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20 Questions to Connect with Yourself and Someone Else

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Yesterday, Brian and I spent four hours in Barnes & Noble. I’m not exaggerating. We had the best time. While there I picked up a new-to-me magazine called Flowwhich is all about “celebrating creativity, imperfection and life’s little pleasures.” How sweet is that?

In it there’s a list of 210 questions to ask ourselves and our loved ones. They’re powerful questions, which help us pause and really get to know each other. Some questions might seem simple or silly, but they, too, reach our hearts. Here are 20 of my favorites to help you reconnect to yourself and someone else.

  1. When was the last time you did something for the first time?
  2. What has made you doubt yourself?
  3. What’s the best part of the day?
  4. If you could start your own business, what would it be?
  5. What’s your favorite room in your house?
  6. When are you at your best?
  7. What book made a great impression on you?
  8. What was your latest discovery?
  9. What song makes you want to dance the night away?
  10. What word gives you the jitters?
  11. What makes your home feel like a home to you?
  12. Could you go a week without the Internet?
  13. What does your ideal day look like?
  14. Have you looked at the clouds today?
  15. What was the best advice that anyone ever gave you?
  16. How old do you feel?
  17. What movie have you seen at least five times?
  18. What is your favorite sound?
  19. What do you like daydreaming about?
  20. What do most people not know about you?

You can journal about these questions. You can explore these questions with a loved one over lunch or with your partner over dinner. You can use these questions to create a game. For instance, don’t use words to respond. Instead, draw pictures or cut out images—or act out your responses, like a game of charades. It’s up to you. The only intention is connection. Whatever it looks like.

P.S. Happy Easter to everyone who’s celebrating! I hope you have a beautiful day. 🙂

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20 Questions to Connect with Yourself and Someone Else

Margarita Tartakovsky, MS

Margarita is an associate editor at She writes about everything from taking compassionate care of yourself at any weight, shape, and size, to coping healthfully with difficult emotions. Her goal is to give readers practical, empowering tips to better their lives, and to remind you that whatever you're struggling with, you're never, ever alone.

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APA Reference
Tartakovsky, M. (2016). 20 Questions to Connect with Yourself and Someone Else. Psych Central. Retrieved on August 18, 2019, from


Last updated: 10 Apr 2016
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