❔99 Hard Would You Rather Questions

No hypothetical fluff. No easy escapes. These dilemmas will make you question your morals, relationships, and sanity. Pick a side—there’s no hiding.

Warning: If you avoid hard choices, close this page now.

Why Read These?

  • Brutal honesty required.
  • No “right” answers—only consequences.
  • Test your loyalty, fear, and ethics in under 5 minutes.

Ready? Start scrolling. Your first impossible choice is below. For couples looking to deepen their connection, explore our Would You Rather Questions for Couples and spark meaningful conversations!

❔99 Hard Would You Rather Questions

Hard Would You Rather Questions for  Couples

Couples

❔1. Would you rather your partner read your private journal or you read theirs? 🔒
❔2. Would you rather never celebrate anniversaries or never celebrate Valentine’s Day? 💔
❔3. Would you rather your partner forget your birthday or forget your name? 🎂
❔4. Would you rather share a toothbrush forever or never kiss again? 😬
❔5. Would you rather date someone who hates your friends or someone your friends hate? 👫
Hard Would You Rather Questions for  Friends

Friends

❔6. Would you rather your friend borrow $1,000 and never repay it or steal your partner? 💸
❔7. Would you rather lose a lifelong friend or lose a family member? 😢
❔8. Would you rather your friend lie to protect you or tell the truth and ruin your life? 🤥
❔9. Would you rather your friend always cancel plans or always show up uninvited? 🚫
❔10. Would you rather your friend embarrass you publicly or betray you privately? 😳

School

❔11. Would you rather fail a class or get someone else expelled? 🚫
❔12. Would you rather have a teacher who hates you or classmates who bully you? 😠
❔13. Would you rather lose your diploma or all your school memories? 📜
❔14. Would you rather write exams with a broken hand or present naked? 😰
❔15. Would you rather redo high school or skip it entirely? 🏫

Work

❔16. Would you rather work weekends forever or work night shifts forever? 😴
❔17. Would you rather be underpaid and respected or overpaid and hated? ⚖️
❔18. Would you rather lose your job tomorrow or work there unhappily for 10 years? 💼
❔19. Would you rather present to a critical CEO or clean the office toilets daily? 😓
❔20. Would you rather have a micromanaging boss or a negligent boss? 👀

Adults

❔21. Would you rather lose your retirement savings or your ability to retire? 💸
❔22. Would you rather pay double taxes forever or lose voting rights forever? 💰
❔23. Would you rather have a midlife crisis publicly or a secret breakdown privately? 🎭
❔24. Would you rather attend your parent’s funeral or your child’s wedding? 😢
❔25. Would you rather regret your career choice or regret your marriage? 💔
Hard Would You Rather Questions for Ethics Morals

Ethics/Morals

❔26. Would you rather save a stranger’s life or your pet’s life? ⚖️
❔27. Would you rather steal to feed your family or let them starve? 🛒
❔28. Would you rather expose a friend’s secret or let them harm others? 🔍
❔29. Would you rather lie to keep peace or tell the truth and start a war? 🤝
❔30. Would you rather cheat on a test and pass or fail honestly? 🎓

Health/Survival

❔31. Would you rather lose a limb or lose your eyesight? 😱
❔32. Would you rather eat moldy bread daily or drink dirty water daily? 🤢
❔33. Would you rather live with chronic pain or lose your memory? ⚕️
❔34. Would you rather survive a plane crash alone or drown with others? 😵
❔35. Would you rather never exercise again or never sleep again? 💤
Hard Would You Rather Questions for travel

Travel

❔36. Would you rather get stranded abroad with no money or lose your passport forever? 😰
❔37. Would you rather travel alone forever or with someone you hate forever? ✈️
❔38. Would you rather visit every country but never leave your hotel or stay home forever? 🏨
❔39. Would you rather lose your luggage daily or miss every flight? 😫
❔40. Would you rather hike a volcano or swim with sharks? 🌋

Hypotheticals

❔41. Would you rather know the date of your death or the cause of your death? 💀
❔42. Would you rather relive your worst day or erase your best memory? 😞
❔43. Would you rather be immortal but lonely or mortal but loved? 💔
❔44. Would you rather control time or read minds? ⏳
❔45. Would you rather be invincible but unhappy or vulnerable but joyful? 😊

Food

❔46. Would you rather eat live insects daily or rotten meat weekly? 🤮
❔47. Would you rather give up salt forever or sugar forever? 🚫
❔48. Would you rather cook every meal forever or only eat takeout forever? 🍳
❔49. Would you rather eat a raw onion like an apple or drink a cup of vinegar? 😖
❔50. Would you rather never taste chocolate again or never taste cheese again? 😭
Hard Would You Rather Questions for  Technology

Technology

❔51. Would you rather lose internet access forever or lose electricity forever? 📵
❔52. Would you rather have your search history leaked or your text messages published? 😳
❔53. Would you rather use a flip phone forever or a computer from the 1990s? 📟
❔54. Would you rather have no social media or no video games? 🚫
❔55. Would you rather lose your phone or lose your laptop? 😱

Parenting

❔56. Would you rather your child lie to you or steal from you? 😔
❔57. Would you rather raise a genius who resents you or an average kid who adores you? 👪
❔58. Would you rather your teen get arrested or expelled? ⚖️
❔59. Would you rather never meet your grandchildren or outlive your children? 😢
❔60. Would you rather your child be bullied or be the bully? 🛡️
Hard Would You Rather Questions for money

Money

❔61. Would you rather inherit 1 million from some one you hateor earn 1 million from some one you hateor earn 100,000 honestly? 🤑
❔62. Would you rather be debt-free but poor or wealthy but bankrupt in 10 years? 💳
❔63. Would you rather lose your wallet daily or pay double for everything? 😫
❔64. Would you rather win the lottery anonymously or fame with no money? 🎭
❔65. Would you rather work a high-paying job you hate or a low-paying job you love? 💔

Social Scenarios

❔66. Would you rather trip in public or forget someone’s name mid-conversation? 😳
❔67. Would you rather attend a party alone or miss your best friend’s wedding? 😞
❔68. Would you rather laugh at a funeral or cry at a comedy show? 🎭
❔69. Would you rather accidentally insult your boss or your partner’s parent? 😬
❔70. Would you rather be the last to know gossip or the source of false gossip? 🤐

Fear/Phobias

❔71. Would you rather be trapped in a room full of spiders or snakes? 😱
❔72. Would you rather skydive with a faulty parachute or dive with sharks? 😵
❔73. Would you rather walk through a haunted forest alone or a graveyard at midnight? 👻
❔74. Would you rather face your biggest fear daily or never feel fear again? 😖
❔75. Would you rather live in total darkness forever or blinding light forever? 😎
Hard Would You Rather Questions for  Identity

Identity

❔76. Would you rather everyone know your secrets or no one know your name? 😶
❔77. Would you rather be hated for being authentic or loved for being fake? 🎭
❔78. Would you rather lose your voice forever or your face forever? 😶
❔79. Would you rather be forgotten by history or remembered for a crime? ⚖️
❔80. Would you rather change your personality or your appearance? 🎭

Extreme Scenarios

❔81. Would you rather survive a zombie apocalypse alone or with a traitor? 🧟
❔82. Would you rather fight a bear with a knife or a lion with your fists? 🥊
❔83. Would you rather fall from a skyscraper or burn in a fire? 😵
❔84. Would you rather drown in an ocean or suffocate in space? 💀
❔85. Would you rather be buried alive or stranded in open water? 😱
Hard Would You Rather Questions for  Miscellaneous

Miscellaneous

❔86. Would you rather wear wet socks forever or itchy clothes forever? 😖
❔87. Would you rather have a permanent clown laugh or a zombie walk? 🤡
❔88. Would you rather speak only in rhymes or only in whispers? 🎤
❔89. Would you rather lose your sense of smell or your sense of touch? 🤧
❔90. Would you rather have a pet tarantula or a pet crocodile? 😱
❔91. Would you rather listen to nails on a chalkboard daily or a baby crying nonstop? 😖
❔92. Would you rather sweat uncontrollably or shiver uncontrollably? 😰
❔93. Would you rather lose all your hair overnight or all your teeth overnight? 😱
❔94. Would you rather have a broken air conditioner in summer or a broken heater in winter? 😓
❔95. Would you rather be stuck in traffic for 8 hours or walk 20 miles? 😤
❔96. Would you rather be allergic to sunlight or allergic to cold? 🤧
❔97. Would you rather have no mirrors forever or no photos of yourself forever? 😶
❔98. Would you rather be unable to taste spicy food or unable to taste sweetness? 😖
❔99. Would you rather lose your ability to whisper or your ability to shout? 🔇

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