73 Best Would You Rather Questions Messed Up

Ever found yourself in a deep, hilarious, or downright bizarre conversation with friends? That’s where the magic of "Best Would You Rather Questions Messed Up" comes in! These aren't your average, everyday dilemmas. They’re designed to make you squirm, giggle, and maybe even question your own sanity. Get ready for some seriously twisted choices that are perfect for breaking the ice or taking your game night to a whole new level of weird.

The Art of the Messed Up Dilemma

So, what exactly makes a "Best Would You Rather Questions Messed Up" question so special? It's all about creating those impossible, often uncomfortable, but always thought-provoking scenarios. These questions don't have easy answers. Instead, they force you to weigh two equally strange or challenging options, making you think about your priorities, your fears, and what you truly value (or can tolerate!). The importance of these questions lies in their ability to spark genuine conversation and reveal surprising insights about the people you're playing with.

Why do we love them so much? It’s probably because they’re a fun way to explore the absurdities of life. They can be used in so many settings:

Icebreakers at parties
Deep dives with close friends
Challenging your own decision-making skills
Simply to laugh at the ridiculousness of it all

The best messed-up questions are the ones that paint a vivid picture in your mind, making you really consider the consequences. They often play on our senses, our social norms, and our deepest (and sometimes strangest) desires. Here are some types of messed-up questions you might encounter:

Sensory overload questions (e.g., taste vs. smell)
Socially awkward questions
Physically uncomfortable questions
Supernatural or fantasy dilemmas

Messed Up & Physical Challenges

Would you rather have your feet sweat uncontrollably or your hands constantly smell like rotten eggs?
Would you rather sneeze every time you hear a loud noise or hiccup every time you’re happy?
Would you rather have to wear shoes filled with pudding or gloves filled with sand for the rest of your life?
Would you rather have your nose run constantly or your ears drip a sticky, sweet syrup?
Would you rather have to eat a spoonful of your own earwax daily or lick a public toilet seat once a week?
Would you rather have your body hair grow extremely fast (like, an inch a day) or your nails grow so fast they get tangled?
Would you rather always feel like you have a small rock in your shoe or a persistent itch you can never quite scratch?
Would you rather have a permanent unibrow or a tiny, uncontrollable mustache?
Would you rather have to whisper everything you say or shout everything you say?
Would you rather have to walk everywhere backwards or hop on one foot?
Would you rather always smell like onions or always have garlic breath?
Would you rather have your belly button always be full of lint or your ears always be a little bit clogged?
Would you rather sweat uncontrollably in cold weather or shiver uncontrollably in hot weather?
Would you rather have your teeth constantly feel fuzzy or your tongue always feel like it’s covered in fur?
Would you rather have to wear a clown nose every day or have your ears stick out like Dumbo?
Would you rather have your voice sound like a chipmunk or a frog?
Would you rather have your eyelids feel heavy and droopy all the time or your knees always feel a little wobbly?
Would you rather have to eat with your feet or use your mouth to pick things up?
Would you rather have a constant nosebleed or a constant runny nose?
Would you rather have to sleep standing up or sitting on a toilet?

Messed Up & Social Nightmares

Would you rather accidentally send an embarrassing text to your boss or your grandma?
Would you rather have to sing your order at every restaurant or dance your way through the grocery store?
Would you rather everyone you meet instantly know your most embarrassing childhood memory or your worst habit?
Would you rather accidentally fart loudly in a silent library or trip and fall in front of your crush?
Would you rather have your internet search history broadcast to everyone at a party or have your deepest secret revealed to your family?
Would you rather have to wear a sign that says "I smell bad" or a sign that says "I’m stupid" for a day?
Would you rather have to confess your love to a stranger or tell your crush they are annoying?
Would you rather have your parents watch you on a first date or have your boss watch you on a first date?
Would you rather have to talk like a pirate for a week or have to wear a ridiculous costume every day for a month?
Would you rather accidentally join a cult and have to participate for a week or accidentally join a reality TV show and have to be your worst self?
Would you rather have to wear socks with sandals with Crocs or a swimsuit in a snowstorm?
Would you rather accidentally call your teacher "Mom" or your mom "Sir"?
Would you rather have to give a public speech naked or confess your deepest fear to your worst enemy?
Would you rather have your most awkward dance moves go viral or your most cringe-worthy karaoke performance?
Would you rather have to pretend to be someone you’re not for a whole month or be forced to reveal your true feelings to everyone you meet?
Would you rather accidentally send an eggplant emoji to your boss or a poop emoji to your principal?
Would you rather have to wear a tinfoil hat everywhere you go or a sign that says "I believe in aliens"?
Would you rather have to interrupt every conversation you’re in to tell a bad joke or have to sing your greetings?
Would you rather have your most embarrassing photo as your profile picture for a year or have your most embarrassing song as your ringtone?
Would you rather have to ask every stranger for their life story or tell every stranger your life story?

Messed Up & Hypothetical Horrors

Would you rather live in a world where it constantly rains spiders or a world where every sound you make is amplified by 1000?
Would you rather have to fight one horse-sized duck or one hundred duck-sized horses?
Would you rather be able to talk to animals but they all hate you or be able to fly but only an inch off the ground?
Would you rather have every dream you have be incredibly vivid and scary or incredibly boring and mundane?
Would you rather have to relive the same day over and over for a year or have to forget your entire life and start over?
Would you rather have a third eye that can only see the future but it’s always bad news or a third hand that’s always in the way?
Would you rather be able to teleport but always arrive naked or be able to control time but only in reverse?
Would you rather have to wear a suit of armor made of cheese or a hat made of live ants?
Would you rather be able to breathe underwater but have to live in the Mariana Trench or be able to fly but only in a desert?
Would you rather have to eat a sandwich made of your own hair or drink a smoothie made of your own toenail clippings?
Would you rather have your shadow come to life and be your enemy or have your reflection in mirrors be evil?
Would you rather have to fight off a swarm of mosquitos the size of eagles or one giant cockroach the size of a car?
Would you rather be able to understand all languages but everyone else can only understand your made-up language or speak all languages fluently but only when you're naked?
Would you rather have to live in a house made of candy that constantly melts or a house made of ice that constantly melts?
Would you rather be able to control the weather but only make it extremely unpleasant or be able to control plants but they only grow weeds?
Would you rather have to eat your own boogers every day or drink your own pee every day?
Would you rather be able to talk to ghosts but they all want something from you or be able to see the future but only see your own death?
Would you rather have to wear clothes made of living worms or sleep in a bed made of spiders?
Would you rather have a superpower that makes you invisible but only when you’re screaming or a superpower that lets you read minds but only when they’re thinking about something embarrassing?
Would you rather have to fight a dragon with a toothpick or a swarm of killer bees with a spoon?

Messed Up & Existential Quandaries

Would you rather know the exact date of your death or the exact cause of your death?
Would you rather have to live without love or without friendship?
Would you rather have the ability to read minds but never be able to turn it off or never be able to read minds at all?
Would you rather be the smartest person in a world of idiots or the most ignorant person in a world of geniuses?
Would you rather be forgotten by everyone you ever knew or be remembered for something terrible you didn't do?
Would you rather have your every thought broadcast to the world or have everyone else's thoughts broadcast to you?
Would you rather live a life of immense pleasure but no meaning or a life of profound meaning but constant suffering?
Would you rather have the power to heal anyone but yourself or have the power to make anyone happy but yourself?
Would you rather lose all your memories or never be able to make new ones?
Would you rather have to choose between saving your best friend or saving 100 strangers?
Would you rather have the ability to communicate with aliens but they are all hostile or have the ability to understand all animals but they all want to eat you?
Would you rather live forever but be alone or live a short, happy life surrounded by loved ones?
Would you rather have the power to erase your mistakes or the power to learn from everyone else's?
Would you rather be able to travel to the past but not change anything or travel to the future but not return?
Would you rather have to experience the worst pain imaginable once a year or moderate pain every day?
Would you rather be immortal but watch everyone you love die or have a normal lifespan but never experience loss?
Would you rather have the power to control people's actions or control their emotions?
Would you rather be able to solve any problem but create a new one or never be able to solve problems but never create new ones?
Would you rather have the ultimate happiness but no purpose or the ultimate purpose but no happiness?
Would you rather know that humanity will be destroyed tomorrow or know that you will die tomorrow?

Messed Up & Sensory Overload

Would you rather have to eat a live cockroach every day or drink a glass of your own vomit every day?
Would you rather have your tongue permanently taste everything as sour or your nose permanently smell everything as rotten?
Would you rather have to wear clothes made of sandpaper or sleep on a bed of nails?
Would you rather have your skin feel perpetually sticky or have your hair constantly smell like dog poop?
Would you rather have to listen to nails on a chalkboard for an hour every day or have to watch a strobe light show for an hour every day?
Would you rather have your eyes feel like they are full of sand or your ears feel like they are full of cotton?
Would you rather have to eat a plate of insects every meal or a plate of dirt every meal?
Would you rather have your hands always feel sweaty and clammy or your feet always feel cold and numb?
Would you rather have your voice sound like it's being sucked through a straw or like you're underwater?
Would you rather have to lick every surface you touch or have to rub every surface you touch?
Would you rather have your teeth feel like they are constantly falling out or your hair feel like it’s constantly growing rapidly?
Would you rather have to smell like a skunk for a week or have to taste like a spoiled egg for a week?
Would you rather have your skin constantly crawl with phantom bugs or have your body constantly feel like it's vibrating?
Would you rather have to eat a raw onion like an apple or a whole lemon with the peel every day?
Would you rather have your ears ring constantly at an unbearable pitch or have your eyes feel like they are burning all the time?
Would you rather have to drink from a toilet bowl or eat off a dirty floor?
Would you rather have your sense of taste be completely gone or your sense of smell be completely gone?
Would you rather have to shout every compliment you give or whisper every insult?
Would you rather have your body covered in a sticky, sweet goo or a slimy, oily substance?
Would you rather have to lick a stranger's armpit or have to smell a stranger's foot?

Messed Up & The Gross Factor

Would you rather have to eat a sandwich made of hair and toenails or a soup made of earwax and snot?
Would you rather have to lick a public restroom floor or drink water from a dirty puddle?
Would you rather have a constant stream of phlegm coming out of your nose or have your teeth rot away?
Would you rather have to swim in a pool of sewage or a pool of blood?
Would you rather have to wear underwear that has been worn by a stranger for a week or eat food that has been spat on by a stranger?
Would you rather have your belly button always filled with pus or your ears always filled with maggots?
Would you rather have to eat a dead rat or a live snake?
Would you rather have your body covered in boils that never heal or have your skin constantly peeling off?
Would you rather have to lick a dog’s butt or a cat’s butt?
Would you rather have to eat a spoonful of your own feces or a spoonful of someone else’s feces?
Would you rather have your mouth filled with rotten teeth or your stomach filled with worms?
Would you rather have to drink urine every day or eat a plate of insects every day?
Would you rather have to wear clothes that are constantly covered in vomit or clothes that are constantly covered in poop?
Would you rather have to kiss a zombie or hug a mummy?
Would you rather have your eyes replaced with eyeballs that constantly leak blood or your ears replaced with ears that constantly ooze pus?
Would you rather have to eat a sandwich made of your own toenail clippings or a smoothie made of your own earwax?
Would you rather have your skin crawl with invisible bugs all the time or have a constant feeling of worms wriggling under your skin?
Would you rather have to lick a public toilet seat or have to drink out of a dirty public urinal?
Would you rather have your mouth constantly taste like something foul or your nose constantly smell like something foul?
Would you rather have to eat a meal prepared from ingredients found in a dumpster or eat a meal prepared from the vomit of strangers?

Messed Up & Moral Minefields

Would you rather have the power to save one innocent person but accidentally kill ten guilty people, or have the power to kill ten guilty people but accidentally save one innocent person?
Would you rather betray your best friend to save yourself or sacrifice yourself to save your best friend?
Would you rather have to lie to everyone you love for the rest of your life or have everyone you love lie to you for the rest of your life?
Would you rather be able to prevent a tragedy by causing a smaller tragedy, or let the tragedy happen?
Would you rather have the power to control someone's free will but only for good, or have the power to tempt someone but only towards evil?
Would you rather always do the right thing but be hated for it, or always do the wrong thing but be loved for it?
Would you rather have to choose between your own happiness or the happiness of everyone else?
Would you rather be able to bring back the dead but they are all miserable, or let them stay dead?
Would you rather have to steal to survive or starve to death?
Would you rather be able to witness any historical event but not be able to interfere, or be able to change one historical event but never know the consequences?
Would you rather have to sacrifice your child or your partner?
Would you rather have the power to see all lies but never the truth, or see all truths but never the lies?
Would you rather be a cruel dictator who is loved by their subjects, or a kind leader who is hated by their subjects?
Would you rather have to choose between saving your country or saving your family?
Would you rather be able to experience perfect joy but never feel sadness, or experience perfect sadness but never feel joy?
Would you rather have to betray your principles to achieve your goals, or abandon your goals to uphold your principles?
Would you rather have the power to erase people's memories of you or the power to make people remember you for something you didn't do?
Would you rather be responsible for the suffering of thousands but achieve a great good, or be responsible for the suffering of one but achieve nothing?
Would you rather have to choose between your own freedom or the freedom of everyone else?
Would you rather be able to control time but only to undo your own mistakes, or control time to fix the mistakes of others?

See? "Best Would You Rather Questions Messed Up" are more than just silly questions; they're a gateway to hilarious, awkward, and surprisingly deep moments. Whether you're trying to spice up a dull evening or just want to see how your friends react under pressure, these kinds of questions are guaranteed to get people talking and laughing. So, gather your friends, prepare yourselves for the weird, and dive into the wonderfully messed-up world of Would You Rather!