73 Worst Would You Rather Questions Of All Time

We've all played "Would You Rather," right? It's that fun game where you're forced to choose between two not-so-great options. But some questions go way beyond just a little bit awkward. They dig into the truly bizarre, the deeply uncomfortable, and the hilariously disturbing. Today, we're diving into the world of the Worst Would You Rather Questions Of All Time . Get ready for some eyebrow-raising dilemmas!

What Makes a "Worst" Would You Rather Question?

So, what exactly makes a Would You Rather question qualify for the "Worst" title? It's all about pushing the boundaries of comfort and sanity. These aren't your usual "pizza or tacos" kind of choices. Instead, they often involve scenarios that are:

Physically unpleasant or gross.
Emotionally challenging or ethically tricky.
Just plain weird and nonsensical, making you question reality itself.

These questions are popular because they create a sense of shared, often uncomfortable, amusement. They force people to think outside the box and reveal their inner reactions to extreme situations. It's a way to bond over shared awkwardness or to spark lively debates. The importance of these questions lies in their ability to reveal personality, test limits, and generate memorable, often hilarious, conversations. They can be used as icebreakers, party games, or even as a way to understand someone's perspective on life's stranger possibilities.

The beauty of the worst questions is that they often present dilemmas where neither option is truly appealing. This forces genuine thought and discussion. They can be presented in various formats:

As a simple pair of choices.
With a bit more context to make the scenario more vivid.
As part of a longer narrative or game.

Bodily Blunders

Questions That Make You Squirm

Would you rather have your fingernails grow continuously, needing to be trimmed daily, or have your hair grow continuously, needing to be cut daily?
Would you rather sneeze uncontrollably for an hour every time you hear a dog bark, or hiccup for ten minutes every time you see the color red?
Would you rather sweat maple syrup, or cry glitter?
Would you rather have a permanent unibrow that you can't shave, or always have your socks slightly damp?
Would you rather have to eat a bowl of live earthworms every Tuesday, or drink a cup of your own earwax every Friday?
Would you rather have your tongue permanently stuck to the roof of your mouth, or have your nose whistle loudly every time you breathe?
Would you rather always smell like rotten eggs, or always taste pennies?
Would you rather have ants constantly crawling on your skin but they don't bite, or have flies buzzing around your head constantly but they don't land?
Would you rather have to wear shoes filled with sand for the rest of your life, or have to wear a hat made of live leeches?
Would you rather have your farts be visible as colorful smoke, or have your burps sound like opera singing?
Would you rather have a constant itchy nose that you can never scratch effectively, or have a constant tickle in your throat that you can never clear?
Would you rather have your teeth turn black one by one over the course of a year, or have your skin slowly turn blue over the course of a year?
Would you rather have to lick every doorknob you touch, or have to lick every piece of money you receive?
Would you rather have your dreams broadcast live on television every night, or have your inner thoughts whispered to everyone around you?
Would you rather have to sing everything you say, or have to dance everywhere you walk?
Would you rather have a persistent stomach ache that never goes away, or have a persistent headache that never goes away?
Would you rather have your hands permanently sticky, or have your feet permanently smelly?
Would you rather have to eat a spoonful of dirt every time you lie, or have to bark like a dog every time you get angry?
Would you rather have your sweat be bright green, or have your tears be bright purple?
Would you rather have to wear a swimsuit made of sandpaper, or have to wear a coat made of barbed wire?

Existential Emptiness

Questions That Make You Question Everything

Would you rather live in a world where no one can lie, but everyone is constantly angry, or live in a world where everyone is always happy, but they have no free will?
Would you rather have the ability to talk to animals but they all hate you, or have the ability to understand all languages but you can only speak in riddles?
Would you rather relive the same day for eternity, or jump forward one year every time you fall asleep?
Would you rather know the exact date and time of your death, or never know when you are going to die but live in constant fear of it?
Would you rather have the power to erase memories, but you also erase parts of yourself, or have the power to create new memories, but they are always fake?
Would you rather be universally loved but secretly hated by everyone you know, or be universally hated but secretly loved by everyone you know?
Would you rather have your life be a constant struggle against a never-ending horde of mildly annoying insects, or have your life be a constant struggle against one incredibly powerful but easily distracted villain?
Would you rather have all your wishes granted, but they always come with a terrible, unforeseen consequence, or never have any wishes granted at all?
Would you rather be able to fly, but only at the speed of a snail, or be able to teleport, but only to places you've never been before?
Would you rather have every book you read instantly vanish from your mind once you finish it, or have every conversation you have be forgotten by the other person immediately after?
Would you rather have a guardian angel who is incompetent and constantly messes things up, or have a demon who is surprisingly helpful but always demands small, embarrassing sacrifices?
Would you rather be able to see 30 seconds into the future, but only see terrible things, or be able to see 30 seconds into the past, but only see your own mistakes?
Would you rather have the ability to control the weather, but you can only control it to make things slightly inconvenient for yourself, or have the ability to control technology, but it only works when you sing loudly?
Would you rather live in a world where everyone has a rating for their personality that everyone can see, or live in a world where everyone's secrets are broadcast whenever they think them?
Would you rather have a photographic memory, but only for things you find boring, or have no memory at all, but be incredibly charismatic?
Would you rather be able to communicate with plants, but they are all incredibly whiny, or be able to understand the thoughts of inanimate objects, but they are all very depressed?
Would you rather have your entire life story written as a tragic play that everyone watches, or have your entire life story told as a slapstick comedy that no one takes seriously?
Would you rather have the ability to pause time, but you can't move during the paused time, or have the ability to speed up time, but you age at double the rate?
Would you rather have a button that instantly makes you feel content, but it also makes you forget how to do basic math, or have a button that instantly makes you feel excited, but it also makes you speak in a very high-pitched voice?
Would you rather be the last person on Earth who remembers a vital historical event, or be the first person to discover a cure for a terrible disease but nobody believes you?

Socially Strained Scenarios

Questions That Test Your Friendships

Would you rather accidentally send an embarrassing text to your boss, or accidentally send an embarrassing text to your entire family?
Would you rather have your most embarrassing childhood photo go viral online, or have your most embarrassing childhood memory read aloud at your wedding?
Would you rather have to attend every single family reunion for the rest of your life, or have to attend every single work social event for the rest of your life?
Would you rather have to tell your best friend a secret that will hurt them deeply, or have to keep a secret that will hurt them deeply?
Would you rather have to pretend to like a terrible gift from a loved one, or have to tell them honestly and hurt their feelings?
Would you rather be the one who always has to pay for everything when you go out with friends, or be the one who always has to plan everything?
Would you rather have to defend your friend in a public argument they are clearly wrong about, or let them be embarrassed?
Would you rather have to give a best man/maid of honor speech that is extremely awkward and embarrassing, or have to give a toast at your ex's wedding?
Would you rather accidentally reveal a friend's secret to their crush, or accidentally reveal your own secret to your crush?
Would you rather have to wear an outfit chosen by your most fashion-challenged friend for a week, or have to eat a meal cooked by your least-skilled friend for a week?
Would you rather have to break up with someone on behalf of your friend who can't do it themselves, or have to deliver bad news to your friend's parents?
Would you rather have to apologize to a stranger for something your friend did, or have your friend apologize to a stranger for something you did?
Would you rather have to always agree with your friends, even when you disagree, or have to always disagree with your friends, even when you agree?
Would you rather have to tell your crush that you think they are dating someone else when you don't know for sure, or have to let them potentially date someone else without saying anything?
Would you rather be the friend who always tells the truth, even when it's hurtful, or the friend who always lies to protect feelings?
Would you rather have to be the designated driver every time you go out with friends for a year, or have to be the chaperone for your friend's incredibly boring child's birthday party?
Would you rather have to publicly admit to a minor social faux pas that you didn't commit, or let your friend take the blame for something you did?
Would you rather have to listen to your friend brag about something you're jealous of for hours, or have to listen to your friend complain about something you think is trivial for hours?
Would you rather have to choose between your two best friends for a single invitation to an exclusive event, or have both friends excluded?
Would you rather have to give your friend your last slice of pizza when you're starving, or have to give your friend your last bit of money when you're broke?

Curious Critters and Weird Worlds

Questions Involving Strange Encounters

Would you rather be constantly followed by a flock of pigeons who are intensely curious about everything you do, or be constantly followed by a single, very judgmental squirrel?
Would you rather have to pet every cat you see, or have to say hello to every dog you see?
Would you rather have to live in a house that is constantly populated by friendly but very noisy houseflies, or live in a house that is constantly populated by silent but very aggressive spiders?
Would you rather have a pet dragon that breathes smoke instead of fire but it's constantly coughing, or have a pet unicorn that can grant wishes but it only grants them in incredibly inconvenient ways?
Would you rather have to share your bed with a giant, fluffy hamster that snores like a chainsaw, or have to share your house with a family of invisible gnomes who are constantly rearranging your furniture?
Would you rather have to eat all your meals with chopsticks that are shaped like tiny rubber chickens, or have to drink all your beverages from a cup that sings a different song each time?
Would you rather have to wear a hat made of live worms that wiggle, or wear gloves made of sentient moss that occasionally whispers secrets?
Would you rather have to conduct all your important conversations while riding a unicycle, or have to make all your important decisions while standing on one leg?
Would you rather have to communicate with the outside world solely through interpretive dance, or have to communicate with the outside world solely through animal noises?
Would you rather have to live in a world where everyone communicates in song, but you can only sing off-key, or live in a world where everyone communicates through mime, but you are incredibly clumsy?
Would you rather have to fight a horde of tiny, aggressive garden gnomes, or have to outsmart one overly polite but incredibly strong goblin?
Would you rather have to travel everywhere by riding on the back of a giant, slow-moving tortoise, or have to travel everywhere by being carried by a flock of confused seagulls?
Would you rather have to wear a suit made of living, breathing, brightly colored fungi, or wear a suit made of constantly growing, tangled vines?
Would you rather have to explain complex scientific theories to a group of intelligent but very stubborn sheep, or have to teach a class of hyperactive, easily distracted lemurs about advanced mathematics?
Would you rather have to sleep in a hammock made of spaghetti that constantly needs to be re-cooked, or have to sleep in a bed made of jello that wobbles uncontrollably?
Would you rather have to befriend a sentient, talking potato that is perpetually sad, or have to befriend a group of tiny, mischievous sprites who constantly try to prank you?
Would you rather have to navigate a city where all the buildings are made of cheese, or a city where all the roads are made of slippery banana peels?
Would you rather have to wear a crown made of live, buzzing bees that don't sting, or wear a cape made of constantly changing, vibrant butterfly wings?
Would you rather have to spend your days solving riddles posed by a wise-cracking teapot, or spend your days negotiating with a grumpy, talking doorknob?
Would you rather have to be followed by a small, invisible cloud that rains sprinkles whenever you're happy, or followed by a small, invisible cloud that rains tiny, harmless pebbles whenever you're sad?

Food Fiascos

Questions That Make You Lose Your Appetite

Would you rather eat a bowl of live maggots, or eat a bowl of your own hair?
Would you rather drink a milkshake made of blended cockroaches, or eat a sandwich filled with live ants?
Would you rather have to eat every meal with your hands tied behind your back, or have to eat every meal through a tiny straw?
Would you rather have to eat a raw onion like an apple every day, or have to drink a glass of pickle juice every day?
Would you rather have to eat your least favorite food for every meal for a year, or have to only eat your favorite food for every meal for a year?
Would you rather have to eat a single, extremely sour lemon every morning, or have to eat a single, extremely bitter melon every evening?
Would you rather have to swallow a live worm every time you feel hungry, or have to chew on a piece of extremely spicy pepper every time you feel thirsty?
Would you rather have your food always taste slightly of soap, or have your drinks always taste slightly of dirt?
Would you rather have to eat a plate of lukewarm, gelatinous goo every night, or have to eat a single, rock-hard biscuit every night?
Would you rather have to lick a dirty spoon before every meal, or have to sniff a used tissue before every meal?
Would you rather have to eat all your meals in a public restroom, or have to eat all your meals while being constantly sprayed with water?
Would you rather have to eat your food with a tiny spoon the size of a fingernail, or have to eat your food with a fork that has only one tine?
Would you rather have to eat a meal that is entirely made of your own shed skin, or a meal that is entirely made of your own sweat?
Would you rather have to eat a bowl of extremely hot chili peppers that don't burn your mouth but make you cry uncontrollably, or eat a bowl of extremely cold ice cream that doesn't numb your mouth but makes you shiver uncontrollably?
Would you rather have to eat a meal that is served in a shoe, or a meal that is served in a toilet bowl?
Would you rather have to eat a meal that is entirely made of crunchy, dry leaves, or a meal that is entirely made of slimy, raw mushrooms?
Would you rather have to eat a sandwich filled with your own toenail clippings, or a soup made from your own earwax?
Would you rather have to eat everything you are given, no matter how disgusting, or have to starve until someone offers you something palatable?
Would you rather have to eat a whole raw potato every day, or have to drink a glass of unsweetened cranberry juice every day?
Would you rather have to eat a meal that is prepared by someone who is actively trying to make it disgusting, or have to eat a meal that is prepared by a robot that follows recipe instructions perfectly but lacks any sense of taste?

Absurd Actions

Questions That Require Bizarre Behavior

Would you rather have to hop on one foot everywhere you go, or have to skip everywhere you go?
Would you rather have to wear a full clown costume every day to work, or have to wear a full knight's armor every day to work?
Would you rather have to bark like a dog every time you answer the phone, or have to meow like a cat every time you enter a room?
Would you rather have to sing opera loudly whenever you feel embarrassed, or have to yodel whenever you are excited?
Would you rather have to communicate with everyone using only hand gestures, or have to communicate with everyone by writing notes?
Would you rather have to dance the Macarena every time someone says your name, or have to do a cartwheel every time you enter a building?
Would you rather have to wear a pair of oversized novelty glasses that constantly fog up, or wear a giant, floppy hat that obscures your vision?
Would you rather have to narrate your entire life in the third person, as if you are a character in a book, or have to conduct all your conversations as if you are a game show host?
Would you rather have to wear mittens on your feet all the time, or wear socks on your hands all the time?
Would you rather have to iron all your clothes while wearing them, or have to fold all your clothes while wearing them?
Would you rather have to walk backwards everywhere you go for a month, or have to walk on your hands everywhere you go for a week?
Would you rather have to shout "Surprise!" every time you see someone you know, or have to whisper "Hello" every time you leave a room?
Would you rather have to carry a rubber chicken with you everywhere you go, or have to wear a silly hat that sings whenever you move?
Would you rather have to conduct every meeting while standing on a wobbly stool, or have to give every presentation while wearing a blindfold?
Would you rather have to communicate with your significant other through interpretive dance only, or communicate with your boss through interpretive dance only?
Would you rather have to perform a random act of kindness for a stranger every hour, or have to perform a random act of silliness for a stranger every hour?
Would you rather have to wear shoes that are two sizes too big for the rest of your life, or wear shoes that are two sizes too small for the rest of your life?
Would you rather have to answer every question with a riddle, or have to answer every question with a song lyric?
Would you rather have to wear a costume of your favorite inanimate object every day, or wear a costume of your favorite mythological creature every day?
Would you rather have to give everyone you meet a compliment that is slightly backhanded, or give everyone you meet a criticism that is slightly veiled?

So there you have it, a collection of some of the truly Worst Would You Rather Questions Of All Time . These aren't for the faint of heart, and they're sure to get some wild reactions and hilarious (or terrifying) conversations going. Remember, the best part of these questions isn't the answer, but the journey of trying to decide! Happy agonizing!