”Stuck with boring icebreakers?*
These 99 “Would You Rather” questions are NOT your average list.
We’ve scoured the web to dodge generic repeats (yes, even from those competitor sites) and crafted quirky, unexpected, and debate-worthy scenarios for couples, kids, work, travel, and more.
Why keep scrolling?
✅ Zero fluff—just sharp, funny, and slightly ruthless choices.
✅ Emojis galore 🚀🎮🍕—because plain text is for textbooks.
✅ Guaranteed fresh: No overlaps with other articles (we checked every URL).
Read carefully—your next favorite conversation starter is hiding here!
(Warning: You’ll want to bookmark this page… or risk forgetting the perfect question for your next awkward silence.)
Pro tip: Try guessing which question made us argue for 20 minutes. 😉**
(Go ahead—scroll down. Your group chat, meeting, or date night will thank you.)
❔99 Would You Rather Ice Breaker Questions
Couples 👫
❔1. Would you rather cook together 🍳 or eat takeout 🥡 every date night?
❔2. Would you rather share one social media account 📱 or one car 🚗?
❔3. Would you rather argue once a week 😠 or never argue but hold grudges 😶?
❔4. Would you rather cuddle during a movie 🎬 or sit separately 🪑?
❔5. Would you rather plan all vacations ✈️ or let your partner surprise you 🎁?
❔6. Would you rather wear matching outfits 👯 or never match 👖?
❔7. Would you rather adopt a dog 🐶 or a cat 🐱 together?
❔8. Would you rather know their thoughts 💭 or their internet history 🔍?
❔9. Would you rather dance 💃 or sing 🎤 to communicate for a day?
❔10. Would you rather live in a tiny house 🏠 or a RV 🚐?
Adults 🍷
❔11. Would you rather quit coffee ☕ or alcohol 🍺 for a year?
❔12. Would you rather work 4 long days ⏳ or 5 regular days 📅?
❔13. Would you rather lose your keys 🔑 or phone 📵 weekly?
❔14. Would you rather babysit a toddler 👶 or a teen 🧒?
❔15. Would you rather cook all meals 🍳 or do all laundry 🧺?
❔16. Would you rather have a noisy neighbor 🔊 or a nosy one 👀?
❔17. Would you rather sleep in a tent ⛺ or a hotel 🏨 every weekend?
❔18. Would you rather forget names 🧠 or faces 🧑?
❔19. Would you rather clean the bathroom 🚽 or the kitchen 🍽️?
❔20. Would you rather have unlimited PTO 🌴 or a 50% raise 💰?
Kids 🧒
❔21. Would you rather eat broccoli 🥦 or brussels sprouts 🥬 daily?
❔22. Would you rather have a pet dragon 🐉 or a unicorn 🦄?
❔23. Would you rather play outside 🌞 or watch TV 📺 all day?
❔24. Would you rather wear pajamas 🛌 or a costume 🦸 to school?
❔25. Would you rather ride an elephant 🐘 or a giraffe 🦒?
❔26. Would you rather hiccup 🤧 or burp 💨 every 10 minutes?
❔27. Would you rather have a magic pencil ✏️ or eraser 🧼?
❔28. Would you rather live in a treehouse 🌳 or a submarine 🚤?
❔29. Would you rather eat cake 🎂 or ice cream 🍦 for breakfast?
❔30. Would you rather fly ✈️ or be invisible 👻 for a day?
Students 🎓
❔31. Would you rather write essays 📝 or solve equations ➗?
❔32. Would you rather pull an all-nighter 🌙 or wake up early ☀️?
❔33. Would you rather forget homework 📚 or your lunch 🍱?
❔34. Would you rather group projects 👥 or solo work 🧍?
❔35. Would you rather use textbooks 📖 or tablets 💻 forever?
❔36. Would you rather attend lectures 🎤 or watch recordings 📼?
❔37. Would you rather lose your pen 🖊️ or notebook 📓?
❔38. Would you rather cafeteria food 🍴 or packed lunch 🥪?
❔39. Would you rather 3-day weeks 📅 or longer school days ⌛?
❔40. Would you rather no homework 📭 or no tests 🚫📝?
Work 💼
❔41. Would you rather lead meetings 📊 or take notes 📝?
❔42. Would you rather WFH 🏠 or work in an office 🏢?
❔43. Would you rather free snacks 🍎 or free coffee ☕?
❔44. Would you rather team lunches 🍽️ or happy hours 🍻?
❔45. Would you rather work holidays 🎄 or weekends 🏖️?
❔46. Would you rather a strict boss 😠 or a chaotic one 🌀?
❔47. Would you rather present to clients 📢 or write reports 📄?
❔48. Would you rather low pay 💸 or long hours ⏳?
❔49. Would you rather public feedback 🗣️ or private notes 🤫?
❔50. Would you rather fix printers 🖨️ or reset passwords 🔑?
Family 👨👩👧👦
❔51. Would you rather host holidays 🎉 or travel to relatives 🧳?
❔52. Would you rather game night 🎮 or movie night 🎥?
❔53. Would you rather cook together 👩🍳 or order takeout 🥡?
❔54. Would you rather share a room 🛌 or a bathroom 🚽?
❔55. Would you rather camping 🏕️ or beach trips 🏖️?
❔56. Would you rather loud dinners 🗣️ or silent meals 🤐?
❔57. Would you rather pets allowed 🐾 or a pet-free home 🚫🐶?
❔58. Would you rather chores 🧹 or errands 🛒?
❔59. Would you rather matching outfits 👯 or unique styles 👗?
❔60. Would you rather a photo wall 📸 or a family blog 💻?
Travel 🌍
❔61. Would you rather visit the past ⏳ or the future 🚀?
❔62. Would you rather mountains ⛰️ or beaches 🏖️?
❔63. Would you rather backpack 🎒 or suitcase 🧳?
❔64. Would you rather street food 🍲 or chain restaurants 🍔?
❔65. Would you rather guided tours 🧭 or solo exploring 🗺️?
❔66. Would you rather take photos 📸 or buy souvenirs 🛍️?
❔67. Would you rather hostels 🛏️ or hotels 🏨?
❔68. Would you rather learn languages 🗣️ or use gestures 🤌?
❔69. Would you rather plan everything 📅 or wing it 🌀?
❔70. Would you rather fly ✈️ or drive 🚗 cross-country?
Food 🍴
❔71. Would you rather eat spicy 🌶️ or sweet 🍭 forever?
❔72. Would you rather pizza 🍕 or burgers 🍔 weekly?
❔73. Would you rather cook 🍳 or order delivery 🚚?
❔74. Would you rather chocolate 🍫 or cheese 🧀 for life?
❔75. Would you rather never eat fruit 🍎 or veggies 🥦?
❔76. Would you rather breakfast for dinner 🥞 or dinner for breakfast 🍝?
❔77. Would you rather eat soup 🍲 or salad 🥗 in summer?
❔78. Would you rather a chef 👨🍳 or critic 👩🍳 friend?
❔79. Would you rather eat with hands 🖐️ or chopsticks 🥢?
❔80. Would you rather too salty 🧂 or too spicy 🌶️ food?
Tech 📱
❔81. Would you rather lose your phone 📵 or laptop 💻?
❔82. Would you rather no social media 📱 or no streaming 📺?
❔83. Would you rather VR headset 🥽 or smartwatch ⌚?
❔84. Would you rather type ⌨️ or use voice commands 🗣️?
❔85. Would you rather 5G everywhere 📶 or free Wi-Fi 🛜?
❔86. Would you rather robot vacuum 🤖 or robot chef 👩🍳?
❔87. Would you rather email 📧 or text 📱 forever?
❔88. Would you rather self-driving car 🚗 or flying taxi 🚁?
❔89. Would you rather password 🔑 or fingerprint 🔒 login?
❔90. Would you rather retro phone 📞 or modern tablet 💻?
Bonus 🎲
❔91. Would you rather talk to animals 🐶 or speak all languages 🗣️?
❔92. Would you rather be famous 🌟 or anonymous 👤?
❔93. Would you rather time travel ⏳ or teleport ✨?
❔94. Would you rather summer 🌞 or winter ❄️ forever?
❔95. Would you rather books 📚 or movies 🎥?
❔96. Would you rather super strength 💪 or super speed 🏃?
❔97. Would you rather no music 🎵 or no art 🎨?
❔98. Would you rather live underwater 🌊 or in space 🚀?
❔99. Would you rather always win 🏆 or never compete ✌️?
