1. If you didn’t have to sleep, what would you do with the extra time?
2. What is your favorite piece of clothing you own / owned?
3. What hobby would you pick up if time & money weren’t an issue?
4. What does your perfect room look like?
5. How often do you play sports?
6. What fictional place would you like to visit?
7. What job would you be terrible at?
8. When was the last time you climbed a tree?
9. If you could turn any activity into an Olympic sport, what would you have a good chance of winning a medal for?
10. What is the most annoying habit that you or other people have?
11. What job do you think you’d be really good at?
12. What skill would you like to master?
13. What would be the most amazing adventure to go on?
14. If you had unlimited funds to build a house to live on for the rest of your life, what would the finished house look like?
15. What’s your favorite drink?
16. What state or country do you never want to go back to?
17. What songs do you have completely memorized?
18. What game or movie universe would you like to live in?
19. What do you consider to be your best find?
20. Are you usually early or late?
21. What pets did you have when you were growing up?
22. When people come to you for help, what do they usually need help with?
23. What takes up too much of your time?
24. What do you wish you knew more about?
25. What would be your first question after waking up from being frozen for 100 years?
26. What are some small things that make your day better?
27. Who’s your go-to band or artist when you don’t know who or what to listen to?
28. What’s the best way to start the day?
29. What TV shows do you like?
30. What TV channel doesn’t exist but really should?
31. Who has impressed you most with what they’ve accomplished?
32. What age do you wish you could stay at permanently?
33. What TV show or movie do you refuse to watch?
34. What’s your ideal way to spend a weekend?
35. What is something that is considered a luxury, but you don’t think you could live without?
36. What is your claim to fame?
37. What is something you enjoy doing the old-fashioned way?
38. What’s your favorite book or movie genre?
39. How often do you people-watch?
40. What have you only recently formed an opinion about?
41. What’s the best day of the year?
42. What subject interests you that not many people have heard of?
43. How do you relax after a long day of work?
44. What’s the best book series or TV series you’ve ever read or watched?
45. Where is the farthest you’ve ever been from home?
46. What’s the most heartwarming thing you’ve ever seen?
47. What is the most annoying question people ask you?
48. What could you give a 40-minute presentation on with no preparation?
49. If you were the dictator on a small island nation, what crazy dictator stuff would you do?
50. What is something you think everyone should do at least once in their lives?
51. Would you rather go hand gliding or whitewater rafting?
52. What’s your dream car?
53. What’s worth spending more on to get the best?
54. What is something a ton of people are obsessed with, but you just don’t get?
55. What are you most looking forward to in the next 10 years?
56. Where is the most interesting place you’ve been?
57. What’s something you’ve been meaning to try but haven’t gotten around to it?
58. What is the best thing that happened to you last week?
59. What piece of entertainment do you wish you could erase from your mind, only to experience it for the first time again?
60. If all jobs had the same pay rate and hours, what job would you want to have?
61. What amazing thing have you done that no one was around to see?
62. How different was your life 1 year ago?
63. What quirks do you have?
64. What would you rate 10/10?
65. What fad or trend do you think should come back?
66. What is the most interesting piece of art you’ve seen?
67. What kind of art do you enjoy most?
68. What do you hope never changes?
69. What city would you most like to live in?
70. What movie title best describes your life?
71. Why did you decide to do the work you are doing now?
72. What’s the best way a person can spend their time?
73. If you suddenly became a master at woodworking, what would you make?
74. Where is the most relaxing place you’ve ever been?
75. What’s the luckiest thing that has ever happened to you?
76. Where would you rather be from?
77. What are some things you’ve had to unlearn?
78. What do you look forward to in the next 6 months?
79. What website do you visit most often?
80. What one thing do you really want but can’t afford?
81. Where do you usually go when you have free time?
82. Where would you spend all your time if you could?
83. What’s special about the place you grew up?
84. What age do you want to live to?
85. What are you most likely to become famous for?
86. What are you absolutely determined to do?
87. What is the most impressive thing you know how to do?
88. What do you wish you knew more about?
89. What question would you most like to know the answer to?
90. What question can you ask to find out the most about a person?
91. When was the last time you changed your opinion or belief about something major?
92. What’s the best compliment you’ve ever received?
93. As the only human left on earth, what would you do?
94. Who inspires you to be better?
95. What do you want your epitaph to be?
96. What haven’t you grown out of?
97. In what situation or place would you feel most out of place in?
98. What’s the dumbest thing you’ve done that actually turned out pretty well?
99. If someone wrote a book on an event in your life, what would the book be about?
100. What’s something you will never do again?
101. How do you hope you’ll change as a person in the future?
102. What keeps you up at night?
103. What’s the most surprising self-realization you’ve had?
104. What is the most illegal thing you’ve ever done?
105. How do you get in the way of your own success?
106. What are you afraid people see when they look at you?
107. What is your biggest regret?
108. What do you look down on people for?
109. What bridges do you not regret burning?
110. What lie do you tell most often?
111. What would be your spirit animal?
112. What is the best & worst thing about getting older?
113. What are you most likely very wrong about?
114. If you had a personal flag, what would be on it?
115. What’s happened that changed your view on the world?
116. What is the biggest lesson you’ve learned?
117. What is the most immature thing you do?
118. What are you famous for among your friends & family?
119. If your childhood had a smell, what would it be?
120. What one responsibility do you wish you didn’t have?
121. What are 3 things you want to accomplish before you die?
122. What do you want to tell your 10-year-old self?
123. What’s the best thing you got from your parents?
124. What’s the best thing about you?
125. What blows your mind?
126. Have you ever saved someone’s life?
127. What are you really good at but embarrassed to be good at?
128. What would a mirror opposite of you look like?
129. What are 3 interesting facts about you?
130. Which of your scars has the best story behind it?
131. What’s the title of the current chapter in your life?
132. What were some of the biggest turning points in your life?
133. What’s the hardest lesson you’ve learned?
134. What do people think is weird about you?
135. What mistake do you keep making?
136. What have you created that you’re most proud of?
137. What do you doubt?
138. What are some of your morals?
139. What do you want to be remembered for?
140. What do you regret not doing in your childhood years?
141. What is your favorite fragrance?
142. What do you think your last words will be?
143. Who or what do you take for granted?
144. Why would you be annoying as a roommate?
145. What is something you’re insecure about?
146. What’s the best & worst piece of advice you’ve received?
147. What irrational fears do you have?
148. What makes a good life?
149. What’s the last adventure you went on?
150. What is the most memorable gift you’ve received?