The 40 Hardest Would You Rather Questions You Could Ask

Do you want to stump every person you play Would You Rather with? Then you’ll need some of the hardest Would You Rather questions you could possibly ask.

hardest would you rather questions

One of the most fun games to play when you get together with friends is Would You Rather. Everyone can play, the rules are simple, and you get to learn a lot about what a person finds more important to them. But the hardest Would You Rather questions are extra fun, because you stump your friends and family and make them really think.
What is Would You Rather?
If you’ve never heard of this game, it’s really quite simple. The rules are: someone asks you a question with two different scenarios. You decide which situation you would rather do/have happen.
That’s it! Told you, it was pretty simple. It’s also just a really fun game that lightens the mood and breaks the ice between people who don’t know each other. You can even turn this into a fun drinking game, too.
But the one thing that makes this game fun is having questions nearly impossible to answer. The best Would You Rather questions leave the person thinking for a long time, weighing the different consequences, before being able to respond. [Read: 80 really funny “would you rather” questions to ask your SO]
If you want to be the person everyone else fears when your turn comes up, then jot down a few of these hardest Would You Rather questions you could ask.
#1 Would you rather receive one penny every time you took a step, or $10 every time someone you didn’t know bumped into you?
#2 Would you rather always have to say whatever was on your mind or never be able to speak again?
#3 Would you rather smell like eggs when you burp or have a green cloud appear every time you farted?
#4 Would you rather have hiccups for the rest of your life or constantly feel like you have to sneeze without being able to?
#5 Would you rather have hair that grows really fast and long, or have the same length of hair for the rest of your life?
#6 Would you rather be able to conjure up anything you want at any time but have a scar appear on your face every time you do, or have one non-money related wish granted to you once every five years with no punishment?
#7 Would you rather have sex with a goat and no one would know or not have sex with a goat but everyone thinks you did? [Read: Unbelievable sex: 20 sexual fetishes bordering on crazy]
#8 Would you rather know when you’re going to die or how you’re going to die?
#9 Would you rather have no knees or no elbows?
#10 Would you rather be really hairy all over your body and not be able to shave or not have a single hair anywhere on your body?
#11 Would you rather be three feet shorter or three feet taller?
#12 Would you rather be able to read everyone’s minds all the time with no ability to turn it off or forget everything important about each person who’s closest to you?
#13 Would you rather be buried alive or lost at sea?
#14 Would you rather be able to speak every language in the world or be the best in the world at something of your choosing?
#15 Would you rather always be overdressed or always underdressed for every event?
#16 Would you rather lose your sex organs or gain 200 pounds for the rest of your life?
#17 Would you rather constantly feel like your nipples are being pinched or never be able to get rid of an itch on your back?
#18 Would you rather have your dream job for only two years or never have your dream job but be paid generously?
#19 Would you rather lay in a crate filled with snakes or a crate filled with spiders?
#20 Would you rather have your head be the size of a tennis ball or the size of a watermelon?
#21 Would you rather be slapped in the face every time you sneezed or have your hair pulled every time you had to scratch an itch?
#22 Would you rather live forever and ever or die within the next five minutes?
#23 Would you rather have knives for fingers or penises for fingers?
#24 Would you rather feel intense pain every time someone said your name or never be able to know when a person was talking to you? [Read: 87 fun this or that questions about sex, life, and food]
#25 Would you rather be able to go back in time or forward in time?
#26 Would you rather be able to talk to your pets or be able to read people’s minds?
#27 Would you rather have everything you’ve ever wanted right now but die in a year or live your life as you are right now?
#28 Would you rather cut off your own finger or pay the person you HATE the most to go on their dream vacation?
#29 Would you rather never have known your parents or know who they are but have them be world-hated criminals?
#30 Would you rather never have internet access or never be able to take a plane anywhere ever again?
#31 Would you rather live somewhere that it never stopped raining or live somewhere that never had a single drop of rain fall?
#32 Would you rather be alone but happy forever or be with someone you love but really unhappy? [Read: 13 happy things you need for a perfectly happy life]
#33 Would you rather have your dead body be found with a pile of sex toys or with a pile of drugs?
#34 Would you rather be in a real version of The Walking Dead or Jurassic Park?
#35 Would you rather be really rich but have lived 400 years ago or be poor but live today?
#36 Would you rather lose half your hair or half your ability to hear?
#37 Would you rather live with a constant pain somewhere on your body or live with a constant itching feeling that you can’t get rid of?
#38 Would you rather have to go to jail for a year or live in your car for a year?
#39 Would you rather have your flight be delayed by eight hours or lose your luggage?
#40 Would you rather spend a year on a deserted island or spend a year in the most populated place on earth?
[Read: 30 would you rather questions that’ll leave you thinking]
Stump your friends and pull out a few of these hard Would You Rather questions during your next game night!

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Bella Pope LovePanky
Bella Pope
Bella is a lifestyle writer, cheese enthusiast (Wisconsin native over here) and fantasy adventure author-in-progress who enjoys all things love, dog, p...

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