Best What if Questions to Ask Friends and Family

Sometimes it can be difficult to make conversation. Perhaps you ran out of conversation topics, or you’re with strangers and feeling a bit shy. One great way to get around these awkward silences is by asking a what if question! These questions create hypothetical situations and encourage you to think about things you hadn’t thought of before. This is a great way to expand your creativity, learn about how other people think, and make good conversation.

However, coming up with your own what if questions can be difficult. Don’t worry! We’re put together a massive list of what if questions that you can use as inspiration. What if questions can be funny, interesting, or thought provoking.

Go ahead and ask some of the what if questions below!

Best What if Questions

Funny what if questions

1. What if you could only talk in song lyrics?
2. What if people had to hop everywhere instead of walk?
3. What if your hair grew one inch longer every time you told a lie?
4. What if every text you sent had a 10% chance of being read out loud?
5. What if your shadow had a personality and wouldn’t stop dancing?
6. What if cats had their own TikTok accounts?
7. What if you sneezed glitter instead of snot?
8. What if mirrors roasted you instead of showing your reflection?
9. What if you had to wear clown shoes for the rest of your life?
10. What if you knew the answers to every trivia question?
11. What if every time you laughed, your nose honked like a horn?
12. What if toilets randomly applauded when you flushed them?
13. What if your bed shook you out if you snored too loudly?
14. What if ice cream cones melted upwards instead of downwards?
15. What if fish could yell at people fishing for them?
16. What if you had ears on your elbows?
17. What if every time you coughed, you said a random dad joke?
18. What if cheese squeaked loudly every time you took a bite?

Crazy what if questions

19. What if gravity worked sideways instead of down?
20. What if the sun rose in the west and set in the east?
21. What if fish flew in the sky and birds swam in the ocean?
22. What if humans had wheels instead of legs?
23. What if the moon was actually a giant disco ball?
24. What if everyone could read minds, but only on Mondays?
25. What if you had to fight a kangaroo every morning as soon as you woke up?
26. What if your dreams were live-streamed on Twitch?
27. What if it rained jellybeans?
28. What if you could only communicate by interpretive dance?
29. What if everyone randomly swapped names once a week?
30. What if humans had to hibernate every winter like bears?
31. What if Earth was shaped like a cube instead of a sphere?
32. What if a random celebrity showed up at your house every Friday?
33. What if you could only eat food while standing on one foot?
34. What if gravity turned off for 10 minutes every day?
35. What if mirrors showed your evil twin instead of you?
36. What if everyone got a random tattoo overnight?
37. What if animals could vote in elections?
38. What if babies were born with full beards?
39. What if you could trade places with any fictional character for a day?
40. What if everyone had to rhyme all their sentences forever?

Deep what if questions

41. What if you could know exactly when and how you were going to die?
42. What if every decision you made created a new parallel universe?
43. What if your biggest mistake turned out to be your greatest blessing?
44. What if happiness could be measured, would you want to know your score?
45. What if you could relive one day of your life forever, which day would you choose?
46. What if money no longer existed?
47. What if your future self could send you one message, what would it say?
48. What if the person you admire most secretly admired you too?
49. What if you had to choose between living forever or finding true love?
50. What if all your thoughts were broadcast for the world to hear?
51. What if your dreams were actually glimpses into other realities?
52. What if time travel to any decade in the last 100 years??
53. What if you could see the impact of every word you ever spoke?
54. What if the purpose of life was to simply create meaning for yourself?
55. What if every stranger you meet is fighting the same battle you are?
56. What if you had to choose between saving one loved one or a thousand strangers?
57. What if humans were the experiment of another species?
58. What if you could instantly learn the truth about one mystery in the universe?
59. What if your life right now was just a simulation?
60. What if the meaning of life was different for every single person?
61. What if you were given the chance to redo your life?
62. What if the only thing stopping you was fear?

Random what if questions

63. What if humans could breathe underwater but not on land?
64. What if your favorite song played every time you walked into a room?
65. What if the sky changed colors every hour?
66. What if animals suddenly started going to school?
67. What if you woke up one day and no one remembered who you were?
68. What if you could teleport, but only to places you’ve never been before?
69. What if your dreams were actually someone else’s memories?
70. What if you had to wear Halloween costumes every day of the year?
71. What if every book you read came to life around you?
72. What if pets secretly had group chats about their owners?
73. What if you could choose one chore to never do again?
74. What if everyone in the world had the same dream one night?
75. What if the ground was bouncy like a trampoline?
76. What if you had a rewind button but no pause button for life?
77. What if every season only lasted one week?
78. What if you could talk to plants?
79. What if you woke up one morning as the opposite gender?
80. What if laughter really was contagious like a cold?
81. What if you could only eat foods that rhymed with your name?
82. What if you could see a scoreboard of your life, like in a video game?
83. What if humans were nocturnal and slept during the day?

What if questions for students

84. What if you could graduate high school tomorrow?
85. What if the school cafeteria served only desserts?
86. What if busses were replaced by sports cars?
87. What if every student could design their own school uniform?
88. What if classes were taught outside?
89. What if you could bring pets to school with you?
90. What if the principal had to switch places with a student for a week?
91. What if your best friend became your teacher for a day?
92. What if you could bring any celebrity to homecoming or prom?
93. What if every time you opened your locker, something random appeared?
94. What if the school mascot suddenly came to life?
95. What if your favorite subject became the only subject taught at school?
96. What if you could erase one school rule forever?
97. What if every Friday was a field trip day?
98. What if lunch was unlimited and free for everyone?
99. What if you could fast-forward through boring lessons but had to rewind fun ones?
100. What if school started at noon instead of in the morning?
101. What if you could replace the principal with a cartoon character?
102. What if you discovered a hidden room in your school?

What if questions to ask friends

103. What if we could trade lives for a week?
104. What if we started our own band?
105. What if you had to eat only one food for the rest of your life?
106. What if we took a spontaneous trip right now?
107. What if you woke up tomorrow as a millionaire?
108. What if we both got cast in a reality TV show?
109. What if you could bring back one trend from the past?
110. What if pets could text us?
111. What if you could swap one talent with me?
112. What if we opened a business together, what would we sell?
113. What if you had to wear one outfit forever, which one would you pick?
114. What if we had to survive on a deserted island together?
115. What if we could prank anyone in the world with no consequences?
116. What if you could instantly master one skill?
117. What if you could be famous for something ridiculous, what would it be?
118. What if you could switch places with a celebrity for a day, who would you pick?
119. What if we started a podcast together, what would it be about?
120. What if we had to communicate only through emojis for a week?
121. What if we could relive one memory together, what would you choose?
122. What if we could only listen to one song on repeat forever?
123. What if you could erase one super embarrassing moment?
124. What if our entire friend group swapped bodies for a week?
125. What if your future self showed up right now, what would you ask them?
126. What if we could make one rule everyone in the world had to follow?

What if questions to ask boyfriend or girlfriend

127. What if we could take a trip anywhere in the world right now?
128. What if we had met in elementary school, do you think we would’ve been friends?
129. What if you could read my mind for one day, what would you want to know?
130. What if we had to live in another country together?
131. What if we switched lives for a week?
132. What if I planned a surprise date, what would you secretly hope it was?
133. What if we could adopt a pet, what would we name it?
134. What if we had to eat the same dinner every night for a year, what would it be?
135. What if we could go back and relive our very first date?
136. What if someone offered us a million dollars never to see each other again?
137. What if you could plan my perfect day from start to finish, what would it look like?
138. What if you could know one thing about our future together, what would you want to know?
139. What if we had to choose a theme song for our relationship, what would it be?
140. What if we had to live in a tiny house together?
141. What if we could only watch one movie on repeat forever?
142. What if we could go on a double date with any celebrity couple?
143. What if we had to pick one restaurant to eat at for the rest of our lives?
144. What if we got stuck in an elevator together for 24 hours, how would we pass the time?
145. What if I suddenly lost my memory, how would you remind me of us?
146. What if you had to pick one silly couple tradition for us, what would it be?
147. What if we got matching tattoos, what would they be?
148. What if we could only communicate through emojis?
149. What if we made a bucket list together, what would be the first thing on it?
150. What if we could go back to the day we met, what would you tell yourself?