All Questions

  1. Which of you is better at keeping in touch with people who don’t live in the same city?
  2. What do you have absolute faith in?
  3. How are you most different from the depiction of the stereotypical man?
  4. Do you think men or women are generally better at maintaining friendships?
  5. Ideally, how would you spend your birthday?
  6. How do you feel about personality tests / frameworks? What personality profile test do you believe in most (e.g. Meyers Briggs, enneagram, etc?
  7. In what ways have your political views changed the most over the years?
  8. How honest are you on a scale of 1-10?
  9. What life topic do you know embarrassingly little about (e.g. how taxes work, how weather works, etc)?
  10. If you could make one unhealthy food healthy which would you pick?
  11. How are you creating a life well lived?
  12. Who is your favorite of your exes?
  13. If you had to teach at a university, what course would you most enjoy teaching?
  14. What is something that is not considered a luxury but you don’t think you could live without?
  15. Do you feel like you are more or less memorable than the average person?
  16. How healthy of an eater are you on a scale of 1-10?
  17. Based on what you know about me, what do you think would work about us as platonic roommates? What wouldn’t work?
  18. What is the most useless talent or skill you possess? How and why did you learn it?
  19. In what ways are you older than your age? In what ways are you younger than your age?
  20. Which of you is more likely to watch a whole season of a TV show in one day?
  21. How have you changed since we were first together?
  22. If you had to give one of your friends the power to make all of your decisions for a year, who would you pick?
  23. Which of your friends would you most want to be your manager? Which of your friends would you least want to be your manager?
  24. Do you have a premonition as to how you’ll die?
  25. What do you respect most about your best friend?
  26. What do you think you do better than 90% of people?
  27. What is our recurring fight?
  28. Which of you has more exes?
  29. Do you remember what I wore on our first date?
  30. What do you think your beliefs might be if you had been born into a different family, religion, race, gender, class, or time?