25 Creative Questions for Deep Conversations with New People

It’s not always easy to connect with new people, especially if you’ve just moved to a new community. It can be scary to meet new people at any age. However, one of the best ways to get people talking is to ask them interesting questions about themselves. Here are some of the most interesting questions to ask for deep conversations.

The Science Behind Deep Conversations

So, why ask these questions? Well, it turns out there is a bit of science behind which questions spur the best conversations and the following questions are a mix of the following categories:

• Gratitude: what we are grateful for.
• Nostalgia: what we value in the past.
• Sharing: what we learn about each other.
• Advice: what we need to hear.
• Commonalities: what we have in common.
• Preferences: how we like to be treated.

Questions to Ask for Deep Conversations

1. What was your happiest moment as a child?
2. What’s the best piece of advice you’ve ever received and how have you used it in your life?
3. If you won the lottery and started a business, what business would it be?
4. What’s something you want to do this year that you’ve never done before?
5. Who or what has changed your life the most significantly?
6. What’s your love language?
7. How do you best connect with others?
8. Are you a giver, taker, or matcher?
9. If you could take a long, paid, sabbatical what would you do?
10. Who do you trust most?
11. What’s the wildest thing you’ve ever done and would you do it again?
12. What is your favorite family tradition?
13. What’s your favorite quote?
14. What are three of your most positive characteristics?
15. What are two things you think we have in common?
16. Who is someone you admire?
17. Where are the top three places you would like to travel to?
18. What are three things you are grateful for?
19. If there were more hours in the day, what would you do more of?
20. How do you like to be comforted?
21. What’s holding you back from being the person you want to be?
22. Are people better at creation or destruction?
23. What is something you think of as an everyday miracle?
24. What does the ideal life look like?
25. If you could create your own planet, what would you put on it?

Now get to talking!

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