Dive Into the Abyss: 100 Worst Would You Rather Questions That Will Make You Squirm

Worst Would You Rather Questions are those scenarios that leave you feeling conflicted, uncomfortable, or downright hilarious. They force you to confront bizarre hypothetical situations and make impossible choices. This article explores the realm of these perplexing queries, offering a collection designed to provoke thought, spark debate, and maybe even make you question your sanity.

What Makes a “Worst Would You Rather Question” So Good (or Bad)?

Worst Would You Rather Questions have become a staple of games, icebreakers, and awkward silences everywhere. But what exactly qualifies a question as one of the “worst,” and why are they so popular? These questions are designed to be challenging, often presenting a choice between two equally undesirable or outlandish outcomes. They steer clear of the mundane, instead diving headfirst into the absurd, the ethically questionable, or the simply gross. The real magic lies in their ability to generate discussion and reveal hidden preferences. So, why do we love these cringe-worthy conundrums?

  • They’re conversation starters.
  • They offer a glimpse into someone’s values and sense of humor.
  • They can be surprisingly thought-provoking, prompting us to consider our priorities.

Think about it: you might learn more about someone from their answer to “Would you rather eat a sandwich made of hair or lick a public toilet seat?” than from asking them their favorite color. These questions are often used:

  1. At parties to break the ice.
  2. On road trips to pass the time.
  3. In classrooms to encourage critical thinking (and maybe a little bit of gross-out humor).

Sometimes a good “Worst Would You Rather Question” comes down to presenting impossible choices, like if you were forced to make a decision as presented in this table:

Option A Option B
Never be able to use the internet again Never be able to travel again

Gross and Disgusting Dilemmas

Here are some awful, stomach-churning scenarios that will test your gag reflex:

  • Would you rather eat a handful of toenail clippings or a handful of belly button lint?
  • Would you rather drink a glass of pickle juice or a glass of olive brine?
  • Would you rather smell like rotten eggs for a month or have a constant itch you can’t scratch?
  • Would you rather only be able to eat food that has been chewed by someone else first, or only drink beverages that have been sneezed in?
  • Would you rather have your teeth replaced with gummy bears or your hair replaced with spaghetti?
  • Would you rather lick the bottom of a public bus seat or share a toothbrush with a stranger for a year?
  • Would you rather shower in gravy or bathe in mayonnaise?
  • Would you rather eat a cockroach or a spider?
  • Would you rather have your sweat smell like fish or your tears taste like gasoline?
  • Would you rather live in a house infested with rats or cockroaches?
  • Would you rather have your hair constantly greasy or constantly staticy?
  • Would you rather have a booger hanging out of your nose for the rest of your life or a permanent stain on your favorite shirt?
  • Would you rather eat a pizza made of earwax or a pizza made of snot?
  • Would you rather have your breath always smell like onions or your feet always smell like cheese?
  • Would you rather have to wear shoes filled with syrup for a day or socks filled with sand for a day?
  • Would you rather have to eat every meal with your hands covered in honey or mustard?
  • Would you rather have the hiccups for the rest of your life or always feel like you have something stuck in your teeth?
  • Would you rather have a pet slug or a pet cockroach?
  • Would you rather have to wear a diaper every day for a year or shave your head bald?
  • Would you rather have to smell everything twice as strong or taste everything half as good?
  • Would you rather have to drink only warm milk for the rest of your life or only eat cold soup?
  • Would you rather have to eat a bug every time you leave the house or wear a clown nose every time you talk to a stranger?
  • Would you rather have your skin constantly covered in goosebumps or constantly feel like you have a spider crawling on you?
  • Would you rather have to smell like a skunk for a week or work as a porta-potty cleaner for a day?
  • Would you rather have to wash your hair with toilet water or brush your teeth with soap?
  • Would you rather have to eat everything upside down or backwards?
  • Would you rather have to wear a bathing suit every day for a year or wear a snowsuit in July?
  • Would you rather have to smell feet for the rest of your life or bad breath?
  • Would you rather have your feet always be wet, or always have sticky hands?
  • Would you rather drink a smoothie made of old gym socks or expired tuna?
  • Would you rather use a public toilet without toilet paper, or a public toilet with unflushed waste?
  • Would you rather have a hairy tongue or a bald head with a single long strand?
  • Would you rather only be able to use a port-a-potty for the rest of your life, or never be able to use a toilet seat again?
  • Would you rather eat a sandwich made entirely of butter or a sandwich made entirely of onions?

Awkward Social Situations

Prepare for maximum discomfort with these socially agonizing scenarios:

  • Would you rather accidentally call your teacher “Mom” in front of the whole class or trip and fall face-first in front of your crush?
  • Would you rather have to sing everything you say for a week or only be able to communicate through interpretive dance?
  • Would you rather accidentally send a text meant for your crush to your mom or accidentally post an embarrassing childhood photo on your boss’s social media?
  • Would you rather have your parents read your diary or have your crush see your internet search history?
  • Would you rather have to wear a neon green jumpsuit to school every day for a month or have to give a speech about your most embarrassing moment?
  • Would you rather accidentally walk into the wrong bathroom or accidentally call someone by the wrong name for an entire conversation?
  • Would you rather have everyone think you’re a terrible dancer or a terrible singer?
  • Would you rather have to wear mismatched socks every day for a year or have to wear a hat that says “I’m with stupid” everywhere you go?
  • Would you rather have to tell a lie every time you open your mouth or only be able to speak in riddles?
  • Would you rather have to introduce yourself to every stranger you meet by doing a silly dance or giving them a high-five?
  • Would you rather have to wear a name tag with the wrong name on it for a year or have to mispronounce your own name every time you say it?
  • Would you rather have to ask everyone for a hug before you can talk to them or have to clap after every sentence you say?
  • Would you rather accidentally spill a drink on your boss or accidentally insult your crush’s family?
  • Would you rather have to wear a sign that says “Ask me anything” or have to wear a sign that says “I’m easily confused”?
  • Would you rather have to tell a joke every time someone asks you a question or have to answer every question with a question?
  • Would you rather have to wear a fake mustache for a week or have to wear a pair of oversized clown shoes for a day?
  • Would you rather have to attend every party dressed as a banana or have to attend every funeral dressed as a clown?
  • Would you rather have to give a public presentation naked or have to fight a bear in your underwear?
  • Would you rather have to sing “Happy Birthday” to every stranger you meet or have to give a compliment to every person you see?
  • Would you rather have to wear a wedding dress to school or a tuxedo to the beach?
  • Would you rather have to give up showering for a month or giving up social media forever?
  • Would you rather have to say everything that comes to your mind or never be able to speak again?
  • Would you rather have to eat bugs every time you talk or only be able to talk with your mouth full?
  • Would you rather fart loudly in a library or burp loudly in a church?
  • Would you rather spend a day with your worst enemy or spend a week with your in-laws?
  • Would you rather ask out your crush, but fail, or never ask them and always wonder?
  • Would you rather have to live in a town with only gossips or a town with only complainers?
  • Would you rather have to wear a t-shirt with a embarrassing photo of you on it, or wear a t-shirt that has a controversial saying?
  • Would you rather have to explain to everyone the most embarrassing moment of your life, or explain the most embarrassing moment of a close friend?
  • Would you rather have to greet everyone you meet with a kiss on the cheek or a deep bow?
  • Would you rather accidentally reveal your crush to your best friend’s crush, or accidentally reveal your best friend’s crush to your crush?
  • Would you rather go to a wedding in sweatpants or a funeral in a bright pink dress?
  • Would you rather have to eat dinner with someone you hate or be forced to sing karaoke in front of your family?
  • Would you rather show up to a party and everyone is naked, or you are naked and everyone is dressed?

Uncomfortable Power Dynamics

These questions explore complex choices about power, responsibility, and ethics:

  • Would you rather have the power to read minds but never be able to turn it off, or the power to fly but only when no one is watching?
  • Would you rather be the smartest person in the world but everyone hates you, or be the dumbest person in the world but everyone loves you?
  • Would you rather be able to predict the future but be unable to change it, or be able to change the past but only your own?
  • Would you rather be the president of a country but have no real power, or be a janitor in a school but secretly control the government?
  • Would you rather have the ability to bring back one person from the dead but someone else dies in their place, or have the ability to erase one memory from your own mind?
  • Would you rather be immortal but watch everyone you love die, or live a normal lifespan but forget everything at the end?
  • Would you rather have the power to stop time but only for yourself, or have the power to make anyone fall in love with you but you can’t control who?
  • Would you rather be able to speak any language but never be able to write, or be able to write any language but never be able to speak?
  • Would you rather be the most talented musician in the world but have no one ever hear your music, or be a mediocre musician but have millions of fans?
  • Would you rather have unlimited money but no friends, or unlimited friends but no money?
  • Would you rather be able to heal any disease but you get the disease, or have a super power but it hurts you to use it?
  • Would you rather save a bus full of strangers or one person you know?
  • Would you rather be incredibly rich but work a job you hate for the rest of your life, or be poor and love your job?
  • Would you rather be able to know when someone is lying or the ability to lie perfectly?
  • Would you rather have access to all the knowledge in the world, but be unable to share it with anyone, or only the knowledge you already have, but be able to teach anyone anything?
  • Would you rather have the power to control the weather or control the stock market?
  • Would you rather live a comfortable lie or an uncomfortable truth?
  • Would you rather be known for being extremely cruel, or be known for being extremely stupid?
  • Would you rather win the lottery with 99%, or get it stolen from you the next day, or never win the lottery?
  • Would you rather be famous for something awful or completely unknown?
  • Would you rather be able to force anyone to tell you the truth, or never be able to lie again?
  • Would you rather be able to go invisible whenever you want, or teleport whenever you want?
  • Would you rather be the most talented person in the world and have everybody hate you, or be the most terrible person in the world and have everyone love you?
  • Would you rather be able to see 10 minutes into your own future or 10 minutes into the future of anyone but yourself?
  • Would you rather be able to know how you are going to die, or when you are going to die?
  • Would you rather find $5 million, but nobody believes you found it, or receive $50,000, with everyone knowing you received it?
  • Would you rather be a genius with no common sense or a moron with impeccable common sense?
  • Would you rather be married to someone famous, or have all your kids become rich and famous?
  • Would you rather have a life where nothing bad ever happened, but nothing really great ever happened either, or live a regular life with all its ups and downs?
  • Would you rather be able to change one thing about your past or know one thing about your future?
  • Would you rather save yourself or 10 strangers?
  • Would you rather have the ability to speak to animals, but no one believes you, or the ability to breathe underwater, but be deathly afraid of the water?
  • Would you rather discover an ancient treasure, or be known for saving the world from disaster?
  • Would you rather be the only person who can use magic or be the ruler of a very poor country?

Existential Nightmares

These delve into unsettling possibilities about the nature of reality and existence:

  • Would you rather discover that you’re living in a simulation or discover that you’re the only real person in the world and everyone else is an AI?
  • Would you rather know the exact date and time of your death or the exact date and time of the end of the world?
  • Would you rather wake up one day and find that everyone you know has been replaced by a perfect copy or wake up one day and find that you’re the only one who remembers the past?
  • Would you rather live forever in a state of perfect happiness but complete ignorance or live a finite life with suffering and knowledge?
  • Would you rather have your consciousness transferred to a computer or have your memories downloaded into someone else’s brain?
  • Would you rather discover that free will is an illusion or discover that time is not linear?
  • Would you rather have irrefutable proof that there is no God or irrefutable proof that there is no afterlife?
  • Would you rather be able to see the true nature of reality but go insane from the knowledge or remain blissfully ignorant and live a normal life?
  • Would you rather know the answer to every question or know the meaning of life?
  • Would you rather live in a world where everyone is identical or a world where everyone is constantly changing shape?
  • Would you rather be proven wrong on everything you believe or have everything you believe questioned by everyone else?
  • Would you rather live a life that has no impact on anyone or make a mistake that ruins the world?
  • Would you rather be able to predict the future perfectly, but unable to alter it, or be able to rewind time by 5 minutes, but only once a day?
  • Would you rather be the cause of your own happiness or the cause of your own sorrow?
  • Would you rather discover that love doesn’t exist or that hate doesn’t exist?
  • Would you rather be forced to relive the same day for the rest of your life or have a year taken off your life for every day you have fun?
  • Would you rather be able to see the future or change the past?
  • Would you rather be completely alone for the rest of your life or have all your friends betray you at once?
  • Would you rather lose your ability to speak for the rest of your life or lose your ability to read for the rest of your life?
  • Would you rather live your entire life without ever failing at anything or live your entire life without ever learning anything new?
  • Would you rather know the truth about everything, even the most painful truths, or live a happy lie?
  • Would you rather be able to stop time whenever you want or go invisible whenever you want?
  • Would you rather have everyone you meet instantly love you or instantly forget you?
  • Would you rather have a perfect memory, but relive your worst memories daily, or have no memory of the past at all?
  • Would you rather have a pet unicorn that everyone thinks is imaginary or a pet dog that everyone thinks is evil?
  • Would you rather be 10 years old forever or 80 years old forever?
  • Would you rather forget who you are, or be unable to recognize the people you love?
  • Would you rather never sleep again or never eat again?
  • Would you rather be completely alone for a day, or surrounded by people for a week?
  • Would you rather be able to speak any language but forget your native language, or never be able to learn any new languages?
  • Would you rather discover alien life is hostile, or discover that we are the only life in the universe?
  • Would you rather be hated for your beliefs, or pitied for your ignorance?
  • Would you rather be reincarnated as your pet or your enemy?
  • Would you rather cease to exist in one year or have your memories erased and be reborn into a random body?

Worst Would You Rather Questions are more than just silly hypotheticals. They challenge us to think critically, explore our values, and engage in lively discussions. While some of these scenarios might be disturbing, the fun lies in grappling with the impossible and discovering what truly matters to us, even when faced with the absurd. So next time you’re looking for a way to spice up a conversation or provoke some serious thought, don’t hesitate to unleash the power of a truly terrible, yet strangely compelling, “Would You Rather” question.