189 Questions to Ask Teenagers

Teenagers—a unique mix of youthful energy, maturing thoughts, and evolving beliefs, can sometimes be a puzzle to adults. The key to understanding them better or building connections lies in asking the right questions. 

I’ve carefully crafted a list of thought-provoking questions that you can ask teenagers, intended to open up meaningful dialogues and assist in forging a deeper connection—stretching from school and home life, personal interests, social values, life plans, relationships, all the way to aspirations.

Relevant to School Life

  1. What is your favorite subject at school and why?
  2. Which subject do you struggle with the most, and why?
  3. Can you tell me about your best teacher so far?
  4. How do you usually prepare for a big test?
  5. In the group projects, which role do you mostly take?
  6. What extracurricular activities do you participate in at school?
  7. What do you look forward to about going to school each day?
  8. How do you feel about virtual learning?
  9. What’s the hardest part about being a student?
  10. What’s the most interesting project you’ve worked on recently at school?
  11. Who is your favorite author you’ve studied in school?
  12. What’s your typical study routine?
  13. How do you organize your homework and assignments?
  14. Is there anything you would like to change about your school?
  15. What subject would you like to study more of and why?
  16. Do you enjoy practical learning or theoretical learning more?
  17. Is there a book you read for school that you ended up loving?
  18. Do you feel your school adequately prepares students for the real world?
  19. Do you have a mentor at school?

Family and Home Life

  1. How do you usually start your day at home?
  2. Do you prefer family dinners or eating out with friends?
  3. Can you share a happy family memory that stands out for you?
  4. How involved are you in family chores?
  5. What is one thing you wish could change about your home life?
  6. How often do you talk to your siblings (if you have any)?
  7. How would you define your role in the family?
  8. What family tradition do you love the most?
  9. What is your favorite meal that your family makes?
  10. How do you handle disagreements with your parents or siblings?
  11. Does your family have any unique traditions or customs?
  12. What’s it like being the eldest/youngest/middle child in your family?
  13. Who in your family do you feel closest to?
  14. How do you spend your free time at home?
  15. Have your family’s lifestyle and values shaped you in any way?
  16. What is your favorite family vacation so far?
  17. How do you usually handle conflicts at home?
  18. What is the most important lesson your family has taught you?
  19. What are the shared interests or habits among your family members?

Personal Interests and Hobbies

  1. Can you share a little about your favorite hobby?
  2. How did you get started with this hobby?
  3. Does anyone else in your family share this hobby with you?
  4. How much time do you spend on your hobby each week?
  5. What is an activity or hobby you wish you had more time for?
  6. Have you tried out a hobby or activity you initially thought you wouldn’t like, but ended up loving?
  7. How does your hobby influence your day-to-day life?
  8. What hobby or activity have you learned most from?
  9. Do you have any hobbies you can turn into a career or have interests in doing so?
  10. Have your hobbies changed from when you were younger?
  11. What do your hobbies allow you to escape from?
  12. Have you ever outgrown a hobby?
  13. If you could try any hobby without failure, what would you choose?
  14. Are there hobbies or interests you’ve pursued only because your friends have the same ones?
  15. What hobby or pastime do you wish you were better at?
  16. Have you ever shared your hobby with others by teaching or engaging them in it?
  17. Do you prefer hobbies that engage your creativity or ones that challenge your physical capabilities?
  18. What’s the most adventurous or exciting thing you’ve done related to your hobby?
  19. Do your hobbies ever make you feel competitive or collaborative?

Social Issues and Values

  1. What is a recent news story that caught your attention, and why?
  2. How important is it for you to stay informed about current events?
  3. What social issue do you feel most passionately about and why?
  4. Have you ever participated in any community service or volunteer work?
  5. How do you feel about the influence of social media on today’s society?
  6. What changes do you hope to see in the world by the time you’re an adult?
  7. What is your position on equality and diversity?
  8. Are there any social norms or trends you wish didn’t exist?
  9. How does the news influence your perspectives on certain issues?
  10. Can you mention a public figure you admire for their stand on social issues?
  11. Do you see a generational gap in approach to social issues when you discuss them with your parents or elders?
  12. Based on your values, what are a few non-negotiables for you in personal relations and why?
  13. In today’s politically charged climate, how do you form your personal perspectives?
  14. If you could influence but one major social change, what would you focus on?
  15. How do you think social activism has changed in the digital age?
  16. Have you ever spoken up about a social issue that matters to you?
  17. How do you feel about the relationship between consumerism and social issues?
  18. Have you ever felt conflicted about any socially conditioned beliefs or norms?

Life Perspectives and Future Plans

  1. Where do you see yourself in ten years?
  2. What’s something you’re looking forward to in the future?
  3. Are there things that you’re afraid or anxious about when you think about the future?
  4. What college major or career path are you considering right now?
  5. What are the biggest challenges you see in reaching your goals?
  6. How do you handle setbacks and failures?
  7. What is your perspective on success?
  8. Would you prefer to have a job you love or a job that pays well?
  9. Do you believe in making detailed plans for the future, or do you prefer to go with the flow?
  10. Do you look at life as a journey or a destination?
  11. What are you most proud of accomplishing so far?
  12. If you could travel anywhere in the world, where would you go and why?
  13. Do you have any plans to study or work abroad in the future?
  14. How do you define a good life?
  15. What personal qualities do you hope to improve or develop as you get older?
  16. Would you say you thrive more on routine or spontaneous adventures?
  17. Do you think your dreams and reality align?
  18. What’s something about growing up that scares you?
  19. Have you started thinking about investments for the future like savings or portfolios?

Relationship Queries

  1. Can you tell me about your closest friends?
  2. What qualities do you value most in a friend?
  3. How do you usually resolve conflicts with friends?
  4. Have you ever faced peer pressure? How did you handle it?
  5. How have your friendships changed as you entered your teen years?
  6. How important is friendship to you?
  7. How would your friends describe you in three words?
  8. What do you like to do with your friends?
  9. What’s the most challenging thing you have faced in a friendship?
  10. How open are you with your friends when it comes to sharing personal issues?
  11. How do you maintain your friendships?
  12. Have you ever helped a friend through a tough time?
  13. Have you ever ended a friendship? Why?
  14. Have you made friends online?
  15. How do you build trust in a friendship?
  16. Do you still have friends from your childhood?
  17. What tool or platform do you use the most for communication with your friends?
  18. How do you handle friend drama?
  19. Can a person be friends with their exes, in your opinion?

Technology and Digital Era

  1. Can you tell me about a recent app or game that you really like?
  2. How much time do you spend online on a typical day?
  3. Do you feel that technology has made your life easier or more complicated?
  4. Can you describe your relationship with social media?
  5. How do you ensure to maintain a balance between online and offline activities?
  6. Can you tell me about a tech gadget you can’t live without?
  7. How do you protect your privacy online?
  8. Do you think it’s possible to be truly authentic on social media platforms?
  9. Can you mention some negative and positive impacts of technology on your life?
  10. How crucial is the role of technology in your studies?
  11. Have you ever considered a digital detox?
  12. How important are online reviews to you when you buy something?
  13. Have you noticed any impact on your physical health due to prolonged use of tech gadgets?
  14. Do you feel being constantly connected to the internet is more liberating or more exhausting?
  15. How do you stay safe from cyber threats?
  16. Have you ever faced cyberbullying or witnessed it?
  17. How would your daily life change if there was no internet for a week?
  18. What’s your opinion on the spread of misinformation or fake news in the digital age?
  19. What do you think about the trend of digitizing everything in life—like virtual concerts, online classes, etc.?

Mental Health Queries

  1. How do you usually manage your stress?
  2. What makes you happy?
  3. Do you feel comfortable talking about your feelings?
  4. If you’re feeling unwell mentally, how do you cope with it?
  5. Do you have a go-to person you talk to when you’re feeling down?
  6. What activities or practices help you relax?
  7. Do you think mental health should be discussed in schools?
  8. Do you believe in the importance of self-care, and what does it look like for you?
  9. How do you handle negative emotions?
  10. Has there been a time when you felt overwhelmed? How did you handle it?
  11. How do you deal with loneliness or isolation?
  12. What’s your opinion on seeking professional help for mental health issues?
  13. Is there a stigma around mental health in your social circle?
  14. How do you try to maintain a positive mindset during challenging times?
  15. What role does sleep play in your mental health?
  16. Have you ever tried mindfulness or meditative practices?
  17. What role do games or hobbies play in your mental wellness?
  18. How important is it for you to maintain mental health as much as physical health?
  19. What has been the most stressful moment in your life and how did you handle it?

Pop Culture Insights

  1. Who’s your top favorite music or movie artist, and why?
  2. What’s your favorite music genre, and why?
  3. Can you tell me about a recent movie or TV show that you loved?
  4. Who’s your favorite influencer or YouTuber, and why?
  5. Do you follow any blogs or online channels regularly?
  6. What role does music play in your life?
  7. What’s your favorite movie of all time?
  8. How often do you binge-watch shows?
  9. Have you ever felt influenced by a movie or song lyrics?
  10. How diverse is your music taste?
  11. Do you feel popular media accurately represents your generation?
  12. How do you discover new music or movies?
  13. Who is your favorite superhero and why?
  14. What’s the last concert or festival you went to?
  15. Which book turned movie did the best job, in your opinion?
  16. What are your thoughts on celebrities speaking out about political or social issues?
  17. How does fashion intersect with pop culture for you?
  18. If you could meet one celebrity, who would it be and why?
  19. Are you part of any fandoms? If so, which ones?

Aspirations and Motivations

  1. What motivates you to do well in school or in other areas of your life?
  2. Do you have any role models or people you look up to?
  3. Can you share something you’re working toward right now?
  4. What is your dream job?
  5. Would you like to start your own business in the future?
  6. What do you want to achieve by next year?
  7. Is there a particular cause you’re passionate about?
  8. Is there a life accomplishment you’re most proud of?
  9. If you could accomplish one thing in your life, what would it be?
  10. Are there any barriers holding you back from achieving your goals?
  11. What does success look like to you?
  12. How do you stay motivated when things don’t go as planned?
  13. What motivates you to do your best?
  14. Have your aspirations or goals changed as you’ve grown older? If yes, how so?
  15. Is there something you’ve always wanted to try but haven’t yet?
  16. How do you measure or evaluate your own success?
  17. Do you believe more in fate or that we create our own destinies?
  18. If your life was a novel, what would be the title and why?
  19. What’s one thing you’d like people to remember about you?

Frequently Asked Questions

What is important in the life of a teenager?

For many, it is the search for themselves. They are trying to figure out who they are and what they want in life. This can be a difficult time as they discover new things about themselves and the world around them.

It is important for teenagers to have support from their families during this process. Parents can help by providing a listening ear and offer advice when needed.

Teenagers also need time to explore their interests and try new things. This is how they find out what they are passionate about and what makes them happy.

Finally, teenagers need to stay connected to their friends. These relationships provide support and stability during this time of change.

What is difficult about being a teenager?

It can be difficult for teenagers to navigate the waters of adolescence. They are trying to figure out who they are and where they fit in the world, all while coping with the physical and emotional changes that come with growing up. They may feel like they are stuck between two worlds and do not belong in either.

In addition, there is a lot of pressure to conform to societal norms and expectations, which can be difficult for some teenagers who don’t feel comfortable fitting into a particular mold. All of these factors can make being a teenager a difficult time.

How do teenagers enjoy life?

Teenagers enjoy their lives by exploring new things, spending time with friends, and having fun. They are curious about the world around them and want to learn as much as they can.

Teens also enjoy being social and spending time with their friends. They like to go to parties, hang out at the mall, or just chat online.

Finally, teenagers love to have fun. They like to go dancing, see movies, or play games. Whatever they do, they want to have a good time.

Final Thoughts

Conversations with teenagers can be a surprising journey, revealing unexpected insights and shared laughter. By asking the right questions, not only do we offer an opportunity for teenagers to express and understand themselves better, but we also allow ourselves to walk a mile in their shoes.

May this set of questions help drive delightful, insightful, and purposeful discussions with the teenagers in your life!

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Jessa Claire is a registered healthcare provider. Music lover. Daydreamer. Thalassophile. Foodie. A hardworking Capricorn. Most days, an incurable empath. An old soul. Down-to-earth. Vibrant. When she's not writing, she can be seen relaxing with headphones on or engrossed in her favorite fan fiction book.