Our last artilce was a huge success, so we are now sharing more tips!
Deep Conversation Starters for Teens
What do you wish you could talk to me about? What makes it hard to talk about it?
Is there anything about you that you wish could change? What makes you feel that way?
What’s your opinion about banning books? Do you think censorship is ever a good idea? Is there a book you’re curious about you don’t think I would want you to read? What interests you about it?
Are there parts of your body that you like or dislike? How does my perception of myself impact your perception of yourself?
Do you feel like I’m ever critical of your appearance? What do you do when you feel criticized by me?
Do you ever feel jealous of any of your friends? What makes you feel jealous?
What does my generation not understand about your generation?
If you could change one thing in the world, what would it be?
What are you worried or stressed about right now?
Are you worried about the future? Like going to college or getting a job?
Do you have any enemies?
Do you have any friends you are worried about right now?
How do you feel about ____ (insert current event)? Does it make you angry or worried? Do you think there’s a way to solve this problem? What should people be doing that they aren’t?
What political party will you join when you can vote? Why? Is there anything you disagree with in the political party even though you’d vote for them?
Do the ends ever justify the means?
What makes a person successful?
What would make the world a better place?
What do you think should be changed about the education system?
What’s the difference between love and lust?
Do you think there’s an art point? If so, why does art matter?
What do you think is most important when it comes to dating?
What have you learned about yourself in the last year?
What do you feel like other people judge you for?
Are there topics your school doesn’t teach you about that you should know?
Do you have trouble falling asleep?
How do your friends talk about mental health? How do you feel talking about mental health?
What do you need right now that you don’t have?
Do you feel you have too much to handle, or are you managing your time well?
Funny Conversation Starters for Teens
What is the most embarrassing thing I do?
What trend do I think is cool, but do you think it’s tacky?
If you could be a walrus or a porcupine for one day, which would you choose, and why?
What is the grossest food they serve in the cafeteria? Does anyone eat it?
If you were a pair of shoes, what kind would you be?
What crime would you be arrested for?
If you could communicate with one type of animal, which would you choose?
What is the most annoying word?
Have you ever sent a text message to the wrong person? What did you do?
Tell me your funniest joke.
What’s the strangest thing you’re afraid of?
What’s the weirdest thing you find attractive in a person?
If your crush had food in their teeth, would you tell them?
What animal makes you giggle? Show me pics/videos!
Would you pretend you didn’t know me if my face looked like a hamster’s?
Would you rather spend the night on the beach in a Santa costume or sing a solo in the mall wearing a onesie?
Is Ursula a villain, or did Ariel just not read the contract?
Would you instead fall over in gym class or trip and fall in the cafeteria?
Would you rather talk like SpongeBob, Patrick, or Squidward?
Conversation Starters for Teens over Text
I know things didn’t go how you expected, but I’m so proud of you.
I’m always here for you.
Remember this? (Send a photo of a fun memory you shared)
Do you have plans yet for tonight? Want to do something fun together?
I’m sorry about _____. I was wrong. Can we talk more about it?
I love how you ____ (insert positive character quality with a specific example).
Looking forward to the game tonight! Need me to bring anything?
Send me your favorite meme
What yarn should I get for you? (If your Gen Z teen is one of many who loves knitting!)
What do you think it means to be a good global citizen?
Watching anything interesting on YouTube?
How would you complete this sentence? I feel ____ about how things are going at my school.
You’ve been studying for so long! Need to take a break?
Which has the best soundtrack—Lord of the Rings, La La Land, Gladiator, or Perks of Being a Wallflower?
What holiday do you look forward to the most?
When do you know you can trust someone?
Pro Tips: Pay attention to how your teen writes their texts. Do they use punctuation or skip it altogether? You can adjust your texting to match their style better and, in the process, build a communication bridge.
Learn how to use emojis more effectively.
Fun Conversation Starters for Teens
If you can convince me that olives are the best topping on ice cream, I’ll let you skip school one day so we can go somewhere fun.
What topic could you talk about for hours?
If you could trade lives with a character in a book, who would you choose?
Do you eat soup or drink soup?
What one food could you eat every day for the rest of your life and never get sick of it?
What is one food you would never want to try?
What is the most disgusting food combo you’ve ever seen someone eat?
What company would you choose to be a brand ambassador for?
What’s something fun we could do together?
Have you seen this video? It’s so funny/weird/interesting!
Best Conversation Starters for Teens
When do you feel the most alone?
Do you like to have time alone or prefer to be surrounded by friends?
What do you like to do when you’re alone?
What would you make that world look like if you were the leader of a post-apocalyptic world?
Which is the best book genre? Dystopian, fantasy, chick lit, or family and relationships?
What was the worst part of your day today?
What have you learned in school that a teacher didn’t teach you?
If you could time travel, what time would you choose? Why? What would you do while you were there?
What’s something unique about you?
Are there any new skills you’d like to learn?
What dirty jokes do people tell at your school? (Note: this is a great chance to listen without judgment, see how your teen responds to the joke and gives you a chance to open conversations about consent, sexuality, and other topics)
Do you want to go to college? Have you thought about where you want to go and what you want to study?
What support do you need right now?
Is there something you’ve wanted to talk to me about?
If you could do whatever you wanted, what would that be?
If you could travel anywhere in the world, where would you go?
What’s the funniest thing that happened this week?
What’s your favorite comfort food?
What do you wish we talked about more?
What makes you feel anxious?
Light-Hearted Conversation Starters for Teens
What app should I get on my phone that I don’t have yet?
Who is your celebrity crush?
What movie can you quote all the lines from? What do you love most about that movie?
Flip phone or desktop computer?
Which do you prefer, texting or phone calls? Is there anyone you make an exception for?
Who is the best talk show host?
Who is your favorite YouTuber? What do you like about them?
Would you rather wear grandpa’s clothes the rest of the year or dress like Lady Gaga for a month?
Would you rather have 10 kids or no kids?
Would you rather be asked to dance with someone you don’t like or be turned down by someone you do like?
Would you rather date someone very quiet or very loud?
Who makes you laugh?
What makes you laugh?
What book should they make into a movie?
What movie or song does everyone love but you don’t like?
What’s your favorite TikTok trend?
What would your ultimate vacation look like?
If you could paint your room any color, what would you choose?
What’s the best dream you’ve ever had?
How many pets will you have when you get your place?
If you could have an exotic pet, what animal would you choose?
What do you want to do for your next birthday?