Genuine Questions to Ask Your Friends to Strengthen Your Bond

We often don’t spend enough time having deeper conversations with our friends.

This could be for a variety of reasons. Maybe you (or your friend) are not really the “sensitive” types and you don’t care much for those. Or maybe such topics just haven’t come up.

Personally, I love asking my friends some deep questions every now and then. It’s always interesting to hear their opinions on different topics. It helps you see a different side to them and even learn things about them you may not have known about and that may surprise you.

That’s why I’ve come up with this list of deep questions to ask your friends to get to know them a bit better.

I’ve also included at the end some questions to ask as they relate to your friendship because this is something else you could benefit from. Feel free to bring those up during your next friendship “check-in” and be willing to have an open, vulnerable conversation. Every time I’ve asked my friends these questions, they’ve helped us understand each other better, overcome conflicts and eventually forge stronger bonds.

Questions to ask to get closer to your friends

1. What’s your favourite memory from childhood?

2. What’s one thing you wish people understood about you?

3. What 2 pieces of advice would you give your younger self?

4. What piece of advice would you give your future self?

6. What was your absolute favourite thing to do as a child?

6. What are your “toxic traits”?

7. How can I be a better friend to you (be honest!)?

8. What would you like to achieve in the next 3 years?

9. What’s a day in your ideal life (forget your current reality and be as detailed as possible)?

10. What is the one thing you hope to be remembered for?

11. What is 1 big insecurity of yours?

12. What is something you’re most proud of yourself for achieving?

13. Have you ever experienced impostor syndrome in your life? How did you overcome it?

I14. f you could go back in time and relive a moment in your life, which one would it be? Why?

15. If you could go back and do something differently in your life, what would it be and why? Would you do it?

16. What do you think are 2 “toxic traits” of mine?

17. How can I be a better friend to you?

18. What value do you get from our friendship?

19. Where do you hope to see us in 5 years?

20. How can we overcome “challenges” to our friendship (ex: long- distance, lack of communication, different views on certain issues)?