73 Awkward Would You Rather Questions

Ever find yourself in a conversation that suddenly gets a little, well, weird? That's often where Awkward Would You Rather Questions come into play! These are the kinds of questions that make you pause, squirm a little, and then dive into a hilarious, sometimes baffling, discussion with your friends. They’re designed to be a bit uncomfortable, a bit silly, and a whole lot of fun.

What Are Awkward Would You Rather Questions and Why Are They So Popular?

Awkward Would You Rather Questions are basically prompts that present you with two equally strange, inconvenient, or embarrassing choices. You have to pick one, and there's no easy answer. Think of it like being stuck between a rock and a hard place, but the rock has googly eyes and the hard place is wearing a tutu. They’re popular because they're a fantastic icebreaker and a way to see how your friends' minds work. They can reveal hidden quirks, spark laughter, and sometimes, surprisingly, lead to deep conversations about your values. The importance of these questions lies in their ability to push social boundaries in a fun, low-stakes way.

People love playing these games because:

They're unpredictable and always lead to a laugh.
They challenge your decision-making skills in weird ways.
They help you learn surprising things about the people you're talking to.
They're a great way to pass the time and liven up any gathering.

Here are a few ways Awkward Would You Rather Questions are used:

As a party game: Perfect for breaking the ice at gatherings or sleepovers.
To test friendships: See how well you really know your friends by their choices.
For creative writing prompts: Imagine yourself in these scenarios!
To start a debate: Some of the choices can get pretty heated!

The "Gross Out" Edition

Would you rather have to eat a bowl of live earthworms or drink a glass of pickle juice that's been sitting in the sun all day?
Would you rather have every sneeze sound like a duck quacking or every laugh sound like a pig snorting?
Would you rather have your belly button permanently filled with lukewarm gravy or have your ears constantly drip with olive oil?
Would you rather have to wear socks made of raw bacon or underwear made of sandpaper for a week?
Would you rather have your nose run uncontrollably for an hour every day or have your ears clog up with lint constantly?
Would you rather have to lick every doorknob you touch or have to high-five every stranger you see?
Would you rather have your sweat smell like rotten eggs or your tears smell like stale cheese?
Would you rather have to eat a raw onion like an apple every morning or have to gargle with mustard every night?
Would you rather have your hair grow at an alarming rate (an inch a day) or have your fingernails grow an inch a day?
Would you rather have tiny, invisible spiders crawling on you all the time or have a constant, low buzzing sound in your ears?
Would you rather have to whisper everything you say or have to shout everything you say?
Would you rather have to eat a spoonful of mayonnaise every time you feel hungry or have to drink a shot of hot sauce every time you feel thirsty?
Would you rather have permanently sticky hands or permanently slimy feet?
Would you rather have to sing everything you say or have to rhyme everything you say?
Would you rather have a constant itchy rash on your back or a constant tickle in your throat?
Would you rather have to wear shoes filled with sand or gloves filled with pudding?
Would you rather have your breath smell like garlic twenty-four-seven or have your hands smell like fish?
Would you rather have to chew every piece of food 100 times or have to swallow every piece of food whole?
Would you rather have your body covered in a thin layer of glitter that won't wash off or have your hair permanently dyed bright orange?
Would you rather have to eat a crayon every day or have to drink a bottle of ketchup every day?

The "Embarrassing Public Moments" Edition

Would you rather accidentally send a very embarrassing text to your boss or accidentally call your grandma a curse word?
Would you rather trip and fall spectacularly in front of your crush or loudly burp during a silent moment in a movie?
Would you rather have your embarrassing childhood nickname announced over a loudspeaker at your graduation or have your most awkward social media post go viral?
Would you rather accidentally walk into the wrong restroom or have your pants fall down in a crowded elevator?
Would you rather have to explain your most embarrassing dream to your entire family or have to sing a cheesy love song to a stranger?
Would you rather have your awkward dance moves broadcast on a giant screen at a concert or have your terrible singing voice amplified during a school assembly?
Would you rather accidentally set off a fire alarm while trying to impress someone or accidentally set off a fart machine during a formal dinner?
Would you rather have to wear a sign that says "I'm awkward" for a day or have to publicly apologize for something you didn't do?
Would you rather accidentally spill a drink all over a celebrity or accidentally insult a famous person without realizing it?
Would you rather have to perform an impromptu stand-up comedy routine with no jokes or have to read your embarrassing diary entries aloud?
Would you rather have your private photo album accidentally shared with your entire class or have your awkward dating history revealed to your parents?
Would you rather have to ask for directions using only charades or have to ask for help with a very personal issue in a crowded public place?
Would you rather have your phone ring with an embarrassing ringtone during a job interview or have your social media profile accidentally set to public with all your embarrassing posts?
Would you rather have to admit to a stranger that you got lost in a public place or have to ask a police officer for help with something trivial and embarrassing?
Would you rather have your most embarrassing habit revealed by a friend or have to explain why you're wearing mismatched socks to a formal event?
Would you rather have to run a mile in a ridiculous costume or have to sing a silly song every time you enter a room?
Would you rather accidentally send a meme to your grandparent that they won't understand or accidentally post a silly selfie on your professional networking site?
Would you rather have to confess to a stranger that you’re terrible at small talk or have to interrupt a serious conversation to ask a dumb question?
Would you rather have your most embarrassing childhood photo displayed at your wedding or have your most embarrassing teenage diary entry read at your birthday party?
Would you rather have to ask everyone you meet for their opinion on your outfit or have to tell everyone you meet your deepest fear?

The "Supernatural and Strange Powers" Edition

Would you rather be able to talk to inanimate objects but they constantly complain, or be able to fly but only at a snail's pace?
Would you rather have the power to turn invisible but only when no one is looking, or be able to teleport but always arrive 5 minutes late?
Would you rather be able to read minds but only hear people's most boring thoughts, or be able to control the weather but only be able to create small, annoying drizzles?
Would you rather have super strength but only in your left pinky finger, or be able to breathe underwater but only in a bathtub?
Would you rather be able to speak all languages but only when you're dreaming, or be able to understand animals but they all speak in riddles?
Would you rather have the power to make anything you touch glow in the dark but it's a super dim glow, or have the power to levitate but only an inch off the ground?
Would you rather be able to freeze time but only for 10 seconds at a time, or be able to slow down time for everyone else but you can't move faster?
Would you rather have the power to grant wishes but all wishes come true in the most inconvenient way possible, or have the power to know the future but only know trivial things like what you'll have for dinner next Tuesday?
Would you rather be able to control electricity but it only works for charging your phone, or be able to communicate with plants but they only talk about soil quality?
Would you rather have the power to shapeshift into any animal but you always retain your human nose, or have the power to become a ghost but you can only haunt places you find boring?
Would you rather be able to see through walls but the walls are always painted a blinding neon color, or be able to control fire but only to light small candles?
Would you rather have the power to teleport to any location but you always arrive naked, or have the power to become super strong but only when you're asleep?
Would you rather be able to control water but it only comes out as a lukewarm trickle, or be able to control earth but it's always covered in mud?
Would you rather have the power to turn people into animals but you don't get to choose the animal, or have the power to make people invisible but you can't see them either?
Would you rather be able to talk to ghosts but they're all incredibly boring and just talk about their day, or be able to communicate with aliens but they only speak in ancient Sumerian?
Would you rather have the power to make people laugh uncontrollably but you can't stop them, or have the power to make people cry uncontrollably but you can't stop them?
Would you rather be able to fly but only by flapping your arms really fast, or be able to become incredibly fast but only when you're walking backwards?
Would you rather have the power to make plants grow instantly but they're all weeds, or have the power to control insects but they all have a strong aversion to you?
Would you rather be able to predict the lottery numbers but only for tiny amounts of money, or be able to predict minor inconveniences like a stubbed toe?
Would you rather have the power to talk to computers but they only give you error messages, or have the power to control robots but they only do chores you don't want to do?

The "Odd Daily Habits" Edition

Would you rather have to wear your shoes on the wrong feet every day or have to wear your clothes inside out every day?
Would you rather have to eat all your meals standing on one leg or have to drink all your liquids through a straw that's attached to your forehead?
Would you rather have to greet everyone you meet with a dramatic bow or have to say "ta-da!" every time you accomplish something, no matter how small?
Would you rather have to communicate with your family by only singing opera or have to communicate with your friends by only speaking in pig latin?
Would you rather have to wear mittens indoors all the time or have to wear a helmet whenever you're inside?
Would you rather have to hop everywhere you go or have to skip everywhere you go?
Would you rather have to eat your dessert before your main course every single meal or have to only eat food that is blue?
Would you rather have to iron all your socks before wearing them or have to fold all your clothes into origami shapes?
Would you rather have to sneeze with your eyes open or have to yawn with your mouth closed?
Would you rather have to talk to your plants every day for at least an hour or have to give your furniture a pep talk every morning?
Would you rather have to wear mismatched socks forever or have to wear shoes that are two sizes too big?
Would you rather have to shake hands with everyone you pass on the street or have to give everyone a thumbs up when you see them?
Would you rather have to brush your teeth with hot sauce or have to use toothpaste made of peanut butter?
Would you rather have to tell a terrible joke every time you enter a room or have to sing a song every time you leave a room?
Would you rather have to wear sunglasses indoors all day or have to wear a hat indoors all day?
Would you rather have to whisper your grocery list to the cashier or have to shout your order at a restaurant?
Would you rather have to eat a spoonful of dirt every week or have to drink a glass of unsweetened cranberry juice every day?
Would you rather have to spend one hour a day pretending to be a statue or one hour a day pretending to be a robot?
Would you rather have to wear a fake mustache every day or have to wear a fake beard every day?
Would you rather have to tell yourself a bedtime story every night or have to tell your alarm clock good morning every day?

The "Bizarre Social Situations" Edition

Would you rather have your pet start talking and only insult you, or have your reflection start talking and only give you terrible advice?
Would you rather have to attend a party where everyone is dressed as a historical figure you've never heard of, or a party where everyone communicates through interpretive dance?
Would you rather have your shadow start acting independently and doing embarrassing things, or have your reflection wink at you constantly?
Would you rather have to explain a very complex concept using only hand gestures, or have to ask for help with a simple task by singing a dramatic opera?
Would you rather have to give a heartfelt speech at a stranger's wedding, or have to officiate a wedding between two garden gnomes?
Would you rather have to join a competitive staring contest against a statue, or a competitive yawning contest against a group of babies?
Would you rather have to wear a sign that says "Ask me anything" and actually answer honestly, or wear a sign that says "Do not talk to me" and have people constantly try to talk to you?
Would you rather have to politely ask a group of pigeons to move out of your way, or have to negotiate with a squirrel for your lunch?
Would you rather have to be the designated driver for a group of talking animals, or the chaperone for a school trip to a museum of weird inventions?
Would you rather have to break up with your best friend through a series of interpretive dances, or have to propose to your crush using only emojis?
Would you rather have to apologize to a traffic light for being rude, or have to have a deep philosophical discussion with a vending machine?
Would you rather have to lead a choir of singing potatoes, or conduct an orchestra of squeaky toys?
Would you rather have to give a presentation on the mating habits of dust bunnies, or a lecture on the proper way to stack spoons?
Would you rather have to be the only human in a room full of mannequins that suddenly come to life, or the only mannequin in a room full of humans who can't stop moving?
Would you rather have to convince a group of aliens that your pet rock is a highly intelligent life form, or convince your neighbors that your toaster is sentient?
Would you rather have to spend a day being interviewed by a panel of garden gnomes, or a day being judged by a jury of socks?
Would you rather have to negotiate with a group of very polite squirrels for acorns, or ask a flock of extremely opinionated seagulls for directions?
Would you rather have to attend a tea party hosted by sentient teacups, or a book club led by talking library books?
Would you rather have to teach a class of very bored robots how to express emotions, or teach a class of very enthusiastic puppies how to file taxes?
Would you rather have to explain the internet to a medieval knight, or explain social media to a caveman?

The "Life Altering, Minor Inconveniences" Edition

Would you rather have your phone battery always be at 10% or have your internet connection always be half-speed?
Would you rather never be able to find matching socks again or never be able to find a pen when you need one?
Would you rather have every red light turn green just as you approach it, or have every green light turn red just as you approach it?
Would you rather have your GPS always give you the longest possible route or have your music player only play songs you actively dislike?
Would you rather have your car keys always be misplaced for 5 minutes before you find them, or have your wallet always be slightly empty?
Would you rather have to manually type out every email you receive or have to listen to every text message read aloud?
Would you rather have your shoelaces constantly come untied or have your zipper constantly get stuck?
Would you rather have a permanent, mild headache or a permanent, mild stomachache?
Would you rather have your food always be slightly too cold or slightly too bland?
Would you rather have to manually rewind all your movies or have to manually fast-forward through all your music?
Would you rather have every door you try to open be locked, or have every chair you try to sit on be wobbly?
Would you rather have your alarm clock always go off 15 minutes too early or 15 minutes too late?
Would you rather have to use a dial-up modem speed for all your internet needs or have to use a flip phone with no texting?
Would you rather have your favorite shirt always be slightly stained or have your favorite pair of pants always be slightly ripped?
Would you rather have to write everything down by hand in cursive or have to speak everything into a voice-to-text program that makes frequent errors?
Would you rather have your coffee always be lukewarm or your tea always be too strong?
Would you rather have to wait for the elevator every time, even if the stairs are right there, or have to take the stairs even if the elevator is right there?
Would you rather have your phone autocorrect every word to "banana" or have your phone suggest the wrong word every single time?
Would you rather have every time you scratch an itch, it turns into a much bigger itch, or every time you try to relax, you get an unexpected urge to do something productive?
Would you rather have your favorite TV show be cancelled after the first season or have it continue for 20 seasons and get progressively worse?

So there you have it – a whole bunch of delightfully awkward questions to get your brain buzzing and your friends laughing. Whether you're looking to break the ice, spark a silly debate, or just have some fun, these Awkward Would You Rather Questions are a surefire way to do it. Just be prepared for some truly wild answers!