100 Questions To Ask Your Teen Other Than “How Was School?”

Questions Ask Your Teen

As children enter adolescence and spend more time away with friends or on their own, it easy for parents to feel a bit disconnected. When we do get a chance to interact, this gap can make conversations awkward and difficult to start, leading to old standby questions like “How was school?” that rarely get meaningful conversations started. So, what questions should you ask your teen?

With some help from my oldest son, Jackson Rettew, and his classmates at the Mount Mansfield Union High School in Jericho, Vermont, here is a list of 100 alternate questions that parents might consider asking their teenage kids. We tried to avoid those that might come up on college essays or job interviews. Some are serious, others are light-hearted. And, of course, many may not be appropriate or apply to your own family. Nonetheless, here they are for your consideration, presented in no particular order. We hope at least some might be useful to try.

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100 Questions To Ask Your Teen Other Than “How Was School?"

Here are an adolescent-assisted list of alternate conversation starters.

1. What are the different cliques or social groups in your school and which one, if any, are you in?

2. Do you have a celebrity crush?

3. What is the coolest app that I don’t have on my phone?

4. What is the most embarrassing thing that I do?

5. Who do you eat lunch with at school?

6. How would you describe my parenting style?

7. What bands are you listening to these days?

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8. Can you play me one of their best songs?

9. Who would you say is your best friend right now?

10. Where would be an awesome place to go for a family vacation?

11. What do you think of President Trump?

12. What do you think of my hair style?

13. Did I ever tell you about how I met your (mother, father)?

14. Who is your favorite and least favorite teacher this year?

15. Which shows are you watching right now? 

16. Any of those shows you’d recommend for me?

17. Do you think aliens exist?

18. How male or female do you feel inside as you get older?

19. Is there anything you would like to learn how to do?

20. Have there been any books that you had to read this year that you really liked?

21. Ask your teen – How would he or she describe own personality?

22. How would you describe my personality (or the other parent)?

23. Is bullying a problem at your school?

24. Is drug and alcohol use a big thing at your school?

25. What is the one thing you don’t know about me that you want to know?

26. What are some of the first things that you remember?

27. Which holidays do you really like and why?

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28. Which holiday do you wish never existed?

29. What look are your going for when you get dressed?

30.How long do you want to live?

31. What would you say were the most important moments of your life so far?

32. What would you wish I might do differently as a parent?

33. If you could someday drive any car or truck you want, what would it be?

34. Do you believe in God?

35. What would you say are your all-time favorite movies so far?

36. What do you wish you were more motivated to do?

37. When you get older, will you vote as a republican, democrat, or independent?

38. Are there any quotes from movies, songs, or books that you’ve heard and really like?

39. Are there parts of your body that you really like or dislike?

40. Do you think our family has enough money?

41. What were the most memorable family trips we’ve taken so far?

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42. Which specific memories stand out from them?

43. What do you do and think when you see a homeless person?

44. Do you know anyone who you would say has an ideal marriage or relationship?

45. How do you think the world will eventually end?

46. What was the funniest thing that happened today?

47. What is the best and worst food that your school cafeteria serves?

48. Do you ever feel jealous about the family of any of your friends?

49. Which teacher at our school is the scariest?

50. Do you think we treat you and your siblings fairly?

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David Rettew, M.D.

David Rettew, M.D., is a child and adolescent psychiatrist and Associate Professor of Psychiatry and Pediatrics at the University of Vermont Larner College of Medicine. His newest book is Parenting Made Complicated: What Science Really Knows about the Greatest Debates of Early Childhood. Dr. Rettew is also the Medical Director of the child division of the Vermont Department of Mental Health and author of "Child Temperament: New Thinking About the Boundary Between Traits and Illness."View Author posts