1. When was the last time you changed your opinion/belief about something major?
2. How do you hope you’ll change as a person in the future?
3. What keeps you up at night?
4. What’s the most surprising self-realization you’ve had?
5. What’s the most illegal thing you’ve done?
6. What lie do you tell most often?
7. What do you regret not doing?
8. What gives your life meaning?
9. What do you most often look down on people for? What do you think other people look down on you for?
10. What bridges do you regret not burning?
11. What are you most insecure about?
12. How do you get in the way of your own success?
13. What’s one thing you did that you really wish you could go back and undo?
14. What are you afraid people see when they look at you?
15. What was the best compliment you’ve received?
16. As the only human left on Earth, what would you do?
17. Who inspires you to be better?
18. What do you want your epitaph to be?
19. What did you think you would grow out of but haven’t?
20. In what situation or place would you feel the most out of place in?
21. What’s the dumbest thing you’ve done that actually turned out pretty well?
22. They say that everyone has a book in them. What would your book be about?
23. What is something you will NEVER do again?
24. What do you spend the most time thinking about?
25. What are some of the events in your life that made you who you are?
26. What do you wish your brain was better at doing?
27. Where are two types of people in this would. What are the two types?
28. What is the strangest thing you have come across?
29. What ist something you are certain you will never experience?
30. What dumb accomplishment are you most proud of?
31. If you could make one rule that everyone had to follow, what rule would you make?
32. What are you addicted to?
33. What stereotype do you completely live up to?
34. What is something you can never seem to finish?
35. As you get older, what are you becoming more and more afraid of?
36. What is one of your favourite smells?
37. What would be the scariest monster you could imagine?
38. What song or artist do you like but rarely admit to liking?
39. What would you do if you knew you were going to die in one hour?
40. What book impacted you the most?
41. If you had to change your name, what would you change it to?
42. If life is a game, like some people say, what are some of the rules?
43. Who is/was your most interesting friend?
44. Have you ever given to any charities?
45. What is something that your friends would consider ‚so you’?
46. What risks are worth taking?
47. What can you not get right, no matter how many times you try?
48. If you could convince everyone in the world to do one thing at one point in time, what would that thing be?
49. What do you take for granted?
50. What would be some of the most annoying things about having yourself as a roommate?
51. What’s something your self-conscious about?
52. What personality trait do you value most and which do you dislike the most?
53. What small gesture from a stranger made a big impact on you?
54. What gets you fired up?
55. What challenging thing are you working through these days?
56. What irrational fear do you have?
57. What’s the best and worst piece of advice you’ve ever received?
58. If you had a clock that would countdown to any one event of your choosing, what event would you want it to countdown to?
59. What makes a good life?
60. What do you strongly suspect but have no proof of?
61. What’s the last adventure you went on?
62. When do you feel truly ‚alive‘?
63. What was the most memorable gift you’ve ever received?
64. What chapters would you separate your autobiography into?
65. What do you like most about your family?
66. What do you hope your last words will be?
67. What stat for your life would you most like to see?
68. What are three of the most significant numbers in your life?
69. What could you do with two million dollars to impact the most amount of people?
70. If you were put into solitary confinement for six months, what would you do to stay sane?
71. What’s something horrible that everyone should try at least once?
72. What fact are you resigned to?
73. Have you ever saved someone’s life?
74. What were some of the turning points in your life?
75. What would a mirror opposite of yourself be like?
76. What are you really good at, but kind of embarrassed that you are good at it?
77. What are three interesting facts about you?
78. Which of your scars has the best story behind it?
79. What’s the title of the current chapter of your life?
80. What’s the hardest lesson you’ve learned?
81. What mistake do you keep making again and again?
82. What do people think is weird about you?
83. When people look at you, what do you think they see/think?
84. What have you created that you are most proud of?
85. If you could make a 20 second phone call to yourself at any point in your life present or future, when would you call and what would you say?
86. What annoys you most about the in-groups you are part of?
87. What do you have doubts about?
88. What do you want to be remembered for?
89. What are some of your personal „rules“ that you never break?
90. What do you regret not doing or starting when you were younger?
91. If you could have a never-ending candle that smelled like anything you wanted, what fragrance would you want it to be?
92. What’s the best thing about you?
93. What bends your mind every time you think about it?
94. What’s the best thing you got from your parents?
95. What’s one responsibility you really wish you didn’t have?
96. What is the „holy grail“ of your life?
97. If your childhood had a smell, what would it be?
98. What are the top three things you want to accomplish before you die? How close are you to accomplishing them?
99. What do you wish you could tell yourself 10 years ago? What do you think you’ll want to tell your current self 10 years from now?
100. In your group of friends, what role do you play?
101. Among your friends or family, what are you famous for?
102. What is the biggest lesson you never learned?
103. What’s the most immature thing you’d do?
104. If your life was a book, what would its title be?
105. What’s the best and worst thing about getting older?
106. What’s something that happened or something that someone said that changed how you view the world?
107. What are you most likely very wrong about?
108. If you had a personal flag, what would be on it?
109. What lifestyle chance have you been meaning to make for a while now?
110. What would be your spirit animal?
111. What incredibly strong opinion or belief do you have that is completely unimportant in the grand scheme of things?
112. What chance encounter changed your life forever?
113. If you could have a video of any one event in your life, what event would you choose?
114. If you were forced to relive one 10-minute block of your life again and again for all eternity, what 10 minutes of your life would you choose?