Deep Honest Questions · 60

All deep questions (60)

1. 01

   What's the deepest regret you carry, unconfessed to anyone?

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2. 02

   If you died tomorrow, what thought do you wish you'd said aloud?

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3. 03

   What's your definition of success that you've found in no book?

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4. 04

   When did you feel time stop for a moment, fully aware?

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5. 05

   What do you believe now that you didn't believe five years ago?

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6. 06

   Do you fear death itself, or what happens to the living after you?

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7. 07

   What question, asked of you as a child, would have changed your life?

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8. 08

   Do you love yourself more now than you did ten years ago?

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9. 09

   When did you feel a real divine presence?

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10. 10

    What gives your life meaning daily, not philosophically?

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11. 11

    What single idea, if lost, would collapse everything you believe?

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12. 12

    Do you think the self you live is your real self?

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13. 13

    What wound healed on the outside but not within?

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14. 14

    In your view, what separates acceptance from surrender?

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15. 15

    When do you feel truly alive, not merely existing?

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16. 16

    What do you wish people would say at your funeral?

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17. 17

    Is your friendship with yourself genuine or fake?

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18. 18

    What lie do you tell yourself daily, knowing it's a lie?

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19. 19

    What does inner peace mean to you now, after all you've lived?

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20. 20

    What daily habit do you maintain knowing it drains you?

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21. 21

    What do you wish to leave as a legacy for generations after you?

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22. 22

    Is the beauty in others a reflection of your own?

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23. 23

    What's your definition of betrayal in simple terms?

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24. 24

    When did you feel God willed something against your wish, and it was more merciful?

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25. 25

    What do you wish your child remembers you for at age fifty?

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26. 26

    Was the love you've lived worth the wounds you paid for it?

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27. 27

    What did you discover about human nature that still amazes you?

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28. 28

    When did you last forgive without anyone apologizing to you?

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29. 29

    What makes you wake up in the morning when you don't want to?

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30. 30

    Do you think a person is born with identity or makes it themselves?

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31. 31

    What question recurs in your prayers?

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32. 32

    What are you losing silently with no replacement?

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33. 33

    When did a decision you made now save you from a lost version of yourself?

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34. 34

    What do you know now that you wish you'd taught your child self?

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35. 35

    Is freedom a feeling, a choice, or a circumstance?

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36. 36

    What do you know about death from someone close to you experiencing it?

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37. 37

    When did you last talk to yourself with complete honesty?

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38. 38

    What do you fear discovering about yourself in the next twenty years?

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39. 39

    Is silence a tool of power or escape for you?

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40. 40

    What makes your prayer different from others'?

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41. 41

    What book did you read as if it were writing your biography?

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42. 42

    Do you think a person deserves happiness, or is it a beautiful coincidence?

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43. 43

    When did you feel grateful for something you once saw as a curse?

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44. 44

    What two-word advice would you give your past self ten years ago?

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45. 45

    Is truth always better than the illusion that comforts you?

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46. 46

    What separates love from attachment in your life?

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47. 47

    What question scares you to ask yourself before sleep?

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48. 48

    When do you think a person stops growing genuinely?

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49. 49

    What do you wish your name will mean when someone says it after you're gone?

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50. 50

    Have you lived your days, or have they passed over you?

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51. 51

    When did you realize you no longer fear what you used to fear?

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52. 52

    Which mask did you wear so long it stuck to your face?

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53. 53

    When did you last live a day without checking the clock?

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54. 54

    What makes you trust life despite all it has failed you in?

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55. 55

    Do you have a question you've hesitated to ask God?

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56. 56

    What's the link between your fear of failure and your love of success?

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57. 57

    When did you feel your solitude was purer than the company of others?

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58. 58

    When did you decide to stop pleasing everyone?

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59. 59

    What do you wish to find on your bookshelf at the end of your life?

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60. 60

    If you could choose one word to guard you to your final day, what would it be?

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