73 Awkward Would You Rather Questions
73 Awkward Would You Rather Questions

Let's dive into the wonderfully weird world of Awkward Would You Rather Questions! These aren't your average "would you rather have a million dollars or be able to fly" kind of questions. Oh no, these are the ones that make you pause, squint, and maybe even blush a little. They’re designed to be just uncomfortable enough to be hilarious, forcing you to pick between two not-so-great, but incredibly interesting, options. Awkward Would You Rather Questions are a fantastic way to break the ice, test friendships, and discover what truly bizarre scenarios tickle your funny bone.

The Deliciously Uncomfortable Truth About Awkward Would You Rather Questions

So, what exactly are these peculiar puzzles? Awkward Would You Rather Questions are scenarios that present two choices, neither of which is ideal. Think of them as a social experiment disguised as a game. They're popular because they tap into our human fascination with the absurd and the uncomfortable. We love seeing how others react when faced with a ridiculous dilemma, and it’s a great way to spark conversations that you wouldn’t normally have. The importance of these questions lies in their ability to reveal a person's humor, their boundaries, and even their underlying values in a lighthearted way.

These questions are used in all sorts of situations. You'll find them at parties, sleepovers, road trips, and even as icebreakers in some classes or team-building activities. They're a fantastic way to get to know people better because they often force you to think outside the box and consider your reactions to unusual situations. Here’s a little breakdown of why they work so well:

  • They're memorable: You’re not likely to forget someone’s answer to "Would you rather have to sing everything you say or only be able to whisper?"
  • They're conversation starters: They naturally lead to follow-up questions and discussions.
  • They're funny: The sheer ridiculousness of the scenarios is often the source of a good laugh.

The beauty of Awkward Would You Rather Questions is that they’re not about finding the "right" answer. It's all about the thought process and the shared experience of pondering the impossible. They challenge us to make a choice, even when both options feel a bit… off. Think of them as mental gymnastics for your sense of humor and your ability to handle the unexpected.

Body-Related Awkwardness

  1. Would you rather have to sneeze every time you hear your own name called or hiccup every time you laugh?
  2. Would you rather have a permanent unibrow that you can't pluck or have to wear socks on your hands all the time?
  3. Would you rather have to sweat mayonnaise or cry glitter?
  4. Would you rather have your toenails grow an inch every day or your fingernails grow a foot every day?
  5. Would you rather have to eat a spoonful of dirt once a day or drink a glass of your own earwax once a week?
  6. Would you rather have your body smell faintly of old gym socks or have your breath always smell like rotten eggs?
  7. Would you rather have to constantly itch your nose or constantly blink excessively?
  8. Would you rather have to wear a diaper for the rest of your life or have to wear a full medieval suit of armor for the rest of your life?
  9. Would you rather have uncontrollable flatulence every time you're nervous or uncontrollable burping every time you're happy?
  10. Would you rather have your hair permanently stick up like you've been electrocuted or have your eyelashes grow so long they get in your eyes?
  11. Would you rather have to lick strangers' hands or have to smell strangers' armpits?
  12. Would you rather have your ears waggle like a dog's when you're excited or have your nose twitch like a rabbit's when you're scared?
  13. Would you rather have to wear shoes on your hands and gloves on your feet or have to wear a hat on your feet and socks on your head?
  14. Would you rather have to loudly sing opera every time you have to go to the bathroom or have to yodel every time you answer the phone?
  15. Would you rather have to give everyone a very firm handshake that lasts for five minutes or have to make direct eye contact with everyone you speak to for the entire conversation?
  16. Would you rather have your taste buds only be able to taste the color yellow or have your sense of smell only be able to detect the scent of burnt toast?
  17. Would you rather have to wear clown shoes everywhere you go or have to wear a tiny crown on your head at all times?
  18. Would you rather have your knees bend backward or your elbows bend forward?
  19. Would you rather have to shout every question you ask or whisper every answer you give?
  20. Would you rather have your hands feel permanently sticky or your feet feel permanently damp?

Socially Awkward Situations

  1. Would you rather accidentally send a revealing text message to your boss or accidentally call your parents by the wrong names in front of your friends?
  2. Would you rather trip and fall in front of your crush or have your most embarrassing song play loudly from your phone in a quiet library?
  3. Would you rather have to wear a t-shirt with a really embarrassing childhood photo of yourself to a job interview or have to wear a sign that says "I'm awkward" around your neck for a week?
  4. Would you rather accidentally insult someone you just met with a terrible joke or accidentally reveal a secret about yourself that you meant to keep private?
  5. Would you rather have to give a terrible, unprepared speech at a wedding or have to sing karaoke in front of a crowd when you can't sing at all?
  6. Would you rather forget someone's name immediately after they introduce themselves for the tenth time or forget why you walked into a room every time you enter it?
  7. Would you rather have to go to a party where you know absolutely no one or have to attend a family reunion where you don't recognize anyone?
  8. Would you rather have your phone autocorrect everything you say to something embarrassing or have your GPS announce your every move in a robotic voice?
  9. Would you rather accidentally send a screenshot of a private conversation to the person you were talking about or accidentally like a photo from ten years ago on someone's social media?
  10. Would you rather have to ask a stranger for help with a very personal and embarrassing problem or have to admit to a stranger that you got lost in a very familiar place?
  11. Would you rather have to wear a sign that says "Please don't talk to me" or have to wear a sign that says "I talk too much"?
  12. Would you rather accidentally wear your clothes inside out to an important event or accidentally wear mismatched shoes to a formal gathering?
  13. Would you rather have to introduce yourself to everyone you meet with a silly handshake or have to say a ridiculous catchphrase every time you leave a conversation?
  14. Would you rather have your boss overhear you complaining about work or have your parents overhear you gossiping about them?
  15. Would you rather have to ask for directions from someone who clearly doesn't know the way or have to ask for help from someone you've previously offended?
  16. Would you rather have your social media feed filled with cringe-worthy old posts of yourself or have your phone constantly buzz with notifications from an app you despise?
  17. Would you rather have to pretend to be a famous celebrity's assistant for an hour or have to pretend to be an alien who just landed on Earth for an hour?
  18. Would you rather have to go grocery shopping with no money and try to convince the cashier to let you leave with your items or have to go to a fancy restaurant and try to pay with Monopoly money?
  19. Would you rather have to admit that you don't understand a very simple concept in front of everyone or have to ask for clarification on something that everyone else seems to grasp instantly?
  20. Would you rather have to ask a group of strangers to help you find a lost contact lens or ask a group of strangers to help you remember the punchline to a joke you just told?

Food-Related Fiascos

  1. Would you rather eat a burger made of earthworms or a pizza topped with live ants?
  2. Would you rather have to drink a glass of lukewarm pickle juice every morning or eat a handful of raw spaghetti every night?
  3. Would you rather have to eat a bowl of mashed potatoes with ketchup and mustard mixed in or a plate of plain, raw onions?
  4. Would you rather have your favorite dessert taste like broccoli or have your least favorite vegetable taste like chocolate?
  5. Would you rather have to eat a whole raw onion like an apple or drink a can of lukewarm soda in one gulp?
  6. Would you rather have your coffee taste like dish soap or your water taste like bleach?
  7. Would you rather have to eat every meal with chopsticks that are impossibly long or eat every meal with a spoon that is impossibly tiny?
  8. Would you rather have to eat a sandwich filled with mayonnaise and sardines or a bowl of cereal with milk and black pepper?
  9. Would you rather have your steak taste like bubblegum or your ice cream taste like garlic?
  10. Would you rather have to eat a spider like a piece of candy or a worm like a piece of fruit?
  11. Would you rather have to make every meal you eat a different flavor of Jell-O or a different flavor of pudding?
  12. Would you rather have to eat a whole lemon like an orange or a whole lime like an apple?
  13. Would you rather have your bread taste like dirt or your cheese taste like plastic?
  14. Would you rather have to eat a meal where all the food is the same color or a meal where all the food has the same texture?
  15. Would you rather have to drink a smoothie made of raw eggs and hot sauce or a milkshake made of anchovies and syrup?
  16. Would you rather have your pizza topped with gummy bears or your ice cream sundae topped with broccoli florets?
  17. Would you rather have to eat all your meals standing on one foot or sitting on the floor?
  18. Would you rather have your bread always be stale or your fruit always be bruised?
  19. Would you rather have to eat a soup made of all the leftover crumbs from your kitchen or a salad made of wilted lettuce and a single, sad cherry tomato?
  20. Would you rather have to eat a candy bar that's been left in the sun for a week or a can of soda that's been shaken for an hour?

Animal Encounters

  1. Would you rather have a pet squirrel that constantly steals your food or a pet pigeon that constantly poops on your head?
  2. Would you rather have to be chased by a flock of angry geese every time you go outside or have to be serenaded by a chorus of barking dogs every time you try to sleep?
  3. Would you rather have a pet spider the size of a dinner plate that follows you everywhere or a pet snake the size of a garden hose that sleeps in your bed?
  4. Would you rather have to swim in a pool full of rubber ducks or have to walk through a field of plastic flamingos?
  5. Would you rather have a pet octopus that tries to wear your clothes or a pet monkey that tries to steal your phone?
  6. Would you rather have to communicate only with animal noises or have to communicate only through interpretive dance?
  7. Would you rather have a pet tarantula that sheds its skin on your furniture or a pet hamster that gnaws through all your wires?
  8. Would you rather have to wear a costume of your least favorite animal for a week or have to pretend to be your favorite animal for a week?
  9. Would you rather have a pet parrot that repeats everything you say, but in a really annoying voice, or a pet cat that brings you dead mice every morning?
  10. Would you rather have to live in a house with one hundred ants or one hundred cockroaches?
  11. Would you rather have to give a piggyback ride to an elephant or wrestle a bear (pretend, of course!)?
  12. Would you rather have a pet goldfish that talks back to you in a rude tone or a pet goldfish that sings off-key constantly?
  13. Would you rather have to wear a suit made of animal fur (ethically sourced, of course) or a hat made of animal tails?
  14. Would you rather have to befriend a grumpy badger or a mischievous raccoon?
  15. Would you rather have a pet dog that barks at absolutely everything or a pet dog that only barks once a year on your birthday?
  16. Would you rather have to be stuck in an elevator with a screaming goat or a skunk that's just had its tail stepped on?
  17. Would you rather have a pet hamster that runs on a wheel all night and keeps you awake or a pet hamster that meticulously organizes your socks and underwear?
  18. Would you rather have to sing a lullaby to a lion or tell a bedtime story to a shark?
  19. Would you rather have a pet hamster that wears tiny hats or a pet hamster that gives you tiny massages?
  20. Would you rather have to constantly fight off mosquitos or have to constantly fight off flies?

Magical Mishaps

  1. Would you rather have the power to fly, but only at the speed of a snail, or the power to be invisible, but only when no one is looking?
  2. Would you rather have the ability to talk to animals, but they all complain about you, or the ability to control the weather, but it always rains on your birthday?
  3. Would you rather have the power to read minds, but you can only read people's most embarrassing thoughts, or the power to teleport, but you always arrive slightly disoriented and naked?
  4. Would you rather have the ability to turn invisible, but you constantly trip and fall, or the ability to control fire, but it always burns your own fingers?
  5. Would you rather have the power to freeze time, but you can only do it for five seconds at a time, or the power to move objects with your mind, but they always move in the opposite direction you intend?
  6. Would you rather have the ability to breathe underwater, but you get seasick, or the ability to fly, but you have to flap your arms like a bird?
  7. Would you rather have the power to heal any injury, but you have to experience the pain yourself first, or the power to grant wishes, but they always have a terrible twist?
  8. Would you rather have the ability to become a superhero, but your superpower is to make people slightly itchy, or the ability to be a supervillain, but your only crime is stealing all the left socks?
  9. Would you rather have the power to turn into any animal, but you can only turn into a creature that lives in your closet, or the power to speak any language, but you can only speak it in a squeaky voice?
  10. Would you rather have the ability to control dreams, but you can only control nightmares, or the ability to control emotions, but you can only make people mildly annoyed?
  11. Would you rather have the power to make plants grow instantly, but they always grow into very strange shapes, or the power to make music play automatically, but it's always music you dislike?
  12. Would you rather have the ability to become a ghost, but you can only haunt your own house, or the ability to travel through time, but you can only go back to the exact moment you regret something?
  13. Would you rather have the power to talk to inanimate objects, but they are all very boring, or the power to have super strength, but you can only use it to open jars?
  14. Would you rather have the ability to shapeshift, but you can only shapeshift into a specific type of cheese, or the ability to become a master chef, but you can only cook with ingredients you find in your pocket?
  15. Would you rather have the power to predict the future, but you can only predict really mundane things like when your toast will pop, or the power to understand all languages, but you can only understand them when they are sung?
  16. Would you rather have the ability to levitate, but you can only do it when you're singing loudly, or the ability to become invisible, but you leave a trail of glitter behind you?
  17. Would you rather have the power to control shadows, but they always end up looking like embarrassing cartoons, or the power to control reflections, but they always show you with a silly hat on?
  18. Would you rather have the ability to communicate with computers, but they all speak in riddles, or the ability to control technology, but it only works when you're wearing mismatched socks?
  19. Would you rather have the power to create illusions, but they are always slightly off and look fake, or the power to have super speed, but you always trip at the finish line?
  20. Would you rather have the ability to summon any object, but it's always slightly damaged, or the ability to have telekinesis, but you can only move things that are already falling?

Unusual Abilities & Limitations

  1. Would you rather have the ability to sweat glitter or cry snot that smells like roses?
  2. Would you rather have to talk like a pirate for the rest of your life or have to sing everything you say?
  3. Would you rather have your hands always feel like they are covered in sticky syrup or your feet always feel like they are covered in itchy sand?
  4. Would you rather have to wear shoes on your hands and gloves on your feet for the rest of your life or have to wear a diaper for the rest of your life?
  5. Would you rather have your nose honk like a clown's every time you get excited or have your ears flap like a dog's when you're sad?
  6. Would you rather have to eat a raw onion like an apple every day or drink a glass of pickle juice every night?
  7. Would you rather have your toenails grow an inch every day or your fingernails grow a foot every day?
  8. Would you rather have your hair change color based on your mood, and your mood is always changing wildly, or have your voice crack every time you try to speak seriously?
  9. Would you rather have to sneeze uncontrollably every time you hear a specific word or hiccup uncontrollably every time you see a specific color?
  10. Would you rather have to wear a t-shirt with a picture of your own embarrassing childhood photo on it every day or have to wear a sign that says "I'm awkward" around your neck for a month?
  11. Would you rather have your feet smell perpetually like cheese or your armpits smell perpetually like burnt toast?
  12. Would you rather have to sing everything you do, from brushing your teeth to going to the bathroom, or have to dance everywhere you go?
  13. Would you rather have your eyebrows grow so long they touch your chin or have your eyelashes grow so long they cover your eyes?
  14. Would you rather have to communicate only through charades or only through interpretive dance?
  15. Would you rather have your skin turn blue every time you lie or turn green every time you get angry?
  16. Would you rather have to eat every meal with a tiny fork and knife that are the size of your pinky finger or eat every meal with a single, giant chopstick?
  17. Would you rather have your farts sound like a symphony orchestra or your burps sound like a foghorn?
  18. Would you rather have to wear a full medieval suit of armor to school or wear a tutu and ballet shoes to a job interview?
  19. Would you rather have your taste buds only be able to taste the color red or have your sense of smell only be able to detect the scent of old socks?
  20. Would you rather have to speak in a high-pitched squeaky voice forever or have to speak in a deep, gravelly voice forever?

So there you have it – a collection of Awkward Would You Rather Questions that are sure to get some laughs, some groans, and some serious head-scratching. The next time you find yourself in a lull, pull out a few of these and watch the fun unfold. Remember, it's all in good fun, and the most awkward the question, the more memorable the experience is likely to be!

Related Articles: