10+ Hardest Would You Rather Questions That'll Leave You Questioning Everything

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Jesse Kessenheimer • Writer and Editor
Apr 14, 2023 6:00 PM EDT

Since the dawn of the ages, humanity has been asking the big philosophical questions. But would Socrates be proud of where we're at today in our questions? He certainly would enjoy the mythical children's game, 'Would You Rather'. Not only is it humanity's timeless this vs. that game, in our current society, we're able to ask the really tough questions like, would you rather drink a cup of spit or a pint of sweat? Think about it.

Nowadays, would you rathers are more for shock value and absurdity. Half the time, they're not even plausible, but you can always could on a hard would you rather question to really get the wheels turning in your mind. If you're not deep in thought on the next 10+ WYR's, it's time to get your brain checked. Even when these are considerably impossible requests, it's time to juice up the ol' thinker and try to imagine yourself in both positions. 

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  • 01
    Smile - Posted by u/amy_saish 1 day ago whats the hardest "Would u rather" question you've ever been asked?
    via amy_saish
  • 02
    Human body - i_hate_buying_light · 18 hr. ago Would you rather have a horizontal b tt crack or a vertical mouth?
    via i_hate_buying_light
  • 03
    Human body - Lemminkainen_ 15 hr. ago Horizontal b tt will clap everytime you go downstairs hehe
    via Lemminkainen_
  • 04
    Human body - Rum_Hamburglar - 12 hr. ago Vertical mouth you could eat tacos without tilting your head
    via Rum_Hamburglar
  • 05
    Human body - MyGoodFriend Jon 18 hr. ago Would you rather have the ability to effortlessly run at 100 mph, or fly at 10 mph?
    via MyGoodFriendJon
  • 06
    Rectangle - HowardBass 22 hr. ago Would you rather have legs as long as your fingers, or fingers as long as your legs
    via HowardBass
  • 07
    Smile - genasugelan 20 hr. ago Legs as long as fingers, at least I'd be semi-competent wheelchair-bound in every-day life like a person.
    via genasugelan
  • 08
    Font - Maritime Martian 22 hr. ago edited 21 hr. ago Would you rather be constantly sticky all over your entire body, forever. Or constantly itchy all over your entire body, forever. I simply cannot choose.
    via MaritimeMartian
  • 09
    Facial expression - Dungeon_Master_Lucky 19 hr. ago Sticky. I have eczema and the second option is a reality. It's awful.
    via Dungeon_Master_Lucky
  • 10
    Font - ItzDoomMan 17 hr. ago Flying would be arguably be better for one reason only. If you wear a wingsuit, you can accelerate really high in the air and just stop flying and use your wingsuit to glide hella fast were ever you are going.
    via ItzDoomMan
  • 11
    Human body - rocketsnail1000 · 21 hr. ago Would you rather never enjoy music again, or never enjoy food again?
    via rocketsnail1000
  • 12
    Font - signalstonoise88 · 18 hr. ago Food. I love music. I love food too, but food has never gotten me through tough times. Also, "never enjoy food" doesn't necessarily mean it'll be gross. If all food was "meh" to me, I'd eat only what I needed to function and finally lose some weight!
    via signalstonoise88
  • 13
    Font - drallafi 22 hr. ago Would you rather have to pay for everything in pennies or have to use a pogo stick as your only method of transportation. This includes walking; if you want to get up off the couch to go get a bag of chips from the pantry, you have to pogo there.
    via drallafi
  • 14
    Facial expression - johnnyboomslang. 22 hr. ago Would you rather try and dodge a bullet or work in a Verizon call center?
    via johnnyboomslang
  • 15
    Font - elthalon 21 hr. ago I'd rather get shot than work in a call center
    via ethalon
  • 16
    Human body - buttsofglory 22 hr. ago Would you rather drink a glass of someone else's spit or someone else's sweat?
    via buttsofglory
  • 17
    Font - LuseLars 21 hr. ago Both is good ↑ 7 Reply Share CravingKallie 19 hr. ago I hate it here.
    via LuseLars
  • 18
    Font - HorseGirl666 21 hr. ago edited 19 hr. ago Would you rather have denim skin, or live in a bag of milk? This was asked at a party in college and I still think about it 10 years later. Edit to address some very fair questions: You can't leave, it's a Bubble Boy scenario, not a house. You're the only one living in the bag of milk, no one can enter. The milk is cleaned/changed out when it needs to be. There is no loophole where you drink the milk and you no longer live in a bag of milk, sorry.
    via HorseGirl666
  • 19
    Font - Pop-X- 21 hr. ago I like this one for the sheer weirdness value.
    via Pop-X-
  • 20
    Organism - huggylove1 20 hr. ago Agreed, "would you rather sweat mayonnaise or not be able to tell the difference between a muffin or a baby?" also falls under this category.
    via huggylove1
  • 21
    Human body - sullymcsulsul 22 hr. ago Fluent in all languages or master of every instrument?
    via sullymcsulsul
  • 22
    Font - Glassbox315 20 hr. ago The language one seems way more convenient. You'd be able to have way more fun traveling the world.
    via Glassboz315
  • 23
    Font - IsItItIs 22 hr. ago edited 21 hr. ago The one we always had was would you rather... Have a thousand cuts all over your body and jump in a bath on lemon juice Or have a tooth pick under your big toe nail and kick a wall
    via IsItItIs
  • 24
    Sky - soloazn 21 hr. ago Definitely the lemons dear God
    via soloazn
  • 25
    Facial expression - Healthy_Mycologist37 20 hr. ago Would you rather know how you are going to die or when you are going to die?
    via Healthy_Mycologist37
  • 26
    Font - other_usernames_gone · 19 hr. ago When, then I'm functionally immortal until that date. I can do whatever I want and know I won't die. Of course I can still be paralyzed or put in a coma, but I can't die.
    via othre_usernames_gone
  • 27
    Azure - ?? ??? Would you rather try and dodge a bullet or work in a Verizon call center? ?
    via u/canva

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