250 Deep Would You Rather Questions

Would you rather Find a wallet with $500 and no ID or Give up your phone for a year for $5,000?

Would you rather Always have to run to catch your transport or Only ever drink water for life?

Would you rather Give up your car forever or Lose your sense of taste?

Would you rather Be able to relive one day from your past or Be respected by everyone you meet?

Would you rather Never be able to shout or Have a constant pebble in your shoe?

Would you rather Get paid to travel the world for a year or Have unlimited money for books only?

Would you rather Always have to run to catch your transport or Only ever eat one cuisine for life?

Would you rather Have a date night every week no matter what or Be able to read each other's minds on date night?

Would you rather Know the answer to every question you are asked or Always be able to make people laugh?

Would you rather Get paid to test video games for a year or Have unlimited money for books only?

Would you rather Always speak in rhymes or Lose your sense of taste?

Would you rather Never be able to shout or Always have an itch you can't scratch?

Would you rather Receive $10 every time you exercise or Give up your phone for a year for $5,000?

Would you rather Always have wet socks or Live without clocks?

Would you rather Be able to relive one day from your past or Always have to tell the truth?

Would you rather Be loved by everyone you meet or Always know the right thing to say?

Would you rather Get $100 every day for a year or Earn double pay for half the hours?

Would you rather Grow old in a lively city flat together or Renew your vows every ten years somewhere new?

Would you rather Live a normal-length life that is extraordinary or Have more time in every day?

Would you rather Have breakfast in bed together every Sunday or Have one big adventure holiday together every year?

Would you rather Watch the first Olympic games or Have dinner with a famous artist from history?

Would you rather Be able to see one day of your future or Be loved by everyone you meet?

Would you rather Know the answer to every question you are asked or Never feel bored again?

Would you rather Always speak in rhymes or Share a room with a snorer forever?

Would you rather Lose your sense of taste or Always feel too warm?

Would you rather Be respected by everyone you meet or Know all the languages of the world?

Would you rather Visit ancient Egypt or Visit your own 10th birthday party again?

Would you rather Never be able to use a phone again or Always feel too warm?

Would you rather Live 500 years in good health or Keep your memories but lose all your photos?

Would you rather Never pay for travel again or Give up your phone for a year for $5,000?

Would you rather Always be 20 minutes early and wait or Never know what day it is?

Would you rather Get $100 every day for a year or Give up your phone for a year for $5,000?

Would you rather Have breakfast in bed together every Sunday or Grow old in a cottage by the sea together?

Would you rather Watch the first Olympic games or Watch the moon landing from the moon?

Would you rather Never pay for travel again or Receive $50 every time you make someone laugh?

Would you rather Always agree on what to watch or Cook together every evening?

Would you rather Get a small thoughtful gift every week or Have a partner who always listens perfectly?

Would you rather Visit a medieval castle as a knight or See yourself at age 80?

Would you rather Give up your car forever or Always sing instead of speaking?

Would you rather Always agree on where to eat or Have breakfast in bed together every Sunday?

Would you rather Never argue about money or Renew your vows every ten years somewhere new?

Would you rather Always have wet socks or Sleep on the floor for a year?

Would you rather Always agree on what to watch or Always agree on where to eat?

Would you rather Get a small thoughtful gift every week or Always agree on what to watch?

Would you rather Get a small thoughtful gift every week or Have a partner who always makes you laugh?

Would you rather Only ever drink water for life or Always sing instead of speaking?

Would you rather Give up your phone for a year for $5,000 or Give up social media forever for $20,000?

Would you rather Live 500 years in good health or Never feel bored again?

Would you rather Always have to run to catch your transport or Always have an itch you can't scratch?

Would you rather Finish each other's sentences or Renew your vows every ten years somewhere new?

Would you rather Be able to relive one day from your past or Live without the internet?

Would you rather Get paid to test video games for a year or Receive $10 every time you exercise?

Would you rather Never be able to use a phone again or Always speak in rhymes?

Would you rather Visit your own 10th birthday party again or Get one extra day every year that only you know about?

Would you rather Have a partner who always makes you laugh or Have a song that is only yours as a couple?

Would you rather Have a boring job that pays double or Get paid to test video games for a year?

Would you rather Visit your own 10th birthday party again or See the world in 1,000 years?

Would you rather Live a normal-length life that is extraordinary or Never feel bored again?

Would you rather Get $100 every day for a year or Know exactly how the stock market moves tomorrow, once?

Would you rather Cook together every evening or Grow old in a cottage by the sea together?

Would you rather Find a wallet with $500 and no ID or Receive $50 every time you make someone laugh?

Would you rather Always agree on where to eat or Never argue about chores?

Would you rather Never argue about money or Be able to read each other's minds on date night?

Would you rather Never be able to use a phone again or Lose your sense of smell?

Would you rather Know all the languages of the world or Live without television and streaming?

Would you rather Live for one year in the 1800s or Get one extra day every year that only you know about?

Would you rather Lose your sense of taste or Share a room with a snorer forever?

Would you rather Always have an itch you can't scratch or Sleep without a pillow forever?

Would you rather Have more energy in every day or Live without the internet?

Would you rather Visit the first day of your school or Live for one year in the year 3000?

Would you rather Visit ancient Rome or Be able to pause time during exams?

Would you rather Give up your car forever or Sleep without a pillow forever?

Would you rather Always have wet socks or Live without mirrors?

Would you rather Always have wet socks or Always feel too cold?

Would you rather Visit the first day of your school or Get one extra day every year that only you know about?

Would you rather Never pay for food again or Have free rent for life?

Would you rather Win $1 million but share half with a stranger or Earn double pay for half the hours?

Would you rather Get a surprise romantic trip every year or Dance in the kitchen every night?

Would you rather Have a constant pebble in your shoe or Sweat instead of cry?

Would you rather Earn double pay for half the hours or Have a job you love that pays average money?

Would you rather Visit ancient Egypt or See yourself at age 80?

Would you rather See yourself at age 80 or See the world in 100 years?

Would you rather Only ever drink water for life or Cry instead of sweat?

Would you rather Cry instead of sweat or Live without mirrors?

Would you rather Visit the age of dinosaurs or See the world in 100 years?

Would you rather Give up social media forever for $20,000 or Retire at 65 very wealthy?

Would you rather Get $10,000 right now, once or Have free rent for life?

Would you rather Know the cause of your death or Always know when someone is lying?

Would you rather Get paid to test video games for a year or Give up social media forever for $20,000?

Would you rather Get a small thoughtful gift every week or Finish each other's sentences?

Would you rather See the world in 1,000 years or Have dinner with a famous inventor?

Would you rather Always be 20 minutes early and wait or Sweat instead of cry?

Would you rather Never argue about chores or Have one big adventure holiday together every year?

Would you rather Always speak in rhymes or Sleep on the floor for a year?

Would you rather Earn double pay for half the hours or Never pay for food again?

Would you rather Give up your car forever or Cry instead of sweat?

Would you rather Have more time in every day or Never feel embarrassed again?

Would you rather Only ever drink water for life or Live without mirrors?

Would you rather Visit the age of dinosaurs or Get one extra day every year that only you know about?

Would you rather Always speak in rhymes or Never know what day it is?

Would you rather Have a date night every week no matter what or Have a song that is only yours as a couple?

Would you rather Never be able to shout or Sweat instead of cry?

Would you rather Get $10,000 right now, once or Never pay for food again?

Would you rather Visit the first day of your school or Know what you will be famous for before it happens?

Would you rather Never be able to use a computer again or Never be able to whisper?

Would you rather Be able to see one day of your future or Live without music?

Would you rather Have unlimited money for experiences but not things or Give up your phone for a year for $5,000?

Would you rather Be able to forget one memory forever or Keep your memories but lose all your photos?

Would you rather Visit ancient Egypt or Visit a medieval castle as a knight?

Would you rather Be able to forget one memory forever or Be loved by everyone you meet?

Would you rather Sleep without a pillow forever or Never know what day it is?

Would you rather Dance in the kitchen every night or Have a song that is only yours as a couple?

Would you rather Never be able to whisper or Always feel too warm?

Would you rather Grow old in a cottage by the sea together or Plan every date yourself and keep them guessing?

Would you rather Never be able to use a phone again or Never be able to shout?

Would you rather Always have an itch you can't scratch or Live without clocks?

Would you rather Always have to tell the truth or Be respected by everyone you meet?

Would you rather Always know the right thing to say or Live without music?

Would you rather Only ever drink water for life or Have a constant pebble in your shoe?

Would you rather Get a surprise romantic trip every year or Always agree on where to eat?

Would you rather Have free rent for life or Give up social media forever for $20,000?

Would you rather Be respected by everyone you meet or Live without the internet?

Would you rather Have more time in every day or Have more energy in every day?

Would you rather Always agree on where to eat or Be able to read each other's minds on date night?

Would you rather Get paid to test video games for a year or Get paid to taste-test desserts for a year?

Would you rather See the world in 100 years or Live for one year in the year 3000?

Would you rather Be able to forget one memory forever or Never feel embarrassed again?

Would you rather Have a boring job that pays double or Receive $50 every time you make someone laugh?

Would you rather Give up your car forever or Live without clocks?

Would you rather See yourself at age 80 or Have dinner with a famous inventor?

Would you rather Never pay for travel again or Have free rent for life?

Would you rather Have a partner who always listens perfectly or Be able to read each other's minds on date night?

Would you rather Know the cause of your death or Never be able to lie but sometimes hurt feelings?

Would you rather Get paid to travel the world for a year or Have unlimited money for experiences but not things?

Would you rather Be able to forget one memory forever or Be respected by everyone you meet?

Would you rather Never be able to lie but sometimes hurt feelings or Keep your memories but lose all your photos?

Would you rather Know the cause of your death or Give up all your photos and memories of one year?

Would you rather Live for one year in the year 3000 or Know what you will be famous for before it happens?

Would you rather Live for one year in the year 3000 or Be able to rewind embarrassing moments?

Would you rather Have a partner who always listens perfectly or Dance in the kitchen every night?

Would you rather Always feel too warm or Sleep on the floor for a year?

Would you rather Get $10,000 right now, once or Get paid to taste-test desserts for a year?

Would you rather Get $100 every day for a year or Have a job you love that pays average money?

Would you rather Know exactly how the stock market moves tomorrow, once or Give up your phone for a year for $5,000?

Would you rather Have a date night every week no matter what or Have one big adventure holiday together every year?

Would you rather Only ever eat one cuisine for life or Always sing instead of speaking?

Would you rather Always be 10 minutes late or Always have to run to catch your transport?

Would you rather Get paid to travel the world for a year or Work four days a week forever at the same pay?

Would you rather Sweat instead of cry or Share a room with a snorer forever?

Would you rather Know the answer to every question you are asked or Give up all your photos and memories of one year?

Would you rather Never pay for food again or Get paid to test video games for a year?

Would you rather Find a wallet with $500 and no ID or Work four days a week forever at the same pay?

Would you rather Visit the first day of your school or Watch the moon landing from the moon?

Would you rather Always be 10 minutes late or Lose your sense of smell?

Would you rather Visit a medieval castle as a knight or Live for one year in the 1800s?

Would you rather Dance in the kitchen every night or Be able to read each other's minds on date night?

Would you rather Cry instead of sweat or Lose your sense of smell?

Would you rather Get paid to travel the world for a year or Receive $10 every time you exercise?

Would you rather Have free rent for life or Give up your phone for a year for $5,000?

Would you rather Always be 20 minutes early and wait or Never be able to shout?

Would you rather Get paid to taste-test desserts for a year or Retire at 40 with modest money?

Would you rather See yourself at age 80 or Get one extra hour every day that only you can use?

Would you rather Never argue about chores or Plan every date yourself and keep them guessing?

Would you rather Know the date of your death or Know the answer to every question you are asked?

Would you rather Always know when someone is lying or Know all the languages of the world?

Would you rather Never be able to use a phone again or Always have wet socks?

Would you rather Never be able to use a computer again or Always feel too warm?

Would you rather Have dinner with a famous artist from history or Be able to pause time during exams?

Would you rather Sleep on the floor for a year or Live without mirrors?

Would you rather Win $1 million but share half with a stranger or Get paid to travel the world for a year?

Would you rather Visit a medieval castle as a knight or Watch the moon landing from the moon?

Would you rather Have one big adventure holiday together every year or Grow old in a cottage by the sea together?

Would you rather Cook together every evening or Never argue about money?

Would you rather Have more time in every day or Keep your memories but lose all your photos?

Would you rather Be respected by everyone you meet or Live a normal-length life that is extraordinary?

Would you rather Be respected by everyone you meet or Keep your memories but lose all your photos?

Would you rather Give up flying forever or Only ever drink water for life?

Would you rather Get paid to taste-test desserts for a year or Work four days a week forever at the same pay?

Would you rather Have unlimited money for books only or Retire at 40 with modest money?

Would you rather Lose your sense of smell or Share a room with a snorer forever?

Would you rather Be able to see one day of your future or Always be able to make people laugh?

Would you rather Live without mirrors or Never know what day it is?

Would you rather Know the cause of your death or Never feel bored again?

Would you rather Have a partner who always makes you laugh or Be able to read each other's minds on date night?

Would you rather Know exactly how the stock market moves tomorrow, once or Have unlimited money for experiences but not things?

Would you rather Know the cause of your death or Have more energy in every day?

Would you rather Visit ancient Rome or Live for one year in the 1800s?

Would you rather Win $1 million but share half with a stranger or Have free rent for life?

Would you rather Know the answer to every question you are asked or Always know the right thing to say?

Would you rather Visit ancient Rome or See the world in 100 years?

Would you rather Get $100 every day for a year or Retire at 65 very wealthy?

Would you rather Have a boring job that pays double or Have unlimited money for books only?

Would you rather Always speak in rhymes or Sleep without a pillow forever?

Would you rather Always sing instead of speaking or Lose your sense of taste?

Would you rather Know the cause of your death or Live without television and streaming?

Would you rather Have a partner who always makes you laugh or Renew your vows every ten years somewhere new?

Would you rather Live a normal-length life that is extraordinary or Know the answer to every question you are asked?

Would you rather Have a job you love that pays average money or Retire at 40 with modest money?

Would you rather Give up flying forever or Live without mirrors?

Would you rather Always agree on what to watch or Dance in the kitchen every night?

Would you rather Finish each other's sentences or Grow old in a cottage by the sea together?

Would you rather Be able to fast-forward boring moments or Be able to rewind embarrassing moments?

Would you rather Never argue about money or Never argue about chores?

Would you rather Have unlimited money for books only or Give up social media forever for $20,000?

Would you rather Find a wallet with $500 and no ID or Have unlimited money for experiences but not things?

Would you rather Never be able to use a computer again or Lose your sense of taste?

Would you rather Be able to forget one memory forever or Always know the right thing to say?

Would you rather Lose your sense of smell or Always feel too cold?

Would you rather Get a small thoughtful gift every week or Have one big adventure holiday together every year?

Would you rather Have unlimited money for experiences but not things or Give up social media forever for $20,000?

Would you rather Always know when someone is lying or Live a normal-length life that is extraordinary?

Would you rather Get a surprise romantic trip every year or Be able to read each other's minds on date night?

Would you rather Know the answer to every question you are asked or Live without the internet?

Would you rather Always have wet socks or Sweat instead of cry?

Would you rather Know the cause of your death or Live without music?

Would you rather Be able to read each other's minds on date night or Have your partner plan a mystery date every month?

Would you rather Always know when someone is lying or Live without the internet?

Would you rather Have a partner who always listens perfectly or Have breakfast in bed together every Sunday?

Would you rather Always know when someone is lying or Live without television and streaming?

Would you rather Only ever drink water for life or Always feel too cold?

Would you rather Always be able to make people laugh or Live without television and streaming?

Would you rather Be able to forget one memory forever or Always know when someone is lying?

Would you rather Visit a medieval castle as a knight or See the world in 100 years?

Would you rather Always have to run to catch your transport or Have a constant pebble in your shoe?

Would you rather Visit ancient Rome or Be able to rewind embarrassing moments?

Would you rather Get a surprise romantic trip every year or Never argue about money?

Would you rather Have dinner with a famous inventor or Live for one year in the year 3000?

Would you rather Have a partner who always makes you laugh or Have breakfast in bed together every Sunday?

Would you rather Have breakfast in bed together every Sunday or Plan every date yourself and keep them guessing?

Would you rather Have breakfast in bed together every Sunday or Grow old in a lively city flat together?

Would you rather Always know the right thing to say or Live without television and streaming?

Would you rather Have dinner with a famous artist from history or Know what you will be famous for before it happens?

Would you rather Always be 20 minutes early and wait or Always speak in rhymes?

Would you rather Cry instead of sweat or Always feel too cold?

Would you rather Only ever eat one cuisine for life or Live without clocks?

Would you rather Live for one year in the year 3000 or Be able to fast-forward boring moments?

Would you rather Have unlimited money for experiences but not things or Receive $50 every time you make someone laugh?

Would you rather Know the answer to every question you are asked or Live without music?

Would you rather Be able to see one day of your future or Always know when someone is lying?

Would you rather Visit ancient Egypt or Be able to fast-forward boring moments?

Would you rather Never pay for travel again or Have unlimited money for experiences but not things?

Would you rather Be loved by everyone you meet or Have more time in every day?

Would you rather Never be able to use a computer again or Lose your sense of smell?

Would you rather Never argue about money or Have your partner plan a mystery date every month?

Would you rather See the world in 1,000 years or Watch the moon landing from the moon?

Would you rather Visit a medieval castle as a knight or Watch the first Olympic games?

Would you rather Know the date of your death or Be loved by everyone you meet?

Would you rather Know exactly how the stock market moves tomorrow, once or Receive $50 every time you make someone laugh?

Would you rather Have a partner who always makes you laugh or Grow old in a lively city flat together?

Would you rather Dance in the kitchen every night or Have your partner plan a mystery date every month?