We all love a good what-if question. They spark our imagination and get us thinking about new possibilities. But finding fresh, engaging questions can be tricky.
That’s where we come in. We’ve compiled a list of 195 thought-provoking what-if questions that will interest people of all ages.
These questions will help you start fun chats, boost your creativity, and maybe even change how you see the world.
This post will share our carefully picked collection of what-if questions. They cover many topics, from silly to serious, making them perfect for any situation.
Get ready to explore new ideas and talk with friends and family!
Funny What If Questions
1. What if you woke up tomorrow with a superpower, but it was completely useless?
2. What if you could only eat one food for the rest of your life—what would it be?
3. What if you were suddenly turned into your favorite cartoon character?
4. What if you had to wear a clown outfit to work every day?
5. What if animals could talk—what do you think your pet would say about you?
6. What if your reflection in the mirror started giving you advice?
7. What if you could only communicate by singing—how would your day go?
8. What if you had to dance everywhere instead of walking?
9. What if you could swap lives with a celebrity for a day—who would you choose?
10. What if your hair changed color based on your emotions?
11. What if you could only speak in rhymes for an entire week?
12. What if you had to live in a world where everyone was required to tell the truth all the time?
13. What if you could only eat food that was the same color as your clothes?
14. What if you had a personal theme song that played every time you entered a room?
15. What if you could shrink to the size of an ant for a day—what would you do?
16. What if your favorite hobby suddenly became an Olympic sport—would you go for gold?
17. What if you could switch places with your pet for a day—how would you spend it?
18. What if you could only watch one movie for the rest of your life—what would it be?
19. What if you had to live without the internet for a month—how would you survive?
20. What if you could communicate with inanimate objects—what would you talk about?
What If Questions to Ask Your Boyfriend
21. What if we could take a spontaneous trip anywhere right now—where would you want to go?
22. What if you won a million dollars—what’s the first thing you’d buy?
23. What if you could relive one day of your life—what day would you choose?
24. What if we had to live in a different country—where would you want to live?
25. What if you could meet anyone from history—who would it be and why?
26. What if you had to describe our relationship in three words—what would they be?
27. What if we could have any animal as a pet—what would you choose?
28. What if you could change one thing about your life—what would it be?
29. What if you had to choose between being rich or being happy—which would you choose?
30. What if we could spend an entire week doing anything we wanted—what would we do?
31. What if you could see into the future—what’s the first thing you’d want to know?
32. What if you could have dinner with anyone in the world—who would it be and why?
33. What if you could have any job in the world—what would it be?
34. What if we could teleport anywhere—where would you go first?
35. What if you had to choose between fame and love—which would you choose?
36. What if you could only listen to one song for the rest of your life—what would it be?
37. What if we had to move to a remote island—what three things would you bring?
38. What if you could be any fictional character for a day—who would you choose?
39. What if you could live in any time period—when would it be?
40. What if we could switch lives for a day—what would you do first?
What If Questions to Ask Your Girlfriend
41. What if we could go on an all-expenses-paid shopping spree—where would you go first?
42. What if you could change one thing about yourself—what would it be?
43. What if you had to pick one of our dates to relive—which one would it be?
44. What if we could design our dream home together—what’s the first thing you’d add?
45. What if you could have any job in the world—what would it be?
46. What if you could live anywhere in the world—where would you choose?
47. What if you could have any superpower—what would it be?
48. What if we could have dinner with any celebrity—who would you choose?
49. What if you could change one thing about our relationship—what would it be?
50. What if we could go on vacation anywhere in the world—where would you want to go?
51. What if you could have any talent—what would you want to be great at?
52. What if we had to spend a week without any technology—what would we do?
53. What if you had to choose between chocolate and your favorite hobby—which would you give up?
54. What if you could be famous for one thing—what would it be?
55. What if you could make one wish come true—what would it be?
56. What if we could live in any fictional world—where would you choose?
57. What if you could swap lives with any celebrity for a day—who would it be?
58. What if we could only eat one type of food for the rest of our lives—what would it be?
59. What if you had to describe me in three words—what would they be?
60. What if we could only watch one TV show together forever—what would it be?
Deep What If Questions
61. What if you knew today was your last day on Earth—how would you spend it?
62. What if you could ask one question and be guaranteed the answer—what would you ask?
63. What if you could change one event in history—what would it be?
64. What if you could live forever—would you want to?
65. What if you could find out exactly when and how you will die—would you want to know?
66. What if you could cure one disease—what would it be?
67. What if you could choose how you will be remembered—what would you want your legacy to be?
68. What if you could eliminate one negative emotion—what would it be?
69. What if you could erase one memory—would you, and what would it be?
70. What if you could meet your future self—what would you ask them?
71. What if you had to choose between saving your best friend or a million strangers—what would you do?
72. What if you had the power to bring someone back to life—who would it be?
73. What if you could know the absolute truth to any question—what would it be?
74. What if you had to choose between your career and your family—what would you choose?
75. What if you could change one thing about the world—what would it be?
76. What if you could have a conversation with your past self—what advice would you give?
77. What if you had to live the same day over and over again—what day would you choose?
78. What if you could change one thing about your personality—what would it be?
79. What if you had to sacrifice something you love to save someone you care about—would you do it?
80. What if you had to choose between happiness and success—what would you pick?
Work-Related What If Questions
81. What if you could choose your own hours at work—what would they be?
82. What if you could work from anywhere in the world—where would you choose?
83. What if you could change one thing about your current job—what would it be?
84. What if you could have any job in your company—what would it be?
85. What if you could bring any one person from history to work with—who would it be?
86. What if you could eliminate one work task forever—what would it be?
87. What if you could lead your company for a day—what would you change?
88. What if you could work with any team in your company—who would you choose?
89. What if you had to switch careers completely—what would you do?
90. What if you could take an extended sabbatical from work—how would you spend it?
91. What if you had to work in a completely different field—what would you pick?
92. What if you could bring your pet to work every day—would you do it?
93. What if you could choose one skill to master that would benefit your career—what would it be?
94. What if you could have an unlimited budget for one work project—what would you create?
95. What if you could pick your own team to work with—who would be on it?
96. What if you could redesign your office space—what would you change?
97. What if you could make one work policy mandatory—what would it be?
98. What if you could choose a new company value—what would it be?
99. What if you could change your work environment to anything you wanted—what would it look like?
100. What if you had to give up your current job for your dream job—would you do it?
What If Questions for Adults
101. What if you could retire right now—what would you do with your time?
102. What if you could change one thing about your past—what would it be?
103. What if you could relive your twenties—what would you do differently?
104. What if you could be any age for the rest of your life—what age would you choose?
105. What if you had to move to a different country next year—where would you go?
106. What if you could have dinner with one of your ancestors—who would you choose?
107. What if you had to go a month without your phone—how would you cope?
108. What if you could start over in a new city—where would you go?
109. What if you could go back to school—what would you study?
110. What if you could take a year off from your responsibilities—how would you spend it?
111. What if you had to live without your favorite hobby—how would you fill the time?
112. What if you had to pick one place to live for the rest of your life—where would it be?
113. What if you could only communicate through letters for a year—how would that change your relationships?
114. What if you could instantly learn a new language—what would it be?
115. What if you could see your life 10 years into the future—what do you think it would look like?
116. What if you could start your own business—what kind would it be?
117. What if you had to choose between money and free time—what would you choose?
118. What if you could have a second chance at one major decision in your life—what would it be?
119. What if you had to live without coffee or tea for a year—how would you handle it?
120. What if you could achieve one of your biggest dreams—what would it be?
What If Questions for Friends
121. What if we could plan the ultimate road trip—where would we go?
122. What if you could live anywhere in the world—where would it be?
123. What if we had to switch lives for a day—what would you do first?
124. What if you could meet any famous person—who would it be?
125. What if you could learn any new skill instantly—what would it be?
126. What if we had to choose one place to go on vacation together—where would it be?
127. What if you had to describe our friendship in one word—what would it be?
128. What if you could be famous for one thing—what would it be?
129. What if we could open a business together—what kind of business would it be?
130. What if you could relive one of our best memories together—what would it be?
131. What if we had to create a secret club—what would it be about?
132. What if you could switch careers with anyone in our friend group—who would you choose?
133. What if you could choose one of our inside jokes to become world-famous—what would it be?
134. What if we could spend a week doing whatever we wanted—what would we do?
135. What if you could travel back in time—where would you go and why?
136. What if we could host the ultimate party—what would the theme be?
137. What if you could trade places with any celebrity—who would you pick?
138. What if we had to survive in the wilderness for a week—how would we do it?
139. What if you could only eat one type of food for the rest of your life—what would it be?
140. What if we could create our own holiday—what would it be called?
What If Questions for Travelers
141. What if you could travel anywhere in the world for free—where would you go first?
142. What if you had to live in a different country for a year—where would you choose?
143. What if you could only travel to one continent for the rest of your life—where would it be?
144. What if you could speak any language fluently—what would it be?
145. What if you could teleport to any destination—where would you go first?
146. What if you could explore one ancient civilization—where would you go?
147. What if you could experience a different culture for a month—where would you go?
148. What if you could travel back in time to witness one historical event—what would it be?
149. What if you could only take one person with you on a world tour—who would it be?
150. What if you could live out of a suitcase for a year—where would you go?
151. What if you could swap places with a local in any country—where would you choose?
152. What if you could experience one festival or celebration anywhere in the world—what would it be?
153. What if you had to choose between the mountains and the beach—where would you go?
154. What if you could explore the depths of the ocean—what would you hope to find?
155. What if you could hike to the top of any mountain—where would you go?
156. What if you could travel to space—would you go?
157. What if you could only bring three items on your next trip—what would they be?
158. What if you could travel with anyone, living or dead—who would it be?
159. What if you had to plan a trip without using the internet—how would you do it?
160. What if you could explore one city in great detail—where would it be?
What If Questions for Students
161. What if you could choose any subject to be your favorite—what would it be?
162. What if you could skip one subject for the entire school year—what would it be?
163. What if you could have any teacher from history—who would it be and why?
164. What if you could redesign your school—what’s the first thing you would change?
165. What if you could study abroad for a year—where would you go?
166. What if you could create a new school club—what would it focus on?
167. What if you could be the principal for a day—what rule would you make?
168. What if you could take a class on anything—what subject would you pick?
169. What if you could go on a field trip anywhere in the world—where would you choose?
170. What if you could change one school rule—what would it be?
171. What if you could study with one famous person—who would it be and why?
172. What if you could only do group projects for the rest of the year—how would you feel?
173. What if you could choose your classmates for one day—who would you pick?
174. What if you could remove homework from one subject—what would it be?
175. What if you had to present a project to the entire school—what topic would you choose?
176. What if you could take a gap year before college—how would you spend it?
177. What if you could participate in any extracurricular activity—what would it be?
178. What if you could change the school lunch menu—what’s the first thing you’d add?
179. What if you could pick one historical event to study in-depth—what would it be?
180. What if you could create a new holiday for students—what would it celebrate?
Difficult What If Questions to Ask
181. What if you had to choose between saving the life of a loved one or saving the lives of 100 strangers—what would you do?
182. What if you found out a close friend was responsible for a serious crime—would you turn them in?
183. What if you had to live the rest of your life without ever seeing your family again—how would you handle it?
184. What if you could only achieve your biggest dream by sacrificing something you deeply care about—would you still pursue it?
185. What if you had to choose between your own happiness and the happiness of someone you love—what would you choose?
186. What if you could go back in time and change one regret—but it would alter the course of your entire life—would you do it?
187. What if you had to choose between a long life of mediocrity or a short life of extraordinary achievement—what would you pick?
188. What if you were offered the chance to know your entire future—would you want to know, even if it included bad news?
189. What if you had to choose between your career and your personal life—what would you prioritize?
190. What if you were given the power to end all suffering in the world, but it meant giving up something extremely important to you—would you do it?
191. What if you discovered that your entire life up to now was a simulation—how would you react?
192. What if you had to make a choice that would significantly hurt one person but greatly benefit many others—would you do it?
193. What if you could save a loved one from dying, but in doing so, someone else would die in their place—would you go through with it?
194. What if you had to choose between forgiving someone who hurt you deeply or holding onto the grudge forever—what would you do?
195. What if you found out a long-held belief was completely false—how would you adjust your life?
Conclusion
We’ve explored many what-if questions that can spark interesting discussions and new ideas. These questions help us consider different possibilities and imagine new scenarios.
They’re great for getting to know others better or having fun conversations.
Remember, there are no right or wrong answers to these questions. The point is to enjoy thinking about them and sharing your thoughts with others.
How these questions can lead to deep discussions or even change your perspective might surprise you.
So next time you’re looking for a way to liven up a chat or want to ponder life’s big questions, try one of these what-if scenarios.
You never know where the conversation might take you!
