200+ Hardest Would You Rather Questions of All Time

Get here some of the Hardest Would You Rather Questions that you can ask your friends, so build conversations using the Would You Rather questions that we have listed below.

by A Maria

Updated Apr 12, 2023

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200+ Hardest Would You Rather Questions of All Time
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Would You Rather Questions 

A fun and effective way to break the ice and get to know someone is by playing the game "Would You Rather." This game can help fill awkward silences and spark romance on a date, bond with coworkers at the office, and create fun and engaging conversations when out with friends. By using thought-provoking "Would You Rather" questions, you can really delve deeper into people's personalities. It's a great team-building exercise that can be played in person or remotely, as the game only requires choosing between two options, making it an easy and non-burdensome activity.

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Hardest Would You Rather Questions

  • Would you rather save one person you love from a burning building or save 100 strangers from a burning building?
  • Would you rather lose the ability to speak or lose the ability to hear?
  • Would you rather know when you're going to die or how you're going to die?
  • Would you rather live the rest of your life in a virtual reality where all your wishes come true or live the rest of your life in the real world where nothing ever goes wrong?
  • Would you rather have the power to read minds but constantly hear negative thoughts about yourself or be unable to read minds but always wonder what people are really thinking about you?
  • Would you rather have the ability to time travel to the past or to the future?
  • Would you rather be forced to tell your best friend a lie or your worst enemy the truth?
  • Would you rather live in a world without music or a world without movies?
  • Would you rather have your dream job but be paid very little or have a job you hate but be paid a lot of money?
  • Would you rather be stranded on a deserted island with someone you hate or be stranded alone?
  • Would you rather never be able to leave your home country or never be able to return to your home country if you ever leave?
  • Would you rather know everything that will happen in your future or be able to change one event from your past?
  • Would you rather lose your sense of taste or your sense of smell?
  • Would you rather be able to speak every language in the world or be able to play every musical instrument in the world?
  • Would you rather be famous for something you didn't do or never be recognized for something amazing that you did do?
  • Would you rather always be 10 minutes late or always be 20 minutes early?
  • Would you rather always feel like you have to sneeze but never actually sneeze or always have the hiccups but never be able to get rid of them?
  • Would you rather have super strength but be unable to control it or have the ability to turn invisible but be unable to turn back visible on your own?
  • Would you rather be able to fly but only at 5 mph or be able to run at 100 mph but only for 10 seconds at a time?
  • Would you rather have the power to bring people back from the dead or the power to heal any illness or injury?
  • Would you rather be a genius but be unable to communicate with others or be of average intelligence but have great social skills?
  • Would you rather live in a world with no rules or a world with too many rules?
  • Would you rather be able to teleport anywhere in the world but be unable to bring anything with you or be able to fly but only 5 feet off the ground?
  • Would you rather be unable to use your phone for a month or be unable to use your computer for a month?
  • Would you rather be able to time travel only once in your life or be able to teleport anywhere in the world once a year?
  • Would you rather have the ability to shape-shift into any animal but be hunted by humans or have the ability to talk to animals but be unable to communicate with humans?
  • Would you rather be a wizard but have to keep your powers a secret or be a superhero but have to wear a costume everywhere you go?
  • Would you rather be able to breathe underwater but be unable to swim or be able to run on water but be unable to walk on land?
  • Would you rather be forced to only eat one type of food for the rest of your life or be unable to eat your favorite food for the rest of your
  • Would you rather be famous for something terrible or unknown for something great?

Best Would You Rather Questions

  • Would you rather have unlimited money or unlimited love?
  • Would you rather be able to time travel or read minds?
  • Would you rather be the smartest person in the world or the most attractive?
  • Would you rather have a photographic memory or a perfect singing voice?
  • Would you rather live without the internet or without air conditioning/heating?
  • Would you rather have the power of invisibility or the ability to fly?
  • Would you rather be a famous athlete or a famous actor/actress?
  • Would you rather have the power of telekinesis or the power of telepathy?
  • Would you rather be able to see the future or change the past?
  • Would you rather be able to breathe underwater or have the ability to walk on water?
  • Would you rather have super strength or the power of flight?
  • Would you rather live in a world without pizza or without chocolate?
  • Would you rather be able to stop time or turn back time?
  • Would you rather be able to live without sleeping or without eating?
  • Would you rather be stranded on a deserted island alone or with someone you can't stand?
  • Would you rather be able to talk to the dead or communicate with extraterrestrial life?
  • Would you rather live in a world where everyone is kind but boring or where everyone is interesting but mean?
  • Would you rather have a personal assistant or a personal trainer?
  • Would you rather be able to see 10 years into your future or 10 years into someone else's future?
  • Would you rather be able to control fire or water?
  • Would you rather never have to work again or always be doing something you love?
  • Would you rather be able to fly like Superman or have the strength of the Hulk?
  • Would you rather be able to read people's thoughts or control their actions?
  • Would you rather live without music or without books?

Would You Rather Questions for Couples

  • Would you rather go on a fancy dinner date or a picnic in the park?
  • Would you rather spend the day at the beach or go for a hike in the mountains?
  • Would you rather stay in and watch a movie or go out to a concert?
  • Would you rather have a quiet night in or go to a loud party?
  • Would you rather receive a gift or be surprised with a romantic gesture?
  • Would you rather cook dinner together or order takeout?
  • Would you rather travel to a tropical island or explore a new city?
  • Would you rather go on a hot air balloon ride or a helicopter tour?
  • Would you rather receive a handwritten love letter or a bouquet of flowers?
  • Would you rather have a candlelit dinner at home or go to a fancy restaurant?
  • Would you rather learn a new skill together or take a dance class?
  • Would you rather go camping or stay in a luxurious hotel?
  • Would you rather go on a road trip or take a cruise?
  • Would you rather go on a date night once a week or have a date weekend once a month?
  • Would you rather spend a lazy day in bed or go out for brunch?
  • Would you rather spend a day exploring a new city or stay in and play board games?
  • Would you rather cook a meal together or have a surprise dinner prepared for you?
  • Would you rather have a private beach day or a pool party with friends?
  • Would you rather go to a fancy gala or attend a laid-back music festival?
  • Would you rather spend the day at a theme park or a museum?
  • Would you rather go for a romantic walk on the beach or go stargazing?
  • Would you rather have a night out on the town or stay in and have a game night with friends?
  • Would you rather watch a movie in a theater or cuddle up at home to watch a movie?
  • Would you rather have a deep conversation about your hopes and dreams or play a fun game together?
  • Would you rather receive a surprise gift or have a date planned out for you?
  • Would you rather have a cozy night in during a snowstorm or spend the day skiing and snowboarding?
  • Would you rather have a fancy dinner party at home or go out for a night on the town with friends?
  • Would you rather spend the day volunteering together or go on a shopping spree?

Would You Rather Questions for Coworkers (Colleagues)

  • Would you rather have a strict boss or a lenient one?
  • Would you rather work from home or at the office?
  • Would you rather have a quiet office or a noisy one?
  • Would you rather work on a team or work independently?
  • Would you rather have a job with a lot of travel or one that's mostly in the office?
  • Would you rather have a job with flexible hours or a fixed schedule?
  • Would you rather have a high salary with long hours or a lower salary with fewer hours?
  • Would you rather have a job you love with a long commute or a job you don't enjoy with a short commute?
  • Would you rather have a supportive boss or supportive colleagues?
  • Would you rather have a job that's challenging but pays well or an easy job that pays less?
  • Would you rather have a job with a lot of meetings or a job with few meetings?
  • Would you rather have a job with a lot of paperwork or a job that's more hands-on?
  • Would you rather have a job that involves a lot of technology or one that's more traditional?
  • Would you rather work with a team that's highly competitive or highly collaborative?
  • Would you rather have a job that allows for creativity or one that's more structured?
  • Would you rather work in a startup environment or a corporate one?
  • Would you rather work in a casual office or a formal one?
  • Would you rather have a job with a clear career path or one that's less defined?
  • Would you rather work in a field that's constantly changing or one that's more stable?
  • Would you rather work in a large company or a small one?
  • Would you rather work with a boss who micromanages or one who's hands-off?
  • Would you rather have a job with a lot of perks or one that pays more?
  • Would you rather have a job with a lot of pressure or one that's more relaxed?
  • Would you rather have a job that requires you to travel internationally or domestically?
  • Would you rather work in a company with a strict dress code or one that's more casual?
  • Would you rather have a job that's mentally challenging or physically demanding?
  • Would you rather have a job with a clear division of labor or one that requires you to be versatile?
  • Would you rather have a job that's indoors or outdoors?
  • Would you rather work in a company that values work-life balance or one that prioritizes productivity?
  • Would you rather have a job with a lot of autonomy or one that requires constant supervision?

Would You Rather Questions for Kids

  • Would you rather be able to fly or be invisible?
  • Would you rather have a robot that does all your chores or a robot that can take you anywhere in the world?
  • Would you rather be able to breathe underwater or fly through the air?
  • Would you rather be able to time travel or travel to different planets in outer space?
  • Would you rather be the best player on a losing team or the worst player on a winning team?
  • Would you rather have a magical room that can transform into anything you want or a closet that always has your favorite snacks?
  • Would you rather be able to control the weather or talk to ghosts?
  • Would you rather live in a world where it's always summer or always winter?
  • Would you rather be able to run as fast as a cheetah or jump as high as a kangaroo?
  • Would you rather have a huge treehouse or a huge water slide in your backyard?
  • Would you rather have a pet dinosaur or a pet robot?
  • Would you rather be able to breathe fire or freeze things with your touch?
  • Would you rather be able to talk to the dead or see into the future?
  • Would you rather be a famous YouTuber or a famous gamer?
  • Would you rather be able to teleport or be able to clone yourself?
  • Would you rather be able to turn invisible or read people's thoughts?
  • Would you rather be able to talk to plants or animals?
  • Would you rather have a time machine or a flying car?

Easy Would You Rather Questions

  • Would you rather have pizza or a hamburger for dinner?
  • Would you rather go to the beach or the mountains for vacation?
  • Would you rather eat chocolate or vanilla ice cream?
  • Would you rather have a big party or a small gathering with friends?
  • Would you rather spend a day at the zoo or at an amusement park?
  • Would you rather have a superhero power or a magical power?
  • Would you rather have a big house in the city or a small house in the countryside?
  • Would you rather ride a bike or a scooter?
  • Would you rather be a famous singer or a famous actor/actress?
  • Would you rather go camping or stay in a fancy hotel?
  • Would you rather have a sweet snack or a salty snack?
  • Would you rather have a day at the spa or a day at the water park?
  • Would you rather live in a treehouse or a houseboat?
  • Would you rather have a big breakfast or a big dinner?
  • Would you rather be a bird or a fish?
  • Would you rather be a giant or a dwarf?
  • Would you rather have a magic carpet or a flying broomstick?
  • Would you rather be able to breathe underwater or survive in space without a suit?
  • Would you rather be a famous chef or a famous athlete?
  • Would you rather have a movie marathon or a game night?
  • Would you rather have a teleportation power or a time-travel power?
  • Would you rather live in a world with only summer or only winter?
  • Would you rather be able to talk to animals or speak every language in the world?
  • Would you rather have a fancy car or a fancy wardrobe?
  • Would you rather have a room full of toys or a room full of books?
  • Would you rather be able to control the weather or the internet?

Food Would You Rather Questions

  • Would you rather eat sushi or Mexican food?
  • Would you rather have a salad or a burger for lunch?
  • Would you rather eat ice cream or cake for dessert?
  • Would you rather have a breakfast of pancakes or waffles?
  • Would you rather eat a sandwich or a wrap for lunch?
  • Would you rather have a steak or seafood for dinner?
  • Would you rather eat Italian food or Chinese food?
  • Would you rather eat a slice of chocolate cake or a slice of cheesecake?
  • Would you rather eat a vegetarian meal or a meat-based meal?
  • Would you rather have a sweet breakfast or a savory breakfast?
  • Would you rather eat a bowl of cereal or oatmeal for breakfast?
  • Would you rather eat a hot soup or a cold salad for lunch?
  • Would you rather have a smoothie or a milkshake for a snack?
  • Would you rather eat a sandwich or a salad for lunch?
  • Would you rather eat a plate of fries or onion rings as a side dish?
  • Would you rather eat a grilled cheese sandwich or a quesadilla for lunch?
  • Would you rather have a fruit salad or a fruit smoothie for breakfast?
  • Would you rather eat sushi or ramen for dinner?
  • Would you rather eat a taco or a burrito for lunch?
  • Would you rather have a slice of pizza or a burger for dinner?
  • Would you rather eat a slice of watermelon or a slice of pineapple for a snack?
  • Would you rather have a bowl of popcorn or a bag of chips for a movie night snack?
  • Would you rather have a milk chocolate or dark chocolate dessert?
  • Would you rather eat a bagel or a croissant for breakfast?
  • Would you rather have a plate of spaghetti or fettuccine alfredo for dinner?
  • Would you rather have a peanut butter and jelly sandwich or a grilled cheese sandwich for lunch?
  • Would you rather have a fruit smoothie or a protein shake for breakfast?
  • Would you rather have a milkshake or a smoothie for a treat?

Funny Would You Rather Questions

  • Would you rather have to wear a clown suit every day for the rest of your life or wear a tutu every day for the rest of your life?
  • Would you rather have a permanently bad hair day or a permanent bad breath?
  • Would you rather have a pet dinosaur or a pet dragon?
  • Would you rather always speak in rhymes or speak in a fake accent?
  • Would you rather have a third arm or a third leg?
  • Would you rather be able to speak to animals or speak every human language fluently?
  • Would you rather have a tiny elephant as a pet or a giant hamster as a pet?
  • Would you rather have to wear clown shoes or gloves that are too small for your hands every day?
  • Would you rather have a permanent case of the hiccups or have to sneeze every five minutes?
  • Would you rather be a mermaid or a unicorn?
  • Would you rather eat pizza for every meal or never eat pizza again?
  • Would you rather have a clown nose or a red clown wig permanently attached to your head?
  • Would you rather have a pet unicorn or a pet griffin?
  • Would you rather always have to tell the truth or always have to lie?
  • Would you rather be able to read minds or teleport anywhere you want?
  • Would you rather have to wear a onesie every day or a suit and tie every day?
  • Would you rather have a magic carpet or a flying broomstick?
  • Would you rather have a permanent case of the hiccups or a permanent case of the giggles?
  • Would you rather have a talking dog or a talking cat?
  • Would you rather have a giant ant as a pet or a giant snail as a pet?
  • Would you rather be able to talk to plants or talk to inanimate objects?
  • Would you rather have to walk on your hands for a day or wear a helmet for a week?
  • Would you rather have a permanent cold or a permanent headache?
  • Would you rather be able to fly or turn invisible?
  • Would you rather have a pet unicorn that only you can see or a pet dragon that everyone can see?
  • Would you rather have to wear clown shoes or a clown nose every day?
  • Would you rather have a permanent case of the giggles or a permanent case of the hiccups?
  • Would you rather be a superhero or a supervillain?

Gross Would You Rather Questions

  • Would you rather drink a cup of spoiled milk or a cup of sour cream?
  • Would you rather eat a bowl of insects or a bowl of worms?
  • Would you rather eat a sandwich made with expired mayonnaise or moldy bread?
  • Would you rather have to lick the bottom of someone's shoe or a public toilet seat?
  • Would you rather eat a raw egg or a raw chicken breast?
  • Would you rather have a cockroach crawl on your face or a spider crawl in your mouth?
  • Would you rather drink a glass of pickle juice or a glass of vinegar?
  • Would you rather have to eat a whole jar of mayonnaise or a whole jar of peanut butter in one sitting?
  • Would you rather have to smell someone's sweaty socks or someone's armpit?
  • Would you rather eat a handful of hair or a handful of fingernails?
  • Would you rather have to eat a whole onion like an apple or a whole garlic bulb?
  • Would you rather have to drink a cup of blood or a cup of urine
  • Would you rather have to chew on a piece of used gum or a used Band-Aid?
  • Would you rather have to eat a bowl of cat food or dog food?
  • Would you rather have to wear someone else's dirty underwear or use someone else's toothbrush?
  • Would you rather have to lick a stranger's armpit or lick a stranger's foot?
  • Would you rather eat a whole jar of pickles or a whole jar of olives?
  • Would you rather have to eat a whole raw potato or a whole raw onion?
  • Would you rather have to eat a plate of cow brains or a plate of cow tongue?
  • Would you rather have to drink a cup of spoiled orange juice or a cup of spoiled grape juice?
  • Would you rather have to eat a raw squid or a raw octopus?
  • Would you rather have to eat a whole head of cauliflower or a whole head of broccoli?
  • Would you rather have to eat a whole can of Spam or a whole can of Vienna sausages?
  • Would you rather have to eat a handful of dirt or a handful of sand?
  • Would you rather have to drink a cup of melted ice cream or a cup of melted cheese?
  • Would you rather have to eat a whole jar of mustard or a whole jar of ketchup?
  • Would you rather have to lick the inside of a dirty garbage can or the inside of a public restroom stall?
  • Would you rather have to eat a whole jar of anchovies or a whole jar of sardines?
  • Would you rather have to eat a plate of cold liver or a plate of cold kidneys?

Weird Would You Rather Questions

  • Would you rather have a third eye on the back of your head or a third arm coming out of your chest?
  • Would you rather have a pet dragon or be able to transform into a dragon?
  • Would you rather never be able to wear shoes again or always have to wear mittens?
  • Would you rather have a permanent unibrow or no eyebrows at all?
  • Would you rather have to walk on all fours like an animal or only be able to crawl like a baby?
  • Would you rather be able to communicate with animals or speak every human language fluently?
  • Would you rather be able to teleport anywhere in the world or be able to time travel but only into the future?
  • Would you rather have a head twice as large as normal or half as large as normal?
  • Would you rather have the ability to breathe underwater or fly in the sky like a bird?
  • Would you rather have to eat only insects for the rest of your life or never be able to eat any fruits or vegetables?
  • Would you rather have a third leg or a third arm?
  • Would you rather have no sense of taste or smell?
  • Would you rather be able to talk to ghosts or time travel to the past?
  • Would you rather live in a world without gravity or in a world where everything is upside down?
  • Would you rather have to wear a clown costume every day or a tutu every day?
  • Would you rather be able to read people's minds but have no control over it or be able to turn invisible but only for five minutes a day?
  • Would you rather have to wear shoes that are two sizes too small or two sizes too big for the rest of your life?
  • Would you rather have to walk everywhere on your hands or always have to skip instead of walk?
  • Would you rather have a talking pet cat or a talking pet dog?
  • Would you rather have to eat everything with a spoon or everything with a fork?
  • Would you rather have the ability to shape shift into any animal or be able to turn invisible at will?
  • Would you rather have to wear a cape every day or a cowboy hat every day?
  • Would you rather be able to speak every language fluently or be able to play every musical instrument perfectly?
  • Would you rather have a nose that glows like Rudolph's or ears that flap like Dumbo's?
  • Would you rather have a permanent hiccups or always feel like you need to sneeze?
  • Would you rather have to sleep in a coffin or live in a haunted house?
  • Would you rather have the ability to control the weather or be able to teleport only to places you've never been before?
  • Would you rather have a third ear on the back of your head or a tail like an animal?
  • Would you rather have to wear a turtleneck every day or a clown nose every day?
  • Would you rather have to eat every meal with a stranger or eat in complete silence for the rest of your life?

What are the benefits of “Would You Rather Questions”?

The benefits of "Would You Rather" questions are not limited to facilitating meaningful conversation on a wide range of topics. They also promote communication skills by encouraging taking turns to speak and listen. Additionally, these questions cultivate critical thinking by presenting two different yet equally appealing or unappealing options. This prompts people to be flexible with their thought patterns and consider other opinions, leading to new information that can change previously held views. In essence, "Would You Rather" is a party game that presents a simple premise: asking a question that poses a dilemma between two good or two bad options. The game encourages interaction that provides both recreation and entertainment, and players can choose to debate the rationales for each answer or not.



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Hardest Would You Rather Questions - FAQs

1. What is the "Would You Rather" game?

"Would You Rather" is a game where you ask a question that presents a dilemma between two options, either good or bad. The game can be played with friends, coworkers, or on a date.

2. How can playing "Would You Rather" benefit you?

Playing "Would You Rather" can help break the ice, spark romance, and create fun and engaging conversations. It can also promote communication skills, critical thinking, and the habit of considering other opinions.

3. Can "Would You Rather" be played in a team-building exercise?

Yes, "Would You Rather" can be played in a team-building exercise as it only requires choosing between two options, making it an easy and non-burdensome activity. It can be played in person or remotely.

4. How can "Would You Rather" help you get to know someone?

By using thought-provoking "Would You Rather" questions, you can delve deeper into people's personalities, helping you get to know them better. It can also help fill awkward silences and spark romance on a date, or bond with coworkers at the office.

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