68 Funny Awkward Would You Rather Questions

Let's talk about those moments that make you pause, giggle, and maybe even sweat a little. We're diving into the hilarious and sometimes downright cringey world of Funny Awkward Would You Rather Questions. These aren't your average "pizza or tacos" dilemmas; they're designed to put you in delightfully strange situations and see what you'd pick. Get ready for some serious thought-provoking fun!

What Exactly Are Funny Awkward Would You Rather Questions?

Funny Awkward Would You Rather Questions are like super-powered trivia for your brain, but instead of answering a question, you have to pick between two often bizarre or uncomfortable choices. They're the kind of questions that make you say, "Wait, what?" and then immediately start picturing yourself in that weird scenario. They're popular because they're a fantastic icebreaker and a surprisingly good way to learn about people's personalities and sense of humor. Think about it: how someone answers a question about accidentally confessing your deepest secret to a stranger versus having to wear a clown nose for a week can tell you a lot!

They force you to consider the unexpected.
They can reveal hidden quirks and funny preferences.
They are a surefire way to get a group laughing or debating.

People use these questions in all sorts of settings. They're perfect for parties, road trips, or even just a casual hang-out with friends. You can find them online, in games, or even make up your own! The beauty of these questions lies in their ability to create a vivid mental image, making the choice feel real and often hilariously difficult. The importance of these questions comes from their ability to spark conversation, build connections, and generate genuine laughter through shared awkwardness. They’re not about finding the “right” answer, but about exploring the fun and strange possibilities and seeing where your imagination takes you.

Sometimes, the choice is so absurd, it's impossible to take seriously.
Other times, it’s a genuine dilemma that makes you question your life choices.
They often highlight the little things that annoy or delight us in funny ways.

Superpowers Gone Wrong

Would you rather be able to fly but only at the speed of a brisk walk, or be able to teleport but you always arrive naked?
Would you rather have the ability to talk to animals but they all complain about you constantly, or be able to control the weather but only to make it slightly drizzly?
Would you rather have super strength but your hands are permanently sticky, or have super speed but you uncontrollably hiccup every five seconds?
Would you rather be able to read minds but only when people are thinking about embarrassing moments, or be able to turn invisible but you have a loud squeaky shoe sound?
Would you rather have the power to heal others but you get their minor injuries, or have the power to control technology but it only works when you sing opera?
Would you rather be able to breathe underwater but you snort uncontrollably, or be able to run on walls but you leave a trail of glitter?
Would you rather have the ability to shapeshift into any animal but you keep their instincts, or have the ability to control time but you can only rewind by 10 seconds?
Would you rather be able to talk to plants but they only gossip about the gardener, or be able to communicate with robots but they only speak in riddles?
Would you rather have telekinesis but it only works on spoons, or have the ability to predict the future but only for lottery numbers you don't play?
Would you rather be able to become a human-sized version of your pet but you can't talk, or be able to have a conversation with your reflection but it argues with you?
Would you rather have the power to make anyone fall asleep with a touch but you fall asleep too, or have the power to make anyone laugh uncontrollably but you can’t stop laughing either?
Would you rather be able to understand all languages but you only speak in rhymes, or be able to perfectly mimic any sound but you can only mimic embarrassing noises?
Would you rather have the ability to conjure food but it always tastes like lukewarm peas, or have the ability to summon transportation but it's always a unicycle?
Would you rather have x-ray vision but you can only see through cardboard, or have the ability to control electricity but only to charge your phone really slowly?
Would you rather have the power to control dreams but you have to live them out in real life afterwards, or have the power to instantly learn a new skill but you forget it the next day?
Would you rather be able to levitate but you always float an inch off the ground, or be able to summon small objects but they always land on your head?
Would you rather have the ability to charm people but you also smell faintly of old socks, or have the ability to become completely unnoticeable but you have to wear a giant cone of shame?
Would you rather be able to communicate with inanimate objects but they all have very boring opinions, or be able to control your body temperature but you can only make it slightly too warm or slightly too cool?
Would you rather have the power to grant wishes but they always come true in the most inconvenient way, or have the power to see in the dark but you can only see in shades of beige?
Would you rather have the ability to walk through walls but you always get a static shock, or have the ability to jump incredibly high but you always land in a dramatic pose?

Socially Awkward Situations

Would you rather accidentally send a private text message about someone to that same person, or have your most embarrassing childhood photo go viral on social media?
Would you rather have to sing everything you say for a day, or have to dance every time you walk for a day?
Would you rather trip and fall in front of your crush in slow motion, or have your pants rip completely in a crowded elevator?
Would you rather accidentally call your boss "Mom" or "Dad" in a meeting, or have your phone ring with a ridiculously embarrassing ringtone in a silent library?
Would you rather have to wear a full medieval knight's armor to a job interview, or have to attend a formal wedding dressed as a giant banana?
Would you rather sneeze so loudly that it startles everyone in a quiet restaurant, or have to let out a series of uncontrollable giggles during a very serious speech?
Would you rather accidentally confess your secret crush to the entire internet, or have your most embarrassing internet search history displayed on a public screen?
Would you rather have to explain a really bad joke to a group of people who don't get it for an hour, or have to listen to someone explain their terrible joke for an hour?
Would you rather have to wear socks with sandals for the rest of your life, or have to wear Crocs with glitter and novelty charms every day?
Would you rather accidentally fart during a first date and have to own it, or accidentally blurt out a deeply personal secret during a family gathering?
Would you rather have your internal monologue broadcasted to everyone in a room, or have your most awkward dream played on repeat on a big screen?
Would you rather have to perform an interpretive dance about your day to your boss every morning, or have to answer every question with a dramatic monologue?
Would you rather accidentally wear your shirt inside out and backward to an important event, or accidentally have a tiny piece of lettuce stuck in your teeth all day and no one tells you?
Would you rather have to give a five-minute presentation on your favorite type of lint, or have to answer all questions with only animal noises for an entire day?
Would you rather accidentally send a meme with a slightly inappropriate caption to your grandmother, or accidentally reply "lol" to a very serious email from your CEO?
Would you rather have to wear a hat that makes animal noises every time you move, or have to wear shoes that sing show tunes with every step?
Would you rather have to tell everyone you meet your most embarrassing nickname, or have to re-enact your most embarrassing childhood tantrum on demand?
Would you rather accidentally have your social media profile picture changed to something ridiculous by a hacker, or accidentally leave a long, rambling voicemail to your ex?
Would you rather have to eat every meal with your non-dominant hand for a month, or have to wear oven mitts on your hands for a month?
Would you rather accidentally propose to a stranger while drunk, or accidentally tell your parents about your secret hobby that they would definitely disapprove of?

Food Fiascos

Would you rather eat a whole raw onion like an apple, or drink a glass of pickle juice and anchovy paste?
Would you rather have every meal taste faintly of soap, or have every drink taste faintly of dirt?
Would you rather eat only beige food for a year, or only eat food that is unnaturally bright neon colors?
Would you rather have to chew every bite of food 100 times, or have to swallow every bite of food whole?
Would you rather have a permanent craving for broccoli, or have a permanent aversion to chocolate?
Would you rather eat a slice of pizza with mayonnaise and sprinkles, or a hamburger with jellybeans and peanut butter?
Would you rather have every meal be served on a tiny doll-sized plate, or have every meal served in a giant serving bowl meant for a party of 50?
Would you rather have to make your own ketchup from scratch every time you want it, or have to churn your own butter every time you want it?
Would you rather have your taste buds permanently confused, so sweet tastes sour and salty tastes bitter, or have your sense of smell permanently replaced with the smell of burnt toast?
Would you rather have to eat every meal while standing on one leg, or have to eat every meal while balancing a book on your head?
Would you rather have a lifetime supply of plain oatmeal, or a lifetime supply of Brussels sprouts?
Would you rather have to wear a bib made of raw spaghetti to every meal, or have to eat your meals with garden trowels?
Would you rather have every piece of fruit you eat be slightly bruised and mushy, or have every piece of vegetable you eat be oddly spiky?
Would you rather have to drink a glass of warm milk with a raw egg in it every morning, or have to eat a spoonful of cold, plain oatmeal every night?
Would you rather have your favorite food suddenly taste like disappointment, or have your least favorite food suddenly taste like the most amazing thing ever?
Would you rather have to eat your meals in complete darkness, or have to eat your meals while a kazoo band plays loudly?
Would you rather have a permanent allergy to your favorite dessert, or have to eat a tiny, disgusting bite of something every time you see your favorite food?
Would you rather have every sip of water taste like chlorinated pool water, or have every sip of juice taste like medicine?
Would you rather have to cook every meal in a tiny toy kitchen, or have to eat every meal served in a dog bowl?
Would you rather have your meals always be slightly too hot to eat comfortably, or always be slightly too cold to enjoy?

Body Oddities

Would you rather have your nose honk like a clown's every time you laugh, or have your ears wiggle uncontrollably whenever you're nervous?
Would you rather have fingers that are all the same length, or have toes that look like tiny carrots?
Would you rather have to burp a catchy jingle every time you finish a sentence, or have to sneeze in a dramatic operatic fashion?
Would you rather have your hair change color based on your mood, but the colors are always slightly off (e.g., "happy" is a muddy brown), or have your skin change texture to feel like different objects (e.g., sandpaper, slime) at random times?
Would you rather have permanently clammy hands, or have permanently sticky feet?
Would you rather have your voice sound like a chipmunk when you're excited, or have your voice sound like a monster truck engine when you're angry?
Would you rather have feet that are always slightly too big for your shoes, or hands that are always slightly too small for gloves?
Would you rather have to hiccup whenever you're trying to be quiet, or have to yawn loudly whenever you're trying to be serious?
Would you rather have your elbows constantly make squeaking noises, or have your knees click loudly with every step?
Would you rather have a permanent glittery sheen to your skin, or have your fingernails always be slightly too long and sharp?
Would you rather have to talk with a lisp that gets worse the more you talk, or have to whistle involuntarily every time you're trying to whisper?
Would you rather have your belly button stick out like a button, or have your ears stick out like a pair of satellite dishes?
Would you rather have your eyebrows move independently of each other, or have your eyelashes grow incredibly long and tickle your eyes?
Would you rather have to sing a dramatic opera solo every time you stub your toe, or have to perform a frantic tap dance every time you get surprised?
Would you rather have your nose be permanently slightly red, or have your cheeks always have a faint blush?
Would you rather have your kneecaps make a popping sound every time you bend them, or have your elbows feel like they have tiny springs in them?
Would you rather have your tongue always feel like it's coated in fuzz, or have your mouth constantly feel like you just ate a really dry cracker?
Would you rather have to hiccup every time you lie, or have to wink every time you tell the truth?
Would you rather have your ears be slightly too large for your head, or have your chin be slightly too small for your face?
Would you rather have your fingers permanently tingle, or have your toes permanently feel cold?

Daily Life Disasters

Would you rather have to wear a sign that says "I farted" whenever you go out, or have to announce "I'm thinking about something weird" every hour?
Would you rather have your alarm clock only play embarrassing songs from your childhood, or have your phone autocorrect everything you type to "banana"?
Would you rather have to brush your teeth with mustard every morning, or gargle with pickle juice every night?
Would you rather have your commute to work involve riding a unicycle through a crowded market, or have to deliver all your mail by singing show tunes to each house?
Would you rather have your internet connection only work when it's raining, or have your GPS only give directions in riddles?
Would you rather have your car horn replaced with a baby crying sound, or have your doorbell ring with a loud "moo"?
Would you rather have to wear oven mitts as gloves for a month, or have to wear swim fins on your feet for a month?
Would you rather have your favorite TV show be replaced by a documentary about snails, or have your favorite music genre be replaced by polka?
Would you rather have to greet everyone you meet with a dramatic bow, or have to tell everyone you meet a cheesy joke?
Would you rather have your computer only boot up if you sing it a lullaby, or have your printer only print if you tell it a secret?
Would you rather have your shower water be always slightly too cold, or always be slightly too hot?
Would you rather have to wear a cape made of bubble wrap everywhere you go, or have to carry a giant inflatable flamingo with you at all times?
Would you rather have your to-do list automatically add "floss your eyebrows" every day, or have your calendar spontaneously schedule "practice dramatic screams"?
Would you rather have your email notifications sound like a flock of seagulls, or have your text message notifications sound like a kazoo orchestra?
Would you rather have to pay for everything with Monopoly money, or have to trade items like in a game of charades?
Would you rather have your light switches only work if you clap, or have your doors only open if you sing a specific tune?
Would you rather have to wear a helmet that constantly emits a soft buzzing sound, or wear glasses that give you a perpetual rainbow effect?
Would you rather have your morning coffee taste like disappointment, or your evening tea taste like regret?
Would you rather have your entire wardrobe consist of pajamas, or have your entire wardrobe consist of mismatched socks?
Would you rather have to communicate using only interpretive dance for a day, or communicate using only animal sounds for a day?

Animals Gone Wild

Would you rather have a pet parrot that only repeats your most embarrassing secrets, or a pet cat that judges your every life choice out loud?
Would you rather have to walk a herd of very stubborn goats through the city every day, or have to teach a flock of ducks to do synchronized swimming?
Would you rather have a squirrel live in your house that constantly rearranges your furniture, or a raccoon that only steals your left socks?
Would you rather have to wear a dog costume and bark at strangers once a week, or have to meow like a cat every time you enter a room?
Would you rather have your pet goldfish start giving you financial advice, or have your pet hamster start writing dramatic poetry?
Would you rather have every pigeon you see try to give you a high-five, or have every fly you see try to have a philosophical debate?
Would you rather have a pack of wolves follow you everywhere but they are incredibly polite and just want to offer advice, or have a swarm of bees that follow you but they only buzz in major chords?
Would you rather have your dog start wearing tiny hats and sunglasses and demand celebrity treatment, or have your cat start wearing a monocle and critique your fashion sense?
Would you rather have to share your bed with a very large, very loud, and very friendly bear, or have to share your car with a family of very opinionated penguins?
Would you rather have your pet bird sing opera at the top of its lungs every morning, or have your pet snake hiss dramatic Shakespearean insults at you?
Would you rather have to explain the internet to a colony of ants, or have to teach a group of snails how to play poker?
Would you rather have every dog you meet try to lick your entire face off, or have every cat you meet try to trip you?
Would you rather have a pet octopus that insists on doing all your laundry, or a pet chameleon that constantly changes its color to match your outfit, but it’s always the wrong color?
Would you rather have to communicate with your pet by making animal noises, or have your pet communicate with you by writing notes (but the notes are always in crayon)?
Would you rather have a swarm of butterflies constantly follow you, but they only land on your head, or have a family of meerkats pop out of the ground wherever you stand?
Would you rather have your pet rock start singing folk songs at inconvenient times, or have your pet dust bunny start telling you bedtime stories?
Would you rather have to wrestle a friendly but very strong badger for your keys every day, or have to negotiate with a grumpy badger for the best parking spot?
Would you rather have your pet frog develop a taste for fine dining and only eat gourmet flies, or have your pet lizard start giving you fashion advice on its scales?
Would you rather have to wear a bee costume for a day every week, or have to wear a giant rubber chicken suit for a day every month?
Would you rather have a colony of ants build a tiny, elaborate city on your desk, or have a spider spin a web that covers your entire doorway every night?

So there you have it! A whole collection of Funny Awkward Would You Rather Questions to get your brain buzzing and your friends laughing. These questions are more than just a game; they're a fun way to explore the absurdities of life, learn a little about each other, and create some unforgettable, hilarious memories. Now go forth and embrace the awkward!