1. What's one thing you would change about yourself?

Is it good? Is it bad?

2. Have you made any decision(s) you regret?

What were they? Why do you regret them?

3. Do you consider yourself more of an Introvert? Extrovert? Ambivert?

Shy and quiet? Outgoing? A bit of both?

4. Who is the one person you can talk to about anything?

For me its my best friend.

5. Would you ever take back someone who cheated?

And if so why? Would you have a hard time trusting them again?

6. What kind of parent do you think you'll be?

Like your parents?

7. If your in a bad mood, would you rather be left alone or talk to someone?

THis question could help you with future conversations.

8. What would be an ideal date for you?

For those who are talking to their crush, S.O., etc.

9. Are you confrontational?

Do you hate conflict?

10. Do you believe in second chances?

If not, why?

11. What's one thing that you learned from a past relationship?

How did it affect you/make you who you are today?

12. What did you want to be when you were younger?

Do you still want to be that thing?

13.  What was your biggest mistake so far in life?

What did you learn from it? Why do you consider it your biggest mistake?

14. How would you describe your best friend?

Funny? Smart? Kind? Caring?

15. What's your biggest pet peeve?

Why?

16. If you could live anywhere in the world, where would it be?

17. What are the three most important things you value in a person?

why do you value them? What happens if someone doesn't have theM

18. What is one of your biggest accomplishments?

Why do you think it is?

19. Who was your favorite teacher growing up?

Why? What do you remember the most about them?

20. What is one thing you learned when you were younger that has stuck with you since?

Why did it stick with you?

21. What is the greatest risk you've ever taken?

How did it turn out?

22. If asked to say one fact about yourself, what would it be?

This is also one of those questions that we see a lot in big groups.

23. What would you consider your deepest fear?

Note: This can say a lot about a person.

24. Do you have a favorite book(s)? Genre?

What is it? Why do you like it/them?

25. Have you ever been in love?

Tell me about it. What happened? Why did you fall out of love?

26. Is home for you a place or feeling?

Maybe it's a person. Tell me about it.

27. Where does happiness come from?

What does it mean to you?

28. Have you ever been unable to sleep?

Why? What did you do with your time?

29. What is the most adventurous thing(s) you've ever done?

For me, I'd say it was a tie between cave zip lining and repelling down the side of a castle.

30. And one of the most important yet, Cats or Dogs?

You can tell a lot about a person by their preference.