All Questions

  1. What is an aspect of fashion that men think looks good but women generally do not like?
  2. I’d be completely shocked if you _______.
  3. What do you have absolute faith in?
  4. How are you most different from the depiction of the stereotypical man?
  5. Do you think men or women are generally better at maintaining friendships?
  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. What area of your life would you most like to improve?
  8. If you could magically make one food or habit healthy, what would you choose?
  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. In what ways have your political views changed the most over the years?
  12. How are you creating a life well lived?
  13. If you had to pick three people to do a cross-country road trip with today who would you choose?
  14. Which swear word do you use the most?
  15. If you had to teach at a university, what course would you most enjoy teaching?
  16. What is something that is not considered a luxury but you don’t think you could live without?
  17. What would someone have to do to make you fall in love with them?
  18. Based on what you know about me, what do you think would work about us as platonic roommates? What wouldn’t work?
  19. What is your favorite article of clothing that you own?
  20. What is the most useless talent or skill you possess? How and why did you learn it?
  21. In what ways are you older than your age? In what ways are you younger than your age?
  22. Do you feel like you are more or less memorable than the average person?
  23. Do you have a premonition as to how you’ll die?
  24. Who is the first to apologize after an argument?
  25. Have you ever had an epiphany? What was it about, and what sparked the realization?
  26. In heaven, everyone gets unlimited ______.
  27. What do you respect most about your best friend?
  28. What do you think you do better than 90% of people?
  29. What conspiracy theory is easiest for you to defend?
  30. What moment from your upbringing would you pick for the opening cameo in a biopic about you?