All Questions

  1. Who would better handle an unexpected layover on a trip?
  2. What historical event do you wish you’d experienced first hand?
  3. Describe a time you achieved what you were striving for only to feel disappointed by the success.
  4. How do you cope with sadness?
  5. Who is someone that you like more than I do? Who is someone I like more than you do?
  6. Which friend are you the most jealous of?
  7. If you could see into the future, what’s one thing you wouldn’t want to know?
  8. What current trend do you find troubling and why?
  9. What is the worst haircut you’ve ever had?
  10. Do (or did) you tend to date people who are more similar or different to you?
  11. What is your most prized possession?
  12. What’s your favorite article of clothing you own?
  13. What is a life lesson would you say you had to learn the hard way?
  14. What is the most underrated holiday?
  15. What expensive thing is absolutely worth the money?
  16. Under what circumstances would you consider adoption?
  17. What’s the strangest situation you’ve ever found yourself in?
  18. What do you think your partner understands about you better than anyone else?
  19. What is new in your relationship?
  20. Never have I ever dated someone younger than me.
  21. Never have I ever used a pet name with a significant other.
  22. Never have I ever been awake for 48 hours (or more) straight.
  23. Never have I ever lied about my income.
  24. Never have I ever had a cavity.
  25. Never have I ever been thrown out of a bar, club or party.
  26. What is your partner’s favorite thing about you (physical trait)?
  27. What are your thoughts on kissing on the first date?
  28. How important is a healthy sex life to a happy relationship in your opinion?
  29. What is your favorite random fact?
  30. What is the most ordinary-seeming thing that you find fascinating?