Real Questions That Actually Get Your Kids & Grandkids Talking

(Because “How was school?” isn’t cutting it anymore)

We raise them, feed them, love them with everything we’ve got—and yet, sometimes, it feels nearly impossible to get our kids to open up.

Especially as they get older, the conversations shift… and let’s be honest: “How was school?” almost always gets you a one-word answer (if you’re lucky).

But here’s the thing: our kids want to talk.
They want to be heard.
They just don’t always know how to start.

And sometimes? Neither do we.

So, try this: For the next 20 days, swap out your usual go-to question with one from this list. These aren’t interrogations. They don’t have an obvious agenda. They’re just honest, human, and often surprisingly fun.

You might be amazed at what they’re ready to share.

🗣️ 20 Real Questions to Spark Real Conversations

1. What would you change about the teachers at your school?

2. What would you change about the other kids at school?

3. What’s something you wish your teachers knew about you?

4. What’s something you wish the other kids knew about you?

5. Do you think the kids at your school are truly happy?

6. Do you think the kids at your school really know who they are?

7. Do you wish you had more friends, fewer friends, or are you good with what you’ve got?

8. What’s something you’d change about your group of friends?

9. What’s something you wish I knew about you?

10. What’s something you wish we could talk about more often?

11. If you were in charge around here, what would you change about how I parent?

12. What’s something you’ve always wondered about me?

13. What do you think I worry about most when it comes to you?

14. What do you think I hope for most when it comes to you?

15. What are some things you wish for yourself?

16. What do you wish was different about the world—and any ideas on how you’d change it?

17. Do you believe in [insert concept: luck, reincarnation, aliens, etc.]?

18. What are your thoughts on [insert topic: money, school, climate change, etc.]?

19. Is there anything you feel like you need, but don’t know how to ask for?

20. If you could invent a class on anything, what would it be?

Why It Works

Your kid doesn’t need perfect words or perfect timing – they just need the space.
These questions help you create it.

-You’ll learn about their friendships, identity, stress, and inner world.
-You’ll open the door for deeper conversations—without forcing them.
-You’ll show them that what they think matters. And that they matter.

So…
👉 Which question are you gonna ask first?
👉 What’s one question you’d add to the list?

Let us know below — and let the conversations begin. 💛

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