Deep Would You Rather Questions

Questions that take longer than a second to answer. Use them when you want the conversation to go somewhere real.

  1. Would you rather be feared by others or be loved by others?
  2. Would you rather be a moron in a field of geniuses or be a genius in a world full of morons?
  3. Would you rather achieve glory by joining the proletariat revolution or achieve glory as a capitalist entrepreneur?
  4. Would you rather be immortal or be able to bring one person back from death?
  5. Would you rather cure cancer or stop all hate groups?
  6. Would you rather live one life that is 1000 years or live ten lives that are 100 years each?
  7. Would you rather witness an awkward family moment repeatedly or experience an awkward family moment once?
  8. Would you rather know when you're going to die or know how you're going to die?
  9. Would you rather save the one person who means the most to you from a fiery death or save five strangers from the same fate?
  10. Would you rather live in the Mad Max universe or live in the Walking Dead universe?
  11. Would you rather be the smartest person in the world, and everyone else is brain dead stupid or be the dumbest person in the world and everyone else is smarter than you?
  12. Would you rather have an awkward conversation with a stranger or have an awkward conversation with a family member?
  13. Would you rather be secure but miserable or be broke but happy?
  14. Would you rather never eat solid food again (only liquids) or never drink anything again (only solids)?
  15. Would you rather know the harsh truth or believe a comforting lie?
  16. Would you rather have a heart but no soul or have a soul but no heart?
  17. Would you rather have a pause button for your life or have a rewind button for your life?
  18. Would you rather dangle from a 100ft cliff and tie the knot yourself or trust an Eagle Scout to tie the knot?
  19. Would you rather feed everyone forever or cure cancer forever?
  20. Would you rather raise 5 kids with a supportive partner or raise 1 kid on your own?
  21. Would you rather solve a complex problem with little impact but wide coverage or solve a complex problem with lasting large impact but no coverage?
  22. Would you rather have Hillary Clinton as president or have Bernie Sanders as president?
  23. Would you rather achieve glory by joining the proletariat masses against the bourgeoisie or be a capitalist?
  24. Would you rather be shunned but authentic or be praised but acting?
  25. Would you rather go back in time and relive your life knowing what you know now or go 100 years into the future as your current age?
  26. Would you rather be famous but lonely or unknown but loved?
  27. Would you rather have the power to save anyone or have the power to destroy anything?
  28. Would you rather live like a king for ten years and then die or live like a lower-class person but live for your whole lifetime?
  29. Would you rather embarrass yourself in front of your family or accidentally break a family heirloom?
  30. Would you rather know how you will die or know when you will die?
  31. Would you rather do everything you want but never tell anyone or everyone believe you did everything but never actually do it?
  32. Would you rather know how someone genuinely feels about you and when they are lying or keep how someone genuinely feels about you hidden?
  33. Would you rather solo travel the breadth of Antarctica or solo travel the breadth of the Sahara with only supplies you can personally carry?
  34. Would you rather never need to sleep again or be able to sleep as long as you want without ever having to set an alarm?
  35. Would you rather lose control of your body or lose control of your mind?
  36. Would you rather have a conversation with your mom in your girlfriend's voice or have a conversation with your girlfriend in your mom's voice?
  37. Would you rather have infinite money or have infinite time?
  38. Would you rather never fall in love or fall in love and then never find it again?
  39. Would you rather live as a monster or die as a good man?
  40. Would you rather play your favorite game every day for a year or receive a million dollars instantly?
  41. Would you rather live to be triple your great-grandfather's age or live to be half your great-grandfather's age?
  42. Would you rather prepare an unusual dish from a cuisine you've never tried or try an unusual dish prepared by someone else?
  43. Would you rather teleport anywhere twice a month or Fly, but only at walking speed?
  44. Would you rather be the last person on Earth or live in a world without electricity?
  45. Would you rather have everything needed to become the best version of yourself but not know how or know how to become the best version of yourself but lack the means?
  46. Would you rather gain a year on life when genuinely sad or lose a year on life when genuinely happy?
  47. Would you rather be permanently serious or be permanently disturbed?
  48. Would you rather live forever or never exist at all?
  49. Would you rather be betrayed by your best friend or betray your best friend?
  50. Would you rather know with 100% certainty whether or not there is an afterlife or know with 100% certainty how and when you will die?
  51. Would you rather lose everything in a divorce custody battle or always have been single in your life?
  52. Would you rather talk to oysters or talk to plants?
  53. Would you rather have a machine powered by love or have a machine powered by hate?
  54. Would you rather hear your parents argue every day or have one intense family argument that resolves everything?
  55. Would you rather everything you say gets taken with utter seriousness by everyone all the time or everything you say gets taken as a joke by everyone all the time?
  56. Would you rather a perfectly healthy child and never meet him/her or a child with colorblindedness and see him/her every day?
  57. Would you rather know everything about your future or know nothing about your future?
  58. Would you rather have the power to solve one major global issue or have the power to erase one personal regret?
  59. Would you rather forever be with someone who loves you but you could never love or forever be with someone you love who will never love you back?
  60. Would you rather do something great for humanity but be remembered as worst person or do nothing impactful but be remembered as a hero?
  61. Would you rather save a large group of people or receive a unique, valuable item?
  62. Would you rather put an end to racism or put an end to global warming?
  63. Would you rather age to 300 years old or stay young and middle-aged forever?
  64. Would you rather forever be with someone who loves you but you cannot love or be with someone you love who will never love you back?
  65. Would you rather give good actions perfect reward or give bad actions perfect punishment?
  66. Would you rather lose your ability to feel happiness or lose your ability to feel sadness?
  67. Would you rather have everyone you meet forget you after 24 hours or forget everyone you meet after 24 hours?
  68. Would you rather have cheat codes to survive in human cultures or vanish from humanity to live as a less hirsute Bigfoot?

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