35 Ways to Start a Conversation with Your Teen

35 Questions for Teenagers

  1. What was the best part of your day today?
  2. If you had $100, what would you do with it?
  3. If you could move to another state, where would you go and why?
  4. What’s the last thing that made you really laugh?
  5. Who do you respect the most and why?
  6. If you could have one superpower, what would you choose and why?
  7. Where would you like to travel?
  8. If you could change one thing about the world, what would it be and why?
  9. Who would you / will you  vote for and why?
  10. What’s your favorite class?
  11. If you were a shoe, what kind of shoe would you be?
  12. Describe your perfect day.
  13. What makes you feel good about yourself?
  14. Teach me a slang word you like to use.
  15. What is your biggest pet peeve?
  16. What color is your mind?
  17. If you could be an animal, which one would you choose and why?
  18. If you could have 50 of one item, what would it be?
  19. Which song is your jam?
  20. What was your favorite childhood toy?
  21. What do you think you will be doing ten years from now?
  22. If you could choose any other time period to live, when would you choose and why?
  23. If you could spend a day with anyone from history, who would you choose and why?
  24. Which of the four seasons is your favorite and why?
  25. If you were the ruler of the world, what things would you banish?
  26. If you could do something you have never done before, what would you do?
  27. What is the best thing you have ever done?
  28. If you could change one thing about school, what would it be?
  29. What is the best thing about being a boy / girl?
  30. What is the worst thing about being a boy / girl?
  31. If you had three wishes, what would they be?
  32. What is the most difficult things about being your age?
  33. How could school better prepare you to be an adult?
  34. If you had one week to live, what would you  do?
  35. What is the best present someone could give you?