligned are you with your parents politically?