All Questions

  1. Never have I ever had a holiday romance.
  2. Never have I ever used handcuffs or something similar.
  3. Who is the best kisser?
  4. Which of you is more likely to struggle to keep up with technology as you age?
  5. Do you think you could have been successful in an arranged marriage?
  6. How long does it take you to get ready in the morning?
  7. Some historical figures have epithets attached to their names, like The Mad or The Wise. What would you like yours to be?
  8. How much do you enjoy reading on a scale of 1-10?
  9. What is your favorite sexual memory of us?
  10. What do you hate the most about my parents?
  11. Did you ever have a crush that started dating your friend instead?
  12. Have you ever been caught in a lie?
  13. What do you think your best attribute as a boyfriend is?
  14. What question do you most hate being asked?
  15. Would you rather communicate only in emoji or never be able to text at all ever again?
  16. Would you rather change the outcome of the last election or get to decide the outcome of the next election?
  17. Would you rather be able to read minds or predict the future?
  18. Would you rather have a tattoo of the title of the last book you read or the last TV show you watched?
  19. Would you rather have X-ray vision of people you find unattractive or everyone else have X-ray vision of you?
  20. What is your most controversial health opinion?
  21. What is the bride-to-be’s/groom’s biggest fear?
  22. In what ways are you similar to your siblings? In what ways are you different?
  23. Where in your life are you living in a bubble?
  24. In what ways are you bad with money?
  25. What do you want to know about someone that you’ve been scared to ask?
  26. What was my hardest breakup?
  27. Have you ever hit something or someone with your car?
  28. Do you think you are more or less dramatic than your peers?
  29. What is the worst thing you would be willing to do for one million dollars?
  30. What was your most interesting Google search or internet rabbit hole that you went down this week?