87 Devious Would You Rather Questions That Will Make You Squirm

Welcome to the thrilling, sometimes terrifying, world of Devious Would You Rather Questions! These aren't your grandma's simple "would you rather have wings or a tail" dilemmas. Devious Would You Rather Questions are designed to push boundaries, explore dark fantasies, and force you into truly uncomfortable, thought-provoking choices. Get ready to question your morals, your sanity, and your deepest desires as we dive into some mind-bending scenarios.

Unpacking the Devious: What Makes Them So Twisted?

Devious Would You Rather Questions are crafted to present two equally unappealing, ethically complex, or hilariously absurd options. The "devious" aspect lies in the careful construction of these choices, ensuring there's no easy out. They often play on our primal fears, our deepest-seated insecurities, or our most outlandish "what if" scenarios. The popularity of these questions stems from their ability to generate intense discussion, reveal hidden aspects of personality, and provide a safe space to explore taboo subjects. They are a fantastic icebreaker for parties, a way to gauge a friend's sense of humor, or even a tool for self-reflection.

Purpose: To provoke thought and discussion.
Mechanism: Presenting two difficult or uncomfortable choices.
Outcome: Often leads to laughter, arguments, or surprising revelations.

The true genius of a well-crafted Devious Would You Rather Question is its ability to make you pause, sweat a little, and genuinely consider both sides. It’s not about finding the "right" answer, but about exploring the reasoning behind your choice. The importance lies in the conversation they ignite and the understanding they can foster, both of yourself and others.

Category	Example
Morality	Would you rather steal from the rich to feed the poor, or let a struggling family starve?
Personal Sacrifice	Would you rather lose all your memories of your loved ones, or have them forget you completely?

Devious Dilemmas: The Morally Grey Area

Would you rather have the ability to read minds, but only hear the most selfish thoughts of others, or be completely blind but have perfect telekinetic abilities?
Would you rather accidentally cause the death of one innocent person by your actions, or stand by and do nothing while ten innocent people are murdered?
Would you rather always tell the truth, even when it's devastatingly hurtful, or always lie, even when it seems harmless?
Would you rather be responsible for a global pandemic that kills millions, or be responsible for a nuclear war that kills billions?
Would you rather have a constant, unbearable itch that you can never scratch, or have every meal you eat taste like dirt?
Would you rather have your every embarrassing moment broadcast live to the entire world, or have your deepest secret revealed only to your worst enemy?
Would you rather be universally loved but constantly feel immense guilt, or be universally hated but feel completely guilt-free?
Would you rather have to kill your pet to save a stranger, or let the stranger die and keep your pet?
Would you rather live a life of extreme poverty but incredible happiness, or a life of extreme wealth but constant misery?
Would you rather have to eat a live spider every day for the rest of your life, or have to sing at the top of your lungs for one hour every time you feel sad?
Would you rather be a dictator who is universally feared but loved by your people for your decisions, or a democracy where your people are miserable but you have no real power?
Would you rather have to choose which of your friends lives and which dies in a simulated life-or-death scenario, or have that choice made for you by a computer?
Would you rather have your body slowly decay from the inside out, or have your mind slowly deteriorate from the outside in?
Would you rather always know when someone is lying to you, but never be able to prove it, or never know when someone is lying but always be able to convince yourself they are telling the truth?
Would you rather be the only person on Earth who knows the cure for cancer but can't communicate it, or be the person who discovers the cure but it only works on animals?

Physical Pains and Peculiarities

Would you rather have your hands permanently fused together, or your feet permanently fused together?
Would you rather have a permanent case of the hiccups that are incredibly loud, or a permanent runny nose that never stops?
Would you rather have to wear shoes made of sandpaper for the rest of your life, or have to wear gloves made of broken glass?
Would you rather have your tongue surgically replaced with a snake's tongue, or your ears replaced with bat ears?
Would you rather sneeze uncontrollably every time you hear a compliment, or cry uncontrollably every time you hear good news?
Would you rather have your teeth fall out one by one, or have your fingernails and toenails grow to the size of dinner plates?
Would you rather always feel like you're about to throw up, or always feel like you're about to faint?
Would you rather have to lick every surface you touch, or have to chew everything you swallow twice?
Would you rather have your skin constantly itch, but never be able to scratch it, or have your eyes constantly water, but never be able to blink?
Would you rather have to eat a whole raw onion every morning, or have to drink a cup of your own earwax every evening?
Would you rather have a third eye that sees in ultraviolet, or a third ear that hears in infrasound?
Would you rather have your hair grow at an inch a day, or your nails grow at a foot a day?
Would you rather have to sleep standing up, or have to eat all your meals upside down?
Would you rather have your voice permanently sound like a chipmunk, or have your laughter sound like a hyena?
Would you rather have to breathe through your mouth with your nose plugged, or have to breathe through your nose with your mouth clamped shut?

Social and Relational Nightmares

Would you rather have your partner cheat on you with your best friend, or have your best friend betray you in a way that ruins your career?
Would you rather be publicly humiliated by your family, or completely abandoned by your family?
Would you rather your partner constantly tell you they love you, but you know they are lying, or have your partner never tell you they love you, but you know they do?
Would you rather be the only one in your friend group who is forever single, or be in a relationship with someone everyone hates?
Would you rather have to relive your most embarrassing moment once a week, or have your most private thought revealed to everyone you meet?
Would you rather have your parents constantly critique your every move, or have your children constantly disrespect you?
Would you rather be famous for something terrible you did, or be completely unknown for something amazing you did?
Would you rather have your entire social media history leaked, or have all your private conversations recorded and released?
Would you rather have to break up with the love of your life every year, or never find true love at all?
Would you rather be the person everyone confides in but no one truly likes, or be the person everyone likes but no one trusts?
Would you rather have your parents choose your spouse, or have your spouse's parents choose your career?
Would you rather have to apologize to everyone you've ever wronged, or have everyone you've ever wronged apologize to you?
Would you rather your child become a criminal, or your child become a politician?
Would you rather be the scapegoat for a terrible crime, or be the mastermind behind it and get away with it?
Would you rather have to constantly lie to your loved ones, or have them constantly lie to you?

Existential Quandaries and Fantastical Fiascos

Would you rather be immortal and watch everyone you love die, or die young and never experience love?
Would you rather be able to travel to any point in the past but never change it, or travel to any point in the future but never return?
Would you rather have a superpower that is completely useless, or have a superpower that is incredibly dangerous to yourself and others?
Would you rather live in a world where animals can talk but are incredibly rude, or a world where humans can fly but are incredibly clumsy?
Would you rather have to fight a thousand duck-sized horses, or one horse-sized duck?
Would you rather live in a perpetual state of déjà vu, or have every day feel completely new and unfamiliar?
Would you rather have to communicate only through interpretive dance, or only through opera singing?
Would you rather be able to control the weather, but only by singing really badly, or be able to control technology, but only by shouting at it?
Would you rather have the ability to talk to plants but they are all incredibly dramatic, or talk to inanimate objects but they are all incredibly boring?
Would you rather be the last human on Earth, or the first human on a new alien planet with no guarantee of survival?
Would you rather have your dreams dictate your reality, or your reality dictate your dreams?
Would you rather have to wear a full clown costume every day, or have to speak with a fake accent every day?
Would you rather be able to teleport, but always arrive naked, or be able to fly, but only three inches off the ground?
Would you rather have your shadow come to life and try to kill you, or have your reflection come to life and try to replace you?
Would you rather be able to turn into any animal, but retain your human intelligence and fears, or be able to control time, but only by pressing a giant, loud button?

Absurd and Hilarious Horrors

Would you rather have to eat a bowl of live worms for breakfast, or a plate of fried tarantulas for dinner?
Would you rather have to constantly wear a giant, inflatable sumo suit, or have to wear a suit made entirely of cheese?
Would you rather have your farts sound like a foghorn, or your sneezes sound like a dying cat?
Would you rather have to hop everywhere on one foot, or crawl everywhere on your hands and knees?
Would you rather have to sing everything you say, or have to rap everything you say?
Would you rather have a permanent unibrow that reaches your ears, or have your eyebrows constantly twitching uncontrollably?
Would you rather have to eat a spoonful of mayonnaise every time you blink, or a spoonful of mustard every time you yawn?
Would you rather have to wear socks on your hands and gloves on your feet, or have to wear your pants on your head?
Would you rather have a personal theme song that plays wherever you go, or have a giant spotlight that follows you everywhere?
Would you rather have to speak in a squeaky voice, or have to giggle uncontrollably after every sentence?
Would you rather have to wear a diaper at all times, or have to wear a bib at all times?
Would you rather have to communicate with people only by making animal noises, or by only using interpretive dance?
Would you rather have to smell like rotten eggs, or have to taste everything like soap?
Would you rather have to shout your name every time you enter a room, or whisper your name every time you leave?
Would you rather have to high-five everyone you meet, or fist-bump everyone you meet?

Darker Desires and Twisted Truths

Would you rather have the power to erase someone from existence, but be forced to live with the consequences of their absence, or have the power to resurrect anyone, but they come back as a zombie?
Would you rather be able to control people's emotions, but be unable to feel your own, or be able to experience all emotions to the extreme, but have no control over them?
Would you rather have to kill your greatest love to save the world, or let the world be destroyed?
Would you rather have the ability to see the exact moment of your death, or the exact moment of everyone else's death?
Would you rather be forced to commit a heinous act for the greater good, or let a terrible evil happen unchecked?
Would you rather have the power to grant yourself immense pleasure, but it causes immense pain to someone else, or experience immense pain yourself, but it brings immense joy to others?
Would you rather have your deepest fears come to life and chase you, or have your greatest desires come to life and then vanish forever?
Would you rather be eternally punished for a crime you didn't commit, or be eternally rewarded for a crime you did commit?
Would you rather have to watch your loved ones suffer endlessly, or become the instrument of their suffering yourself?
Would you rather have the ability to live forever in a perfect but empty utopia, or live a short, brutal life in a world filled with both beauty and horror?
Would you rather be able to experience the suffering of others as if it were your own, or be completely incapable of empathy?
Would you rather have the knowledge of all possible futures, but be unable to change any of them, or be completely ignorant of the future, but have the power to shape it?
Would you rather have to sacrifice your most cherished memory for the safety of humanity, or let humanity perish?
Would you rather have the power to control dreams, but be trapped in nightmares forever, or have the power to control reality, but be unable to dream?
Would you rather be the one to end all suffering by ending all life, or be the one to perpetuate suffering for the sake of existence?

So there you have it – a collection of Devious Would You Rather Questions designed to spark debate, laughter, and perhaps a touch of existential dread. These questions remind us that sometimes the most interesting conversations arise from the most uncomfortable choices. Whether you're using them to spice up a game night or to simply ponder life's absurdities, embrace the deviousness and see what revelations emerge!