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Deep Questions to Bare a Soul, Heart and Mind

Updated: May 19, 2021

Deep, meaningful questions help to spark passionate, profound conversations creating a powerful, emotional connection. By switching from traditional small talks to thought-provoking, open discussions you build a foundation for beautiful intimacy and mutual vulnerability.

If you want to learn more about another person, you need to know more than what they do for living or where they are from. You want to know their dreams, fears, values, insecurities, happy memories, relationships with friends and family, achievements, failures, how they see success, how they imagine their future, what are their goals, and many many more.

Here are some examples that will help you to get started!

What are some good conversation starters, ice breakers?
  1. How do you imagine your perfect day?

  2. If you could invite any living person to dinner (celebrity, businessman, etc.), who would it be and why? What would you talk about?

  3. What is the most beautiful place you have ever been to? Why did it steal your heart?

  4. What is the funniest movie you have ever watched?

  5. If you had to give a one-hour presentation without any preparations, what would you talk about?

  6. What do you like the most about your family?

  7. Have you ever met a celebrity? Who and when?

  8. If you could get an answer to one of the biggest mysteries in the world, what would you ask?

  9. What is the weirdest or creepiest place that you have stayed for a night?

  10. What was a traditional cure for cold in your childhood home?

  11. What is the funniest and worst pick-up line that you have ever heard?

  12. How often did you skip school in high school? What did you do, and where did you go?

  13. What was the most expensive thing that you have destroyed or broken?

  14. What was the worst hairstyle you have ever had in your life?

  15. What do you experience more often: that the time slows down, or it goes too fast?

  16. Who was the weirdest person you have ever met?

  17. What is more attractive to you, confidence, or intelligence?

  18. What was the worst meal you have ever cooked?

  19. What do you think will be the next biggest innovation ever?

  20. What are the three top artists and musicians that you usually listen to?

For more similar questions go to Level I, Category Fun in the Tell Me More App.

What are some good questions for friends?
  1. What traits do you admire the most in people?

  2. How do you feel when bad things happen to good people? What is your theory for this phenomenon?

  3. What music reminds you of your childhood?

  4. How do you imagine the end of the world?

  5. What are the differences between the ways women and men communicate?

  6. What is the best thing you learned from your parents?

  7. What makes a person unforgettable?

  8. If you lost your hearing today, what sounds would you miss the most?

  9. What could you do to become better in what you do professionally?

  10. Can someone predict someone's character by the way they interact with a stranger? How?

  11. What do you consider the biggest injustice in the world?

  12. Do you believe there is something good in everyone?

  13. What holds you back from making your dreams come true?

  14. Do you believe all humans are unique? Can they be replaced?

  15. What do you think is the best way to contribute to society? How do you contribute to society?

  16. What makes you feel alive? When do you feel alive?

  17. What would be the worst scenario if you took a risk and failed?

  18. What would make the world a better place to live in?

  19. What do you believe makes people mentally strong?

  20. Do you agree or disagree with the statement that the more money you have, the more you can do?

For more similar questions go to Level I and II, Category Deep Thoughts in the Tell Me More App.

What questions can strengthen emotional intimacy? How can I turn a small talk into a deep, meaningful conversation? What are some deep questions?
  1. Whose opinion do you care about while making decisions?

  2. What movie has touched you deeply?

  3. What are you most grateful for in your life?

  4. What role do you play in your group of friends?

  5. Do you panic sometimes? When? What do you tell yourself to calm down?

  6. What is the craziest thing you’ve done on a dare?

  7. Which of your friendships did not last and fell apart? Why?

  8. Who was your favourite teacher and why? Would he/she be proud of you today?

  9. What stories would you tell your grandkids?

  10. How will you take care of your parents when they are in their elderly years?

  11. What would you do if you found out that your best friend’s partner was cheating on them?

  12. What impacted most of your career choices?

  13. What weird habit did you used to have when you were little?

  14. How well do you believe you know yourself? Can a person fully know themselves?

  15. To what extent is your job stressful? What makes you stressed at work?

  16. How long does it usually take for you to unveil your bad habits and other faces to your new partner?

  17. What kind of mistake became a learning experience for you?

  18. What emotions are hard for you to express and show? Why?

  19. If you could talk for an hour to any person who has already passed away, who would it be?

  20. When do you know that you can trust someone?

For more similar questions go to Level III, Category All in One in the Tell Me More App.

What questions should a couple ask each other?
  1. Where do you see yourself in five years?

  2. Out of all your family members, who are you closest to?

  3. What are three things you cannot live without?

  4. What was the biggest decision in your life?

  5. What makes you happy?

  6. What is the biggest challenge or obstacle you are facing currently?

  7. In your opinion, is there a division of costs and duties in relationships? If there is, where does it apply?

  8. Who comes to your mind when you think about good relationships? Where do you get your ideas for a perfect relationship?

  9. Which of your friendships has influenced you the most?

  10. How much personal space do you need, especially in relationships? Is it important to keep individuality and personal space in a relationship with another person?

  11. What is your stance on flirting with others while being in a relationship?

  12. Are you more often a giver, a taker, or a compromising person in a relationship?

  13. What is a red flag for you in a relationship? How would you manage this situation?

  14. Is it hard for you to understand someone else's feelings? Can you empathize with what others are going through?

  15. What do you think about taking a break in a relationship? Do you believe positive things can come from it?

  16. When did/do/would you feel the most loved by your partner? Describe the picture.

  17. What is the greatest change that you want to make in your life?

  18. What is your biggest turn-on? Why?

  19. Does your relationship with family and friends change when you fall in love?

  20. What would you say to someone who just had a tough break-up?

For more similar questions go to Level II, Category Me Myself & I in the Tell Me More App.

What are your favourite questions to ask? What question would you add?

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