Deepening Relationships: The Art of Asking Truth Questions 07

Master the art of asking truth questions to deepen your relationships. Our guide highlights the benefits of open communication and vulnerability, featuring practical examples that can be used in various contexts. Learn how these questions can break down barriers and foster a culture of honesty and trust.


  1. What’s something you wish you could forget?
  2. Have you ever been in a fight with a friend?
  3. What’s your biggest source of happiness?
  4. Have you ever helped a stranger in need?
  5. What’s your biggest aspiration in your career?
  6. Have you ever experienced a significant change in your life?
  7. What’s something that motivates you to keep going?
  8. Have you ever lost a bet and had to do something embarrassing?
  9. What’s your biggest dream for your future?
  10. Have you ever felt like you had to choose between two people?
  11. What’s something you wish you could tell your younger self?
  12. Have you ever felt like you were being taken advantage of?
  13. What’s something you admire about someone in the room?
  14. Have you ever been afraid to speak your mind?
  15. What’s your favorite thing about your job or school?
  16. Have you ever felt misunderstood by your friends or family?
  17. What’s your favorite way to express yourself?
  18. Have you ever felt like you didn’t deserve something good that happened to you?
  19. What’s your biggest hope for the future?
  20. Have you ever experienced a significant life lesson from a mistake?
  21. What’s your biggest fear in a relationship?
  22. Have you ever had a crush on a co-worker?
  23. What’s your most memorable vacation?
  24. Have you ever been in love with someone you shouldn’t have been?
  25. What’s the most rebellious thing you did as a teenager?
  26. Have you ever had a crush on a fictional character?
  27. What’s the longest you’ve gone without talking to your best friend?
  28. What’s something you’ve done that you’re really ashamed of?
  29. Have you ever broken the law?
  30. What’s a habit you have that you wish you could break?
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