In a Pickle Would You Rather Questions

The signature Pickle Picker category — Would You Rather questions that put you in a real pickle. Genuinely tough, brand-defining dilemmas hand-picked by our team.

1.Would you rather...
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A) be right about everything but no one ever believes you B) be wrong about everything but everyone trusts you completely
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2.Would you rather...
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A) never see the sun again B) never see the moon again
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3.Would you rather...
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A) have unlimited options but struggle to choose B) have only one path in life, no choices
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4.Would you rather...
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A) accidentally reply-all to every email you send B) accidentally like every old photo you scroll past
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5.Would you rather...
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A) talk in cartoon sound effects B) have background music playing wherever you go
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6.Would you rather...
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A) be the friend everyone leans on but nobody checks on B) be the friend everyone checks on but nobody actually relies on
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7.Would you rather...
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A) get to pick the family vacation every year B) pick what's for dinner every night
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8.Would you rather...
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A) owe a debt you can never repay to someone you love B) be owed that debt and watch it slowly poison how they see you
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9.Would you rather...
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A) save a stranger's life and never once be thanked B) be praised as a hero for something you never did
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10.Would you rather...
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A) be the last person born B) be the last person to die
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11.Would you rather...
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A) have a phone stuck at one percent battery forever B) have a phone that is always too hot to hold
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12.Would you rather...
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A) keep a job you quietly hate that pays for everything B) take the work you love that can't cover your rent
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13.Would you rather...
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A) wear shoes one size too small forever B) wear pants one size too big that keep sliding down
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14.Would you rather...
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A) choose your career and let your relationship quietly resent it B) choose your relationship and let your ambition quietly resent it
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15.Would you rather...
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A) tell a white lie that protects your closest friend B) tell the painful truth that's right but ends the friendship
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16.Would you rather...
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A) forget every name the second you hear it B) remember every embarrassing thing you have ever done in vivid detail
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17.Would you rather...
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A) have to whisper everything you ever say B) have to shout everything you ever say
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18.Would you rather...
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A) have to forgive everyone instantly, every time B) never be able to forgive anyone, including yourself
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19.Would you rather...
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A) get everything you want, but always a year too late B) get it right on time, but never quite what you wanted
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20.Would you rather...
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A) always have a pebble stuck in your shoe B) always have a hair stuck on your tongue
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21.Would you rather...
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A) sneeze every time you start talking B) hiccup every time you stop talking
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22.Would you rather...
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A) be slightly underpaid for life but genuinely loved at work B) be well paid but quietly resented by everyone there
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23.Would you rather...
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A) pull the lever — one person dies, five are saved B) do nothing — five people die
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24.Would you rather...
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A) always know exactly when someone is lying to you B) never be able to tell when someone is lying to you
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25.Would you rather...
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A) know the exact date you will die B) know exactly how you will die but never when
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26.Would you rather...
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A) blurt out the truth whenever you want to lie B) blurt out a lie whenever you want to tell the truth
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27.Would you rather...
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A) always be ten minutes late and flustered B) always be thirty minutes early and waiting alone
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28.Would you rather...
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A) let a colleague take the blame to save your reputation B) take blame that isn't yours to protect a friend
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29.Would you rather...
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A) be remembered by everyone for your single worst day B) be completely forgotten despite your best work
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30.Would you rather...
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A) always know exactly what people really think of you B) never get an honest opinion from anyone again
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31.Would you rather...
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A) listen to fingernail scratching forever B) listen to staple gun forever
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32.Would you rather...
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A) lose your sense of taste B) lose your sense of smell
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