Dark Would You Rather Questions

Uncomfortable choices with real stakes. Best with people who don't mind going there.

  1. Would you rather be mugged in a dark alley or have your house broken into while you're home?
  2. Would you rather have a conversation with your past self or have a conversation with your future self?
  3. Would you rather have a front-butt or communicate solely through Twitter?
  4. Would you rather drink ketchup water or drink hot dog water?
  5. Would you rather watch an awkward family video daily or interrupt a family argument?
  6. Would you rather jump in a puddle of water or blow bubbles in a glass of water?
  7. Would you rather live in a world without internet or live in a world without AC/heating?
  8. Would you rather be stalked by Nosferatu in a mansion or be trapped in a mine shaft for 6 days?
  9. Would you rather witness an awkward family moment repeatedly or experience an awkward family moment once?
  10. Would you rather be a struggling artist with a chance of fame or be a successful businessperson with no personal time?
  11. Would you rather eat a bug or eat a spoonful of hot sauce?
  12. Would you rather experience a challenging situation or avoid a challenging situation?
  13. Would you rather clean a public restroom or wash a stranger's car for free?
  14. 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?
  15. Would you rather live in the Mad Max universe or live in the Walking Dead universe?
  16. Would you rather never hear music again or lose ability to read?
  17. Would you rather attend a concert with your least favorite band or watch a movie marathon of your least favorite genre?
  18. Would you rather have an awkward conversation with your parents once or witness an awkward moment between them regularly?
  19. Would you rather eat a chocolate-covered turd or eat a turd-covered chocolate?
  20. Would you rather push a heavy object uphill or pull a heavy object downhill?
  21. Would you rather eat 100 pizzas in one sitting or spend a night in a room full of buzzing mosquitoes?
  22. Would you rather lose all your possessions in a fire or experience a week of public humiliation?
  23. Would you rather have a cartoon character's voice permanently or shrink slightly every time you sneeze?
  24. Would you rather have an awkward conversation with a stranger or have an awkward conversation with a family member?
  25. Would you rather watch the same boring movie every day or participate in a one-time embarrassing talent show?
  26. Would you rather eat a strange but safe dish or wear an unusual outfit for a day?
  27. Would you rather save a loved one from danger or save a stranger from danger?
  28. Would you rather experience a year of bad luck or lose your most cherished possession?
  29. Would you rather walk 10 miles through challenging terrain or have a difficult conversation with a stranger?
  30. Would you rather stare him straight in the eye and hold his gaze or secretly draw a small, harmless mark on his neck without him noticing?
  31. Would you rather drink a shot of apple cider vinegar or drink a shot of lemon juice?
  32. Would you rather drink a mystery smoothie or eat a mystery casserole?
  33. Would you rather have an uncomfortable conversation with your dad or have an awkward dinner with your mom?
  34. Would you rather be wrongly accused of a crime you didn't commit or be known for a harmless but embarrassing mistake?
  35. Would you rather walk barefoot across a sharp gravel path for 10 minutes or walk barefoot across burning-hot beach sand at noon for 10 minutes?
  36. Would you rather give up a major ability or watch a long sports event?
  37. Would you rather get a tattoo from a famous artist or have a portrait painted by a famous artist?
  38. Would you rather be the hero or be the villain?
  39. Would you rather dangle from a 100ft cliff and tie the knot yourself or trust an Eagle Scout to tie the knot?
  40. Would you rather wear a silly costume in public for a week or speak in rhymes for a week?
  41. Would you rather get a cliché motivational tattoo or get a controversial symbol tattoo?
  42. Would you rather sing a song to save your family or dance in public to save your family?
  43. Would you rather walk barefoot over a rough surface or hold your breath for a long time?
  44. Would you rather receive a million dollars but must donate half or win a free vacation but must work part-time during it?
  45. Would you rather receive a compliment from a stranger or give a compliment to a stranger?
  46. Would you rather have an awkward family gathering every six months or be forced to permanently learn and practice a difficult new skill?
  47. Would you rather wear mismatched shoes for a week or wear your clothes inside out for a week?
  48. Would you rather have dinner with your partner or have dinner with a celebrity?
  49. Would you rather interact with a familiar-looking robot or interact with a robot with a familiar personality?
  50. Would you rather have a secret you can't tell anyone or have everyone believe a false rumor about you?
  51. Would you rather witness an awkward family moment every day or experience an extremely awkward family moment once?
  52. Would you rather eat a bizarre food for $1 million and everyone thinks you enjoy it or do a challenging task for $2 million but everyone thinks you got lucky?
  53. Would you rather accidentally bump into a stranger or accidentally bump into a friend?
  54. Would you rather be famous but lonely or unknown but loved?
  55. Would you rather eat a bowl of insects or eat a bowl of worms?
  56. Would you rather speak in rhymes all day or sing everything you say?
  57. Would you rather embarrass yourself in front of your family or accidentally break a family heirloom?
  58. Would you rather have a conversation with a cartoon character or have a conversation with a historical figure?
  59. Would you rather step on a Lego barefoot or get a paper cut on your finger?
  60. Would you rather live in a world without music or live in a world without movies?
  61. Would you rather live in perfect health but with no wealth or have a billion dollars but face daily health challenges?
  62. Would you rather adopt a pet you weren't planning on or move to a new city unexpectedly?
  63. Would you rather lose control of your body or lose control of your mind?
  64. Would you rather get a tattoo of a family member on your face or have a family member's face tattooed on your body?
  65. 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?
  66. Would you rather have an awkward conversation with your mom or have an awkward conversation with your dad?
  67. Would you rather always be honest and complain openly about the bad things in your life or always stay positive and hide your problems while focusing on improving things?
  68. Would you rather live as a monster or die as a good man?
  69. Would you rather take a vow of silence for a year or give up your favorite hobby for a year?
  70. Would you rather lose your ability to speak or lose your ability to hear?
  71. Would you rather prepare an unusual dish from a cuisine you've never tried or try an unusual dish prepared by someone else?
  72. Would you rather eat a meal made from insects or eat a meal made from seaweed?
  73. Would you rather be a cyborg with the strength of four gorillas but only four feet tall or have a superhero body with laser eyes?
  74. Would you rather witness a distressing event or experience physical discomfort?
  75. Would you rather have an awkward conversation with your mom about your love life or have an awkward conversation with your partner about your family?
  76. Would you rather every time you sneeze, your height changes by a random amount for an hour or every time you sneeze, two common everyday objects (like your phone and remote) swap functions for a day?
  77. Would you rather make a difficult choice to save a loved one or perform an uncomfortable act for a stranger?
  78. Would you rather experience intense pain for a short moment or endure mild pain for a longer duration?
  79. Would you rather teleport anywhere twice a month or Fly, but only at walking speed?
  80. Would you rather eat a strange dish from a foreign country or try an unusual local delicacy?
  81. Would you rather be in a zombie apocalypse or be in a werewolf apocalypse?
  82. Would you rather be the last person on Earth or live in a world without electricity?
  83. Would you rather lose a loved one forever or be separated from your family forever?
  84. Would you rather sing in front of a large crowd or dance in front of a large crowd?
  85. Would you rather be permanently serious or be permanently disturbed?
  86. Would you rather ride a unicorn in a parade or have a unicorn as a pet?
  87. Would you rather undergo a painful dental procedure with no anesthesia (once) or be publicly humiliated at a fancy restaurant and have the moment go viral?
  88. Would you rather go on a date with a famous actor or have dinner with a legendary musician?
  89. Would you rather live in the 1950s and 1960s or live in the 1980s and 1990s?
  90. Would you rather walk barefoot over hot coals or swim in a pool of ice water?
  91. Would you rather go a week without your phone or go a week without internet?
  92. Would you rather pet sit an unusual animal for a day or help a friend with an awkward task?
  93. Would you rather live in a world with talking robots or live in a world without electricity?
  94. Would you rather give a speech in front of your family while embarrassed or receive an awkward compliment from your family?
  95. Would you rather have your parents watch you perform on stage or watch your parents perform on stage?
  96. Would you rather be feared by all or be loved by all?
  97. Would you rather tell your family you don't love them or destroy a cherished family heirloom?
  98. Would you rather talk to oysters or talk to plants?
  99. Would you rather be in a 'situationship' with mixed signals and no labels or be in a defined relationship where everything feels socially awkward and embarrassing?
  100. Would you rather drink a glass of pickle juice or drink a glass of olive brine?
  101. Would you rather see an awkward family situation regularly or experience an extremely awkward family situation once?
  102. Would you rather hear your parents argue every day or have one intense family argument that resolves everything?
  103. Would you rather have a front-facing butt or only be able to communicate using 280-character tweets (no voice)?
  104. Would you rather live without music or live without movies?
  105. Would you rather have an embarrassing secret revealed to your family or have an embarrassing secret revealed to your friends?
  106. Would you rather slide down a giant cheese grater and land in lemon juice or walk barefoot on hot coals?
  107. Would you rather eat a strange dish from another country or eat a dish you dislike from your own country?
  108. Would you rather have your mom catch you in an awkward situation or have your pet catch you in an awkward situation?
  109. Would you rather have dinner with your partner's parents or have dinner with your parents and your partner?
  110. Would you rather stand up for a cause you believe in or listen to your favorite song on repeat?
  111. Would you rather be falsely accused of a crime or lose your most prized possession?
  112. Would you rather watch an embarrassing movie with your parents or watch a movie about your parents' lives?
  113. Would you rather wear mismatched shoes for a month or wear your clothes inside out for a month?
  114. Would you rather have an embarrassing moment with your dad or have an awkward situation with your mom?
  115. Would you rather wear socks on your hands for a day or wear gloves on your feet for a day?
  116. Would you rather witness an awkward family moment daily or experience an extremely awkward family event once?
  117. Would you rather kiss a stranger on the street or accidentally break a valuable item in a store?
  118. Would you rather be locked in a house with Michael Myers or be stuck in a kayak in the middle of Crystal Lake?
  119. Would you rather have your mom spill a drink on you or have your dad spill food on you?
  120. Would you rather listen to the same song on repeat for a week or watch the same TV episode on repeat for a week?
  121. Would you rather be stranded on an island alone or be stranded on an island with someone you hate?
  122. Would you rather put a toothpick under your big toe and kick a wall or paper cuts all over your body and bathe in lemon juice?
  123. Would you rather go on an extremely terrifying amusement park ride or take on a difficult, life-changing personal challenge that forces real growth?
  124. Would you rather have an awkward moment with your dad or have an awkward moment with your mom?
  125. Would you rather make a difficult sacrifice to save a loved one or make a difficult sacrifice to bring back a loved one?
  126. Would you rather get a haircut from Edward Scissorhands or have a meal prepared by a chef with no taste buds?
  127. Would you rather endure an uncomfortable prank for 30 minutes or have a stranger sneeze on you every time you yawn for a week?
  128. Would you rather turn sand into water or turn air into sand?
  129. Would you rather move forward in time and confront an awkward family argument head-on or go back in time and relive a different embarrassing family memory?
  130. Would you rather authorize a controversial decision that affects many or confront someone directly about a difficult issue?
  131. Would you rather never be touched again or be constantly touched every moment for the rest of your life?

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