Would you rather…

1 / 150

Tap to vote · swipe ← to skipClick a card or press ← →Tap Next or swipe ← for morePress Space or → for the next oneNext question in a moment…Next question in a moment · Space to go now

150 tough choices · no easy answers

Hard Would You Rather Questions

Hard would you rather questions don’t have a safe side. Every question on this page puts two real costs in front of you, so whatever you pick, you give something up: money or free time, an old memory or a clean slate, comfort or a better story. There are 150 of them, grouped into themes about money, memory, time, friendship, work, powers with a catch and big what-ifs, all written for teens and adults and clean enough to play with anyone.

Play right here, free, with no sign-up and nothing to download. Tap the option you’d choose, see how your pick compares, and then argue it out with whoever is in the room. Want to stay on one topic? Choose a theme from the filter and play just those.

How to play

  1. Read both catches out loudEvery option here costs something. Read the whole question slowly and give the second half as much weight as the first.
  2. Commit before you overthinkTap a side or press ← or →. Hard questions only get harder the longer you stare, so pick within ten seconds.
  3. Compare, then defend itSee how your pick compares, then give your reason in one sentence. On a phone, swipe left to skip a question without voting.

Hard would you rather questions about memory and the past

  1. Remember every face you’ve ever seen, but never a name or Remember every name you’ve ever heard, but never a face?
  2. Remember every embarrassing thing you’ve ever done in vivid detail or Forget your three happiest days completely?
  3. Relive your best year again, knowing every moment in advance or Start a fresh year you know will be good, with no idea how?
  4. Remember every dream in full detail, nightmares included or Wake up with no memory of any dream, ever again?
  5. Fix one mistake from your past, but lose one happy memory in exchange or Keep your past exactly as it is, mistakes included?
  6. Recall every conversation word for word, arguments included or Forget the details of everything after a year, good times included?
  7. Visit your childhood home exactly as it was, but only once or Visit it as often as you like, completely redone by new owners?
  8. Watch a full recording of any one day from your childhood or Hold one lost thing from your childhood again, exactly as it was?
  9. Erase your most painful memory, along with everything it taught you or Keep it, lessons and all?
  10. Forget everything that happened before you turned ten or Forget everything that happened in the past twelve months?
  11. Replay any memory like a movie, but only once each or Hold on to blurry memories you can revisit as often as you want?
  12. Delete every social media post you’ve ever made or Leave every old post public forever?
  13. Forget a skill you spent years learning or Forget a whole year of good times with friends?
  14. Redo one conversation you still regret or Find out what someone really meant in a conversation you still think about?
  15. Back up your memories so you never lose them, but a tech company can read them or Let them live only in your head and fade like normal?
  16. Find out which of your memories aren’t accurate or Keep every memory just the way you remember it?
  17. Learn the full story of your family going back 500 years or Learn one big family secret nobody ever told you?
  18. Inherit your parents’ memories of your first three years or Recover your own memories of your first three years?
  19. Remember your life as a highlight reel with the dull parts cut out or Remember it exactly as it happened, boring Tuesdays and all?
Play these in projector mode

Hard would you rather questions about money

  1. Earn great money at a job you’d be embarrassed to explain at parties or Earn half that at a job everyone finds impressive?
  2. Win $10 million and have the whole world know about it or Win $2 million and keep it a complete secret?
  3. Get paid a little bit every single day or Get paid once a year with a 20% bonus on top?
  4. Pay only in cash for the rest of your life or Show your friends every purchase you make?
  5. Make the most in your friend group and always get asked to pay or Make the least in your friend group and never be expected to cover anything?
  6. Own a free house in a town you’d never pick or Rent forever in the city you love?
  7. Pocket $100,000 while your best friend gets $1 million or Split it evenly so you and your best friend each get $50,000?
  8. Earn $250,000 a year and answer work calls at all hours or Earn $70,000 a year and switch off completely every evening?
  9. Take home a salary that jumps up and down at random each month or Take home a smaller salary that’s exactly the same every month?
  10. Inherit a grand old house that needs endless repairs or Inherit a modest pile of cash with no strings attached?
  11. Earn a salary that anyone can look up online or Never be allowed to know what anyone else earns?
  12. Let an expert manage all your money, but never see where it goes or Handle your own money and make all your own mistakes?
  13. Accept a $25,000 raise or Get every Friday off forever at the same pay?
  14. Live on half your income for three years to buy a home or Rent a nice place now and enjoy your money?
  15. Lend money to relatives every time they ask or Be known as the one relative who always says no?
  16. Settle for a comfortable life with no chance of getting rich or Take a 50/50 shot at being rich, with the risk of just scraping by?
  17. Buy only secondhand things for the rest of your life or Buy only brand new, but at twice the price?
  18. Let a rich relative pay for everything, but comment on every purchase or Pay for everything yourself with nobody looking over your shoulder?
  19. Receive all your lifetime earnings in one lump sum at 25 or Receive them spread across your career like normal?
Play these in projector mode

Hard would you rather questions about time and age

  1. Fast-forward through the boring parts of life, but something else decides what’s boring or Experience every slow minute in real time?
  2. Live to 80 in great health the whole way or Live to 100 with the usual aches and slowdowns?
  3. Fly through the next year as fast as a single week or Crawl through next week as slowly as a whole year?
  4. Skip ahead ten years to a life that’s already sorted out or Build those ten years yourself, with no guarantees?
  5. Lose an hour of sleep every night or Lose one full weekend every month?
  6. Take one free year off right now, fully paid or Gain five extra healthy years at the end of your life?
  7. Take a full year off every seven years or Take six weeks off every single year?
  8. Be the youngest person in every room you walk into or Be the oldest person in every room you walk into?
  9. Move through life at a slow, calm pace and get half as much done or Move at full speed, get it all done, and always feel rushed?
  10. Feel life stretch out twice as long, with slow days dragging or Feel life pass twice as fast, with good days flying by?
  11. Spend next year doing whatever you want, with no income at all or Work all of next year and double your savings?
  12. Celebrate a perfect day on every birthday or Wake up to one surprise perfect day every month, with no warning?
  13. Retire at 40 with just enough or Retire at 70 with plenty?
  14. Work nonstop for ten straight years, then never work again or Work normal hours with normal vacations until you retire?
  15. Read a one-page summary of your next ten years or Go in blind and be surprised by all of it?
  16. Wait five years for exactly the life you want or Start a pretty good version of it tomorrow?
  17. Follow a perfect schedule someone else sets, with no changes allowed or Drop schedules completely and figure out every day as it comes?
  18. Work hard through your twenties so your thirties are free or Enjoy your twenties and work hard through your thirties?
  19. Sit with nothing to do for one hour every day, no phone allowed or Spend that hour on chores, but keep your weekends totally chore-free?
Play these in projector mode

Hard would you rather questions about friendship

  1. Hear everything your friends say about you when you’re not around or Remain in the dark and keep every friendship as it is?
  2. Lend half your savings to your best friend’s new business or Say no and hope it doesn’t change the friendship?
  3. Tell your best friend you think their partner is wrong for them or Bite your tongue and stay supportive no matter what?
  4. Always be the one who plans every get-together or Always wait to be invited and sometimes get left out?
  5. Cheer at your best friend’s big win right after you failed at the same thing or Sit it out and tell them honestly why?
  6. Choose a best friend who’s great fun but cancels plans all the time or Choose a best friend who’s always there but a little boring?
  7. Discover a close friend has told you small lies for years or Trust them completely and never find out?
  8. Prove you’re right in a fight with your best friend, even if they stay upset for a week or Let it go even though you know you’re right?
  9. Miss your best friend’s big birthday party for a once-in-a-lifetime trip or Give up the trip to be at the party?
  10. Keep putting effort into a friendship that feels one-sided or Let it fade and wonder if you gave up too soon?
  11. Introduce two friends who end up closer to each other than to you or Keep your friend groups apart forever?
  12. Cover the whole cost for a friend who can’t afford the group trip or Go without them and feel bad the entire time?
  13. Always apologize first after an argument, even when you’re not wrong or Never apologize first and wait it out every time?
  14. Share every password with your best friend or Lock every part of your phone, even from them?
  15. Stay friends with someone the rest of your group has fallen out with or Drop them to keep the peace in your group?
  16. Count on friends who show up in a crisis but never say anything sweet or Count on friends who say sweet things but rarely show up?
  17. Take up a friend’s favorite hobby even though it bores you or See that friend half as often?
  18. Move in with your best friend and risk the friendship or Find your own place and keep the friendship safe?
  19. Be the friend everyone calls with their problems or Be the friend everyone calls for a good time?
Play these in projector mode

Tough would you rather questions about work and success

  1. Be the top performer at work and have nobody like you much or Be a middle performer everyone loves working with?
  2. Start your own business with no safety net or Stay in a safe job that never really excites you?
  3. Accept a promotion that means managing your work friends or Turn it down and stay one of the gang?
  4. Become a legend in your field that nobody outside it has heard of or Be recognized everywhere for one small thing you did once?
  5. Land your dream job, but not until you’re 45 or Land a decent job now and stay in it for good?
  6. Work from home forever and rarely see your coworkers or Commute every day to an office full of people you like?
  7. Work for a boss you adore who teaches you nothing or Work for a demanding boss who makes you twice as good?
  8. Start over at the bottom of a new career you love or Stay at the top of a career that bores you now?
  9. Win a big award you secretly know you didn’t deserve or Deserve the award and watch someone else win it?
  10. Turn your favorite hobby into your job and risk hating it or Keep it a hobby and do something else for money?
  11. Hit your biggest success at 25 and never top it or Struggle for years and hit your biggest success at 55?
  12. Sit next to someone who takes credit for your ideas or Sit next to someone who leaves their work for you to finish?
  13. Lead a team you don’t trust or Join as the newest member of a team you love?
  14. Score small wins at everything you try or Fail at most things but land one huge success?
  15. Always be the most skilled person at work or Always be the least experienced, and learn something every day?
  16. Quit your job tomorrow with six months of savings or Stick it out two more years for a big payout?
  17. Do a job where every day is different and nothing is predictable or Do a job where every day is the same and easy?
  18. Read one honest review of your work from everyone you’ve worked with or Never hear any feedback again, good and bad alike?
  19. Run a business with your best friend as your partner or Run it with a stranger who’s brilliant at business?
Play these in projector mode

Hard would you rather superpowers with a catch

  1. Hear the thoughts of everyone within ten feet, all the time or Hide every thought perfectly, even from the people closest to you?
  2. Own a tree that grows $100 a day, but never sleep away from home again or Keep your normal income and go wherever you like?
  3. Heal anyone’s cold with a touch, but catch a mild one yourself each time or Enjoy perfect health yourself, but be unable to help anyone else?
  4. Ask one question a day and always get a true answer or Get a perfect hunch about every decision, but never know why?
  5. Never need sleep again, but always feel a little tired or Need twelve hours of sleep a night, but wake up feeling amazing?
  6. Master any skill instantly, but lose interest in it a week later or Learn things slowly, but love every one of them for life?
  7. Feel exactly what the people around you feel, all the time or Shrug off other people’s moods completely, every time?
  8. Make anyone laugh, but never be taken seriously or Make anyone trust you, but never have a joke land?
  9. Be the luckiest person alive, but never know if you earned anything or Earn everything with normal luck?
  10. Read any book in one minute, but forget it within a year or Read at normal speed and remember it all for life?
  11. Know exactly how others see you whenever you walk into a room or Walk around with no idea how others see you, but always feel confident?
  12. Get a ten-minute warning before anything goes wrong in your day or Run into trouble less often, with no warning at all?
  13. Grant one wish a year for someone else, never for yourself or Grant yourself one small wish every month?
  14. Switch off any bad feeling at will, but have good feelings fade a little too or Feel everything fully, the good and the bad?
  15. See one day into the future, but only the boring parts or See the whole history of any object you touch?
  16. Never get lost again, but never stumble on anything by accident either or Get lost now and then, and find great surprises on the way?
  17. Know the name and life story of everyone you meet or Have everyone you meet like you instantly, but know nothing about them?
  18. Use super strength, but only when nobody is watching or Use super speed, but only when everyone is watching?
  19. Know the best move in any game instantly, but never enjoy winning again or Play like everyone else and enjoy every win?
Play these in projector mode

Big what-if would you rather questions about life

  1. Start your life over at 18 in a new city where nobody knows you or Carry on with your life exactly as it is, the good and the bad?
  2. Find out exactly how your life would have gone if you’d made one different choice or Wonder about it forever and never find out?
  3. Wake up in a world where nobody can tell a lie, even to be kind or Stay in the world as it is, white lies and all?
  4. Move to the first town on Mars and never come back or Never leave your home country again?
  5. Grow up in a world where phones were never invented or Go without a phone in today’s world while everyone else has one?
  6. See a number over everyone’s head showing how much they like you or Have a number over your own head that everyone else can see?
  7. Learn that aliens exist but never be allowed to tell anyone or Tell the whole world and have nobody believe you?
  8. Make social media disappear for everyone forever or Make online shopping disappear for everyone forever?
  9. Learn the answer to one great mystery of the universe, but never share it or Make a small discovery that gets your name in every textbook?
  10. Lead a quiet, happy life that nobody will ever write about or Lead a wild, uneven life worth a whole book?
  11. Star in a reality show that films your whole life or Never appear in a single photo again, not even a group shot?
  12. Speak for one minute on every screen in the world or Get an hour alone with anyone you choose?
  13. Let a coin flip make every big decision for you for a year or Let your family make every big decision for you for a year?
  14. Leave a fond but vague memory with everyone you’ve ever met or Be remembered in perfect detail by five people?
  15. Explore deep space for ten years, missing everything at home or Stay home and always wonder what’s out there?
  16. Put up with an internet that shuts off every Sunday or Pay $1 for every hour you spend online?
  17. Get a letter naming the biggest mistake you’ll ever make, but not when or Face it with no warning when it happens?
  18. Swap lives with your best friend for a month, no take-backs or Swap lives with a total stranger for a week?
Play these in projector mode

Hard would you rather questions: comfort vs adventure

  1. Spend every Saturday trying something you’ve never done or Spend every Saturday doing your favorite thing?
  2. Travel for a year with one backpack and no plan or Use that year to make your home exactly how you want it?
  3. Settle in a quiet town where everyone knows your name or Settle in a huge city where nobody knows you at all?
  4. Do one thing that scares you every month for a year or Stay in your comfort zone and never find out what you missed?
  5. Live on a houseboat that moves to a new harbor every month or Live in a cozy apartment that never changes?
  6. Ride a night train alone across a country you’ve never visited or Spend that night in your own bed with your favorite show?
  7. Move off the grid to a beautiful place with no internet or Rent a cramped apartment with everything delivered to your door?
  8. Sleep in your own bed every night for the rest of your life or Never sleep in the same bed two nights in a row?
  9. Pick up a hard new skill that will take five years to learn or Get even better at something you’re already good at?
  10. Drive the scenic back roads everywhere, even if it adds an hour or Drive the fastest route every time and see nothing along the way?
  11. Take a job you love that keeps you on the road all year or Take a job you like that lets you sleep at home every night?
  12. Squeeze into a tiny cabin with a breathtaking view or Spread out in a big, comfortable house with a dull view?
  13. Try out for something you’ll probably fail at, in front of everyone or Skip it and never know if you could have done it?
  14. Bike across the whole country over one summer or Lounge at a luxury resort doing nothing all summer?
  15. Wear the same comfy clothes for the rest of your life or Wear something new every day, but never anything comfortable?
  16. Turn your life upside down with one big change every five years or Build on the same life slowly, year after year?
  17. Do every chore by hand in a beautiful old house or Live in a smart home that does it all but feels cold?
  18. Own only what fits in one suitcase, but go anywhere or Keep all your stuff, but never travel more than a day’s drive from home?
Play these in projector mode

Running a class or a meeting?Show all 150 questions full screen with giant text, an optional timer and a hand count. Works with a presentation clicker.

Play in projector mode

What makes a Would You Rather question hard?

An easy Would You Rather question has an obvious winner. A hard one doesn’t, because both options take something from you and both give something back. The questions on this page follow three rules.

  • Two real costs. Neither side is a joke or a throwaway. Would you rather fix one mistake from your past, but lose one happy memory in exchange, or keep your past exactly as it is? Most people can feel the cost of both in their stomach, which is exactly why it’s hard.
  • A trade-off in values. The best dilemmas set two good things against each other: security against freedom, being known against privacy, now against later, honesty against keeping the peace. Win $10 million and have the whole world know, or win $2 million and keep it a complete secret? That one is really about how much you value a quiet life.
  • Close to real life. A hard question you could almost face next year is harder than a wild fantasy. Salaries, friendships, birthdays, commutes and old memories hit closer to home than dragons do.

When a question splits a group close to the middle, it’s doing its job. When everyone picks the same side in two seconds, skip it and move on.

How to play hard Would You Rather so the debate stays fun

Hard questions make people dig in, and that’s the point. A few simple rules keep a good argument from turning into a bad mood.

  • Use a time limit. Ten seconds to pick, sixty seconds to argue. A timer stops one question from eating the whole evening and keeps the quieter players in the game.
  • Everyone picks at once. Count to three and point left or right together, so nobody just copies the loudest person in the room.
  • Defend your pick in one sentence. The smaller side goes first. One sentence each, then one reply from the other side.
  • Allow one switch. After the arguments, anyone can change sides once. Whoever talks the most people into switching wins the round.
  • Play devil’s advocate. Every few rounds, each player has to argue for the option they didn’t pick. It’s harder than it sounds, and it’s where the best laughs come from.
  • Anyone can pass. Some questions land too close to home for someone. A pass needs no explanation.

Playing on a TV? Press Present and the question fills the screen. Playing in a group chat? Vote, press Copy link, and send the exact question to your friends so each of them can pick on their own phone.

What someone’s answer says about them

A hard choice is a small window into what a person cares about. Over a few rounds, patterns start to show:

  • Safety or upside. Someone who picks a smaller salary that’s exactly the same every month over one that jumps around at random probably sleeps better with a plan.
  • Now or later. Getting paid a little every day versus once a year with a bonus says a lot about patience, and about how people handle temptation.
  • People or achievement. Would they rather be the top performer at work whom nobody much likes, or a middle performer everyone loves working with?
  • Past or future. The memory questions show who holds on tight and who travels light.

Treat it as a conversation starter, not a personality test. A pick in a game says nothing certain about what someone would really do, and the reason behind it is always more interesting than the pick itself.

Follow-up questions to ask after a hard choice

The pick takes ten seconds. The follow-up is where the real conversation starts. Try one of these after any question:

  • What would it take to make you switch sides?
  • What’s the hardest part of the option you picked?
  • Would you have chosen the same thing five years ago?
  • Who do you know who would definitely pick the other side, and why?
  • What if the numbers changed? Half the money, twice the time, ten years instead of one?
  • Is that what you’d actually do, or what you wish you’d do?

The “what would make you switch” question works on almost every dilemma. People rarely hold a position as firmly as they first claim, and finding the tipping point is half the fun.

The hardest Would You Rather questions on this list

If you only have time for a handful, start with these. Each one tends to stall a group for a good minute.

  1. Would you rather win $10 million and have the whole world know about it, or win $2 million and keep it a complete secret?
  2. Would you rather fix one mistake from your past, but lose one happy memory in exchange, or keep your past exactly as it is?
  3. Would you rather hear everything your friends say about you when you’re not around, or never find out?
  4. Would you rather live to 80 in great health the whole way, or live to 100 with the usual aches and slowdowns?
  5. Would you rather start over at the bottom of a new career you love, or stay at the top of a career that bores you now?
  6. Would you rather find out exactly how your life would have gone if you’d made one different choice, or wonder about it forever?
  7. Would you rather master any skill instantly but lose interest a week later, or learn slowly and love it for life?

The full list of 150 questions is above, numbered and grouped by theme, so you can also read them out loud without the game.

Hard, deep or funny questions: picking the right ones for your group

Hard questions are about trade-offs. They work best once people have warmed up and are happy to disagree. Match the theme to the group:

  • Friends who know each other well: the friendship and money themes. Expect stories.
  • Coworkers or a new group: superpowers with a catch, comfort vs adventure and the work questions. They’re thought-provoking without getting personal.
  • Teens: the big what-ifs and the time questions. They’re abstract enough to argue about for ages.
  • Two people on a long drive: the memory questions. Slow down and ask the follow-ups.

If the room gets too serious, switch to funny would you rather questions for a few rounds and finish on a laugh. If the group wants to go further, the deep would you rather questions slow down even more and touch on values and meaning. Playing as a pair? Try the would you rather questions for couples. And for a mix of every kind, start with the main Would You Rather game.

Questions people ask

What are hard would you rather questions?

They’re Would You Rather questions where both options have a real catch, so there’s no obvious answer. Instead of picking between something great and something awful, you weigh two costs against each other, like a fortune everyone knows about or a smaller one nobody does, or a big salary with calls at all hours against a small one with free evenings.

What is the hardest would you rather question?

There’s no single winner, because what’s hard depends on what you value. A good test is would you rather remember every face you’ve ever seen but never a name, or every name but never a face? Both sound useful until you picture the next party, and most people change their mind at least once while they think about it.

How many hard would you rather questions are on this page?

There are 150, grouped into eight themes: memory and the past, money, time and age, friendship, work and success, superpowers with a catch, big what-ifs, and comfort vs adventure. Use the theme filter to play one topic at a time.

Are these hard would you rather questions okay for teens?

Yes. They’re written for teens and adults and stay clean: nothing explicit, nothing violent, no gross-out humor, and no politics or religion. The difficulty comes from the trade-off, not from shock value, so they work at school, at home or with friends.

How do you make a would you rather question harder?

Give the attractive option a cost and the unattractive one a real upside, then balance them until you can’t decide. Tie each side to something people value, like security, freedom, time or friendship. Make it close to everyday life, too. A dilemma you could almost face is harder than a far-fetched one.

What’s the difference between hard and deep would you rather questions?

Hard questions are about tough trade-offs: money against time, comfort against adventure. Deep questions go further into values, meaning and how you see yourself, and suit smaller groups who trust each other. Many of the best questions are a little of both. For more of the second kind, see the deep would you rather questions.

More question lists

This or That & Would You Rather

Most Likely To