100+ Best What If Questions for Fascinating Conversations

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Spark some fascinating discussions with friends and loved ones with these what if questions, and see what intriguing and wonderful places the conversation can take you.

What If Questions

What If Questions for Fascinating Conversations (list).

Best What If Questions

Prepare for plenty of interesting conversation by asking some of these thoughtful and enjoyable what-if questions when chatting to friends, loved ones, or acquaintances.

1. What if you could live for 300 years? What would you do with all that time?

2. What if you had to choose between living somewhere that was always above 104° F (40° C) or somewhere below freezing? Where would you live and why?

3. What if you had to eat only one food for the rest of your life? Which would you choose?

4. What if you woke up with a million dollars in your bank account? How would you spend it?

5. What if you could change your appearance so you look like a celebrity? Which celebrity would you choose?

6. What if you found a purse with $5,000 inside? Would you try to find its owner?

7. What if you could read people’s minds? How would you use that power?

8. What if your pet could speak to you? What do you think they would say?

9. What if you could be a singer or a dancer? Which profession would you rather pick?

10. What if you had to pick a film that describes your dream life? Which would you pick?

11. What if you could live in a fairytale? Which fairytale would you choose, and which character would you be?

12. What if you could change your identity for good? Who would you want to be?

13. What if you could ask your favorite book character one question? What would you ask them?

14. What if you had to choose one person to haunt? Who would you choose, and why do they deserve to be haunted by your ghost?

15. If you could only receive messages from one person for the rest of your life, who would you choose?

16. What if you had to wear a fancy dress costume for the rest of your life? Which costume would you choose?

17. What if you could be transported into a video game? Which video game would you choose, and which character would you play in the game?

18. What if you had to choose between obtaining a pilot’s license or becoming a sea captain? Which would you choose?

19. What if the entire world was about to end? What would you do with the time you have left?

20. What if you become a famous person overnight? Would you love or loathe the attention, and how do you think you would handle being famous?

21. What if you were able to obtain one supernatural power? What would you choose and why?

22. What if you had to live through a zombie apocalypse? How would you survive?


Conversation-Starter What If Questions

Spark fascinating discussions with these conversation starter questions, and get things moving in the right direction from the off.

23. What if you had to choose between being 10 years younger or 10 years older? Which would you choose, and why?

24. What if you could live forever? How would you spend your time?

25. What if you had to choose between happiness and money? Which would you choose, and why?

26. What if you were stranded on a remote island and could only bring five items with you? What would you bring and why?

27. What if you could live inside a person’s head for a day? Who would you choose, and what do you think they think about?

28. What if you could only shop at one clothes store? Which would you choose?

29. What if you were offered your dream job but had to move across the world? Would you take it?

30. What if you had a time machine? Which time period would you revisit, and why?

31. What if you had to be a TV or film villain? Which villain would you choose, and why?

32. What if you were given the opportunity to live on another planet? Would you take the opportunity?

33. What if you could legalize something that is currently illegal? What would you choose?

34. What if you could control the weather? How would you use this ability?

35. What if you could start a new business? What would your business be and what would your role be within the business?

36. What if you were a successful sportsperson? Which sport would you compete in?

37. What if you could only watch Disney Plus or YouTube for the rest of your life? Which would you choose?

38. What if you could only celebrate one occasion each year (for example, your birthday, Christmas, Easter, Halloween)? Which would you choose, and why?

39. What if you could learn one language instantly? Which language would you choose?

40. What if you had to spend your entire life on a desert island with one other person? Who would you choose and why?


Deep and Thought-Provoking What If Questions

Form meaningful connections with friends or people you’re trying to get closer to by asking some of these deep what-if questions in conversation, and see what intriguing things you can learn about each other.

41. What if a genie gave you three wishes? What would you wish for?

42. What if you were given the opportunity to see your own future but told you wouldn’t be able to change it. Would you look?

43. What if you had the opportunity to write a best-selling novel that changed the lives of millions of people around the world, like Harry Potter, but you would barely make any money from the book. Would you still write it?

44. What if you were elected President? What changes would you try to make within the country?

45. What if you could change only one thing about the world today? What would you change, and why?

46. What if you never needed to sleep? How would you use that extra time?

47. What if you could find a life-saving cure for a disease? Which disease would you cure, and why?

48. What if you had the power to bring one human back to life? Who would you bring back, and why?

49. What if you could change one moment in history? Which moment would you change, and why?

50. What if the fears about artificial intelligence taking over the world do come true? What do you think would happen to humans and how do you think we could survive as a species?

51. What if the world was ending and you could only save one person? Who would you save?

52. What if you suddenly lost the ability to speak? How would you communicate?

53. What if you could communicate with aliens? What is the first thing you would say to them?

54. What if you found out that our world is a simulation? How would this make you feel?


Funny What If Questions

Enjoy plenty of laughs and giggles by asking some of these funny what-if questions to whomever you’re talking to, and keep things light-hearted and entertaining.

55. What if you switched bodies with your pet for one day? What would you do for the day?

56. What if you could go back and record your most embarrassing childhood memory and become a viral sensation on Tik-Tok, but forever be a meme? Would you put it online?

57. What if you had to go a week without wearing any underwear? Would you be able to cope?

58. What if you had to choose between being extremely drunk or stone-cold sober at a party, which would you choose?

59. What if someone caught you dancing by yourself and filmed it? How would you react?

60. What if you had to choose between walking down the street in your underwear or running down the street shouting at the top of your voice?

61. What if you could only listen to one song from your childhood for the rest of your life? Which song would you choose, and why?

62. What if you had to eat a bowl of jelly without using your hands? How would you do it?

63. What if your only mode of transport was a pogo stick? What pros and cons do you foresee?

64. What if someone gave you a prime slot at a comedy night and you could be a comedian or comedienne for the evening? Do you think you’d be hilarious or be booed off stage?


What If Questions About Life

Ask some deep and meaningful questions about life with these what-if questions, and enjoy some unique and thought-provoking exchanges with friends, strangers, or loved ones.

65. What if you could change only one thing about yourself? What would you decide to change?

66. What if you could remember one lost memory or period of time from your childhood? What would you choose?

67. What if you had the chance to start your life all over again? Would you?

68. What if you never had to get a job again? What would you do with your time instead?

69. What if you were given the chance to go out for dinner with a famous politician, celebrity, or person of interest? Who would you choose, and what do you think you would talk about?

70. What if you could go back in time and undo something you did? What would you undo?

71. What if your life was a sitcom? Who would you cast to play you, and why would they be a good fit for the role?

72. What if you were given the opportunity to change one facial feature? What would you change?

73. What if you could befriend a historical figure? Who would you befriend, and why?

74. What if you could clone yourself? Would you do it? If you do, what would you and your clone do together?

75. What if it was impossible to make mistakes in life? Do you think this would be a good or bad thing?

76. What if you could freeze time for ten minutes every hour, but you continue as normal? Would you do it, and what would you do during those ten minutes?

77. What if there is an afterlife? What does it look like, and what can you do there?


What If Questions for Your Partner

Enjoy some fun, intriguing, and deep conversation with your significant other with some of these what-if questions, and learn plenty of new things about each other.

78. What if we could decide the gender of our children? Would you prefer a boy or a girl?

79. What if we could only watch one television series for the rest of our lives? Which series would you pick?

80. What if we could live anywhere in the world? Where would you want to live, and why?

81. What if we could have any pet in the world? What would you choose?

82. What if we had to stay in the same room for one week? What would we do during that week?

83. What if we could only eat one food for the rest of our lives? What would you choose?

84. What if either of us could get pregnant? Who would carry the baby?

85. What if teleportation was possible? Where would you want to travel to, and what would you do there together?

86. What if we could design our dream home, and money was no object? What would the house look like, and where would it be located?

87. What if we couldn’t communicate in our native language but were still together? How would we communicate?

88. What if we swapped genders? How would our relationship change?

89. What if we opened our own restaurant? What would you and I be in charge of?

90. What if financially one of us was able to quit our job? If it was you, what would you want to do instead?

91. What if you had to choose between living in the city and living in the countryside? What would you prefer?

92. What if we got married? What would our wedding look like?

93. What if we were trapped in a haunted house for a night? Who would deal with the experience better?

94. What if another person tried to interfere in our relationship? How would we both react?

95. What if one of us becomes ruler of the world? Would we be a force for good or evil?


What If Questions for Kids

Whether it’s with your own kids or a group of children you’re entertaining, let their imaginations run wild with these fun and thoughtful what-if questions.

96. What if you discovered that you had a magic power? What would your power be and what is the first thing you would do with your new power?

97. What if you had to choose between the power of flight and the power of invisibility? Which would you choose?

98. What if you grew gills and could breathe underwater? What ocean would you like to explore, and what would you do underwater?

99. What if toys could talk? What do you think they would say?

100. What if you had to build and live in a pillow fort with your best friend? Who would be in charge of what tasks?

101. What if you could transform into your favorite film or cartoon character? Who would you choose, and why?

102. What if you could change your name? What would you change it to?

103. What if you could go on holiday right now? Where would you go?

104. What if you had to choose between going to a water park or a theme park? Which would you choose, and why?

105. What if you had to give someone in this room a present? Who would you choose, and what would you give them?

106. What if you were in charge of the whole world? What what you do?

107. What if you woke up tomorrow morning and you could spend the day doing anything you want? What would you do?

108. What if you could only wear one outfit for a week? What would you wear, and why?

109. What if you could invent a new food? What would it look and taste like?

110. What if you could make it snow or sunny right now? What would you choose, and why?

111. What if you were able to learn magic like Harry Potter? What spells would you like to learn?

112. What if dinosaurs still existed on Earth? What do you think they would do, and do you think they could become friends with humans?

113. What if you could meet your great grandparents? What would you say to them?

114. What if you met an alien? What do you think they’d look like, and what would you say to them?


What if questions open you up to a world of possibilities and wonderful conversation, that can have everyone captivated for hours on end.

Whether it’s with your kids, your partner, close friends, or people you’ve just met as conversation starters, there’s room in any conversation for some of these mind-bending and fascinating questions.

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What If Questions (list).

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