1. In one sentence, who are you?

2. Why do you matter?

3. What is your life motto?

4. What’s something you have that everyone wants?

5. What is missing in your life?

6. What’s been on your mind most lately?

7. Happiness is a ________?

8. What stands between you and happiness?

9. What do you need most right now?

10. What does the child inside you long for?

11. What is one thing right now that you are totally sure of?

12. What’s been bothering you lately?

13. What are you scared of?

14. What has fear of failure stopped you from doing?

15. What will you never give up on?

16. What do you want to remember forever?

17. What makes you feel secure?

18. Which activities make you lose track of time?

19. What’s the most difficult decision you’ve ever made?

20. What’s the best decision you’ve ever made?

21. What are you most grateful for?

22. What is worth the pain?

23. In order of importance, how would you rank: happiness, money, love, health, fame?

24. What is something you’ve always wanted, but don’t yet have?

25. What was the most defining moment in your life during this past year?

26. What’s the number one change you need to make in your life in the next twelve months?

27. What’s the number one thing you want to achieve in the next five years?

28. What is the biggest motivator in your life right now?

29. What will you never do?

30. What’s something you said you’d never do, but have since done?

31. What’s something new you recently learned about yourself?

32. What do you sometimes pretend to understand that you really do not?

33. In one sentence, what do you wish for your future self?

34. What worries you most about the future?

35. When you look into the past, what do you miss most?

36. What’s something from the past that you don’t miss at all?

37. What recently reminded you of how fast time flies?

38. What is the biggest challenge you face right now?

39. In one word, how would you describe your personality?

40. What never fails to frustrate you?

41. What are you known for by your friends and family?

42. What’s something most people don’t know about you?

43. What’s a common misconception people have about you?

44. What’s something a lot of people do that you disagree with?

45. What’s a belief you hold with which many people disagree?

46. What’s something that’s harder for you than it is for most people?

47. What are the top three qualities you look for in a friend?

48. If you had a friend who spoke to you in the same way that you sometimes speak to yourself, how long would you allow that person to be your friend?

49. When you think of ‘home,’ what, specifically, do you think of?

50. What’s the most valuable thing you own?

51. If you had to move 3000 miles away, what would you miss most?

52. What would make you smile right now?

53. What do you do when nothing else seems to make you happy?

54. What do you wish did not exist in your life?

55. What should you avoid to improve your life?

56. What is something you would hate to go without for a day?

57. What’s the biggest lie you once believed was true?

58. What’s something bad that happened to you that made you stronger?

59. What’s something nobody could ever steal from you?

60. What’s something you disliked when you were younger that you truly enjoy today?

61. What are you glad you quit?

62. What do you need to spend more time doing?

63. What are you naturally good at?

64. What have you been counting or keeping track of recently?

65. What has the little voice inside your head been saying lately?

66. What’s something you should always be careful with?

67. What should always be taken seriously?

68. What should never be taken seriously?

69. What are three things you can’t get enough of?

70. What would you do differently if you knew nobody would judge you?

71. What fascinates you?

72. What’s the difference between being alive and truly living?

73. What’s something you would do every day if you could?

74. At what time in your recent past have you felt most passionate and alive?

75. Which is worse, failing or never trying?

76. What makes you feel incomplete?

77. When did you experience a major turning point in your life?

78. What or who do you wish you lived closer to?

79. If you had the opportunity to get a message across to a large group of people,
what would your message be?

80. What’s something you know you can count on?

81. What makes you feel comfortable?

82. What’s something about you that has never changed?

83. What will be different about your life in exactly one year?

84. What mistakes do you make over and over again?

85. What do you have a hard time saying “no” to?

86. Are you doing what you believe in, or are you settling for what you are doing?

87. What’s something that used to scare you, but no longer does?

88. What promise to yourself do you still need to fulfill?

89. What do you appreciate most about your current situation?

90. What’s something simple that makes you smile?

91. So far, what has been the primary focus of your life?

92. How do you know when it’s time to move on?

93. What’s something you wish you could do one more time?

94. When you’re 90-years-old, what will matter to you the most?

95. What would you regret not fully doing, being, or having in your life?


Hey look I wrote deep questions

  • 1: Summarize your favorite song in a few sentences and why it's your favorite
  • 2: Do you believe history repeats itself?
  • 3: IF you could see just one thing in your future, what would you look at?
  • 4: Would you rather spend the rest of your life regretting something you did or regretting that you didn't do it?
  • 5: Have you ever given up on something important to you?
  • 6: When was the last time you were dramatically relieved?
  • 7: Describe an inanimate object that is significant to you personally
  • 8: Do you have a hard time forgiving?
  • 9: Describe your 5 favorite parts of your significant other, or describe 5 important traits you would look for significant other.
  • 10: How do you try to live your life?
  • 11: Do you search for the best in people or look at them more realistically?
  • 12: What gets you through a rough day?(someone, a hobby, music,etc.)
  • 13: Be loved by another and not love them in return? Or love another and not be loved by them in return?
  • 14: How do you think is the best way to achieve happiness?
  • 15: Are you worried currently? In regards to what?
  • 16: What pushes you to be better?
  • 17: What is your biggest goal or dream currently?How Are you working to achieve it?
  • 18: What is your biggest passion?
  • 19: Something or someone you couldn't live without?
  • 20: Does the future scare you?
  • 21: Does the past haunt you?
  • 22: Would you break someone's trust if it ended up greatly helping them in the long run?
  • 23: Do you believe in love?
  • 24: Is there someone you desire currently?
  • 25: If you were to run away where would you go?
  • 26: What surroundings make you feel best (setting, weather, clothes)
  • 27: where or when is your "happy place"?
  • 28. If you could change yourself anyway, would you? How so?
  • 29: what is something out of your control that makes you upset?
  • 30: do you put other people's happiness before your own?
  • 31: Do you trust easily?
  • 32: what's your favorite day dream?
  • 33: do you like the person that you are?
  • 34: do you honestly and truly hate anyone?
  • 35: Currently, are you overall happy?

Deep Questions

  • 1: Close your eyes and think of five things that make you smile when you think about them. What are they?
  • 2: If your house was on fire and you had sixty seconds to leave, what would you take with you?
  • 3: When you're alone in the middle of the night and you can't quite get to sleep, what do you think about? "Going to sleep" doesn't count.
  • 4: What is love to you?
  • 5: What is the opposite of love?
  • 6: Is it possible to love someone if you don't love yourself?
  • 7: Do you believe mutual attraction based on mutual hatred is possible?
  • 8: Is it better to have something amazing and lose it or to never have had it to begin with?
  • 9: Do you focus more on the past, the present, or the future?
  • 10: Do you judge people for what they wear or how they express themselves?
  • 11: Do you believe in individuals over generalisations?
  • 12: When you're very scared or worried, what do you think about or do to help you feel better?
  • 13: How do you feel about what happens after death?
  • 14: Would you rather live a hedonistic life full of good things that make you feel good even if they're bad for you, or a healthy life centered around treating your body like a sacred temple and watching your health as closely as possible? Or do you not care either way?
  • 15: Do you think you can tell a lot about a person from the way they express themselves or answer questions like these?
  • 16: Do you have any special or magical memories you'll always have with you?
  • 17: How would you define yourself, without saying your name or giving a physical description of yourself or your obvious personality?
  • 18: When do you feel truly at peace?
  • 19: Do you like having your worldview or opinions challenged or questioned?
  • 20: Do you believe happiness can exist without sadness?
  • 21: Is there a reason for existence?
  • 22: Do you think the world existed before you did?
  • 23: Do you believe people need breaks from each other, even if they're deeply in love?
  • 24: What do you find most beautiful in people?
  • 25: Do you take questions like these literally or pick up on what they really mean?