All Questions

  1. What unpleasant experience are you most proud of yourself for making it through?
  2. What is less expensive than it should be? What is more expensive than it should be?
  3. What seemingly insignificant thing contributes greatly to your happiness?
  4. What things do you think men are generally worse at than women?
  5. What game show / reality TV show would you do best on?
  6. Which of you is more likely to watch a whole season of a TV show in one day?
  7. How have you changed since we were first together?
  8. If you had to give one of your friends the power to make all of your decisions for a year, who would you pick?
  9. What two celebrities would you most like to see run against each other for president?
  10. If you had to commit a murder and get away with it, how would you do it?
  11. How much would someone have to pay you to be a long distance trucker for one year?
  12. Which Winter (or Summer) Olympics event do you think you’d have the best chance at competing in?
  13. What is our recurring fight?
  14. What is your most controversial dating opinion?
  15. One thing you never want your partner to change?
  16. If you were a cartoon character, what would you one outfit be?
  17. What purchase that you made in the last year had the most outsized return?
  18. If you could wave your hand and make it so one of your partner’s interests never existed, which would it be?
  19. What trend made you feel old for the first time?
  20. In what ways are we becoming more like one another?
  21. What is your favorite conspiracy theory? Where do you fall on the spectrum of thinking there’s some truth in it to just thinking it’s interesting?
  22. If you had to award yourself a superlative in high school what would it be?
  23. If you could be a part of any TV family which would you choose?
  24. What was most different about your life one year ago?
  25. What politically were you convinced was true when you were younger that you now think about differently?
  26. What one word would you use to describe me to someone else?
  27. What is something that your partner makes look easy?
  28. In your opinion, how important is it for a person to keep up on current events?
  29. Which item of clothing in your partner’s closet do you hate the most?
  30. What’s a mistake you keep repeating?