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Browse Difficult Would You Rather questions

Genuinely hard Would You Rather decisions between two equally tough options. Test your decision-making skills.

92 questionsFree to playUpdated weekly

Showing 1–50 of 92

#1 · Would you rather
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A) tell someone how you really feel and be rejected B) never say it and always wonder
Good one?
#2 · Would you rather
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A) move across the world for someone you love B) ask them to move across the world for you
Good one?
#3 · Would you rather
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A) keep a friendship by never being honest in it B) be honest once and lose it
Good one?
#4 · Would you rather
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A) get everything you wanted ten years too early B) get it ten years too late
Good one?
#5 · Would you rather
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A) tell your friend the truth about their partner B) watch them find out in five years
Good one?
#6 · Would you rather
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A) lose touch with everyone who knew you before B) keep them and never mention who you became
Good one?
#7 · Would you rather
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A) be the one who always leaves first B) be the one who is always left
Good one?
#8 · Would you rather
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A) be told your work was almost good enough B) never be told anything about your work
Good one?
#9 · Would you rather
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A) be the parent your kids call out of duty B) be the one they call rarely and mean it
Good one?
#10 · Would you rather
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A) be the one who remembers every birthday B) be the one nobody expects anything from
Good one?
#11 · Would you rather
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A) have a partner who truly needs you B) have one who could leave anytime and stays
Good one?
#12 · Would you rather
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A) find out which friendships are only convenience B) keep them all and never ask
Good one?
#13 · Would you rather
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A) be forgiven and never trusted again B) be trusted and never forgiven
Good one?
#14 · Would you rather
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A) understand everyone perfectly B) be perfectly understood by everyone
Good one?
#15 · Would you rather
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A) master a craft no one will ever see B) be famous for work you're ashamed of
Good one?
#16 · Would you rather
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A) like your body and never trust your health B) trust your health and never like your body
Good one?
#17 · Would you rather
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A) peak early and slowly fade B) struggle for decades, then succeed late in life
Good one?
#18 · Would you rather
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A) take credit for your team's work and get promoted B) stay honest and stay exactly where you are
Good one?
#19 · Would you rather
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A) find out you were right too late to act B) never find out at all
Good one?
#20 · Would you rather
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A) be the best in the world at something nobody values B) be mediocre at something everyone admires
Good one?
#21 · Would you rather
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A) have a talent you were pushed into B) have a passion nobody ever encouraged
Good one?
#22 · Would you rather
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A) have one close friend who moves away B) ten nearby who never call first
Good one?
#23 · Would you rather
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A) have to dance at every gathering B) have to make a speech at every gathering
Good one?
#24 · Would you rather
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A) have a job that ends at five and bores you B) one that never ends and never bores you
Good one?
#25 · Would you rather
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A) have your rent halved but your commute doubled B) live at the office with no commute at all
Good one?
#26 · Would you rather
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A) only ever tell one story at parties B) never be allowed to finish a story
Good one?
#27 · Would you rather
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A) be respected but not liked B) be liked but not respected
Good one?
#28 · Would you rather
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A) have a group chat that never goes quiet B) one that went quiet years ago
Good one?
#29 · Would you rather
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A) be the reliable one nobody worries about B) be the mess everybody rallies around
Good one?
#30 · Would you rather
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A) be brilliant at something with no demand B) mediocre at something everyone needs
Good one?
#31 · Would you rather
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A) never be able to complain out loud again B) have every complaint you make broadcast to the group chat
Good one?
#32 · Would you rather
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A) know your child's hardest struggle before they do B) learn it years after they needed you
Good one?
#33 · Would you rather
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A) marry for love and always struggle for money B) marry for security and never feel passion
Good one?
#34 · Would you rather
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A) keep a promise that costs you everything B) break it and be forgiven
Good one?
#35 · Would you rather
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A) find your perfect partner but lose your best friend B) keep your best friend but never find love
Good one?
#36 · Would you rather
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A) live to 120 in failing health B) live to 60 in perfect health
Good one?
#37 · Would you rather
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A) be everyone's second favourite person B) one person's absolute favourite
Good one?
#38 · Would you rather
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A) retire at 40 somewhere quiet and dull B) work until 70 somewhere you love
Good one?
#39 · Would you rather
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A) watch someone else do your dream better B) never find out whether you could have
Good one?
#40 · Would you rather
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A) know exactly what you earn compared to everyone you work with B) never think about it again
Good one?
#41 · Would you rather
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A) spend a decade on something that almost works B) a year on ten things that never do
Good one?
#42 · Would you rather
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A) achieve your dream but no one knows it was you B) get all the credit for something you didn't do
Good one?
#43 · Would you rather
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A) be brilliant but never believed B) be average but always trusted
Good one?
#44 · Would you rather
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A) know exactly when you'll die B) know exactly how you'll die
Good one?
#45 · Would you rather
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A) have your best years behind you and know it B) ahead of you and never be sure
Good one?
#46 · Would you rather
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A) know everyone's true opinion of you B) never know what anyone really thinks of you
Good one?
#47 · Would you rather
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A) own a home you can barely afford B) rent somewhere you love forever
Good one?
#48 · Would you rather
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A) take a guaranteed $1 million now B) take a 10% chance at $50 million
Good one?
#49 · Would you rather
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A) have one week off every month with no pay rise B) double the money and no time to spend it
Good one?
#50 · Would you rather
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A) always be the one who organises everything B) never have any say in the plan
Good one?

About difficult dilemmas

Genuinely hard Would You Rather decisions between two equally tough options. Test your decision-making skills. Every question below shows the live global split once you pick a side, so you can find out whether your take is genuinely rare or whether half the internet agrees with you. Nothing is behind a sign-up, and the questions are free to read out loud, print, or play on a big screen.

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