150+ Toughest/Crazy/Best Would You Rather Questions

Questioning is an effective way to know and learn about each other while in a conversation. Being in a social gathering, it’s very important to know the characteristic of the person you are talking to. Meanwhile, it also triggers the conversation and adds some sort of enjoyment to the gathering. So rather gossiping with unnecessary topics, why not as some tough and good would you rather questions to your mates. We know you are quite skeptical about what kind of questions to ask, so we have combined a list of the best would you rather questions for teens and adults that you might prefer asking.

 

Best would you rather questions (Physical)

This set of interesting Would you Rather questions are targeted towards a person’s physical appearance.

  • Would you rather be really hairy or completely bald?
  • Would you rather be 4’5″ or 7’7″?
  • Would you rather be blind or deaf?
  • Would you rather lose your sex organs forever or gain 200lbs for the rest of your life?
  • Would you rather be tall and fat or short and well built?
  • Would you rather eat healthily or exercise regularly?
  • Would you rather have a head the size of a tennis ball or the size of a watermelon?
  • Would you rather be super strong or super fast?
  • Would you rather lose half your hair or lose half your hearing?
  • Would you rather get explosive diarrhea every time you meet your boss or every time you meet your SO’s parents?
  • Would you rather look weak and actually be strong or look strong and actually be weak?
  • Would you rather have a third eye or a third arm?
  • Would you rather be as wide as you are tall, or as tall as you are wide?
  • Would you rather age from the neck up only or the neck down only?

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Impossible Would you Rather questions

(1) List of the hardest would you rather questions

These are a set of difficult or the hardest questions you can prefer asking when the conversation goes dumb.

  • Would you rather be in constant pain or have a constant itch?
  • Would you rather be blind or not be able to talk for the rest of your life?
  • Would you rather go through life unable to answer any questions or unable to ask any questions?
  • Would you rather have no sense of smell or smell everything near you as though it were right in front of your nose?
  • Would you rather only be able to whisper or only be able to shoot everything?
  • Would you rather save the life of someone that you’re close to or save the lives of 5 random strangers?
  • Would you rather never touch another human again or never touch a computer-powered device again?
  • Would you rather be the first to die among your close friends or be the last one to die?
  • Would you rather have a lousy short term memory or a terrible long term memory?
  • Would you rather have 1 wish granted today or 3 wishes granted 5 years from now?
  • Would you rather be homeless or live without family and friends?
  • Would you rather live one life that lasts 1,000 years or lives 10 lives that last 100 years each?
  • Would you rather use eye drops made of vinegar or toilet paper made from sandpaper?
  • Would you rather be without elbows or be without knees?
  • Would you rather experience a sharp pain in your side each time someone says your name or have a bell sound each time you are aroused?
  • Would you rather have a large 10-inch long belly button that swayed to music or has accordions for legs?
  • Would you rather have to sneeze, but not be able to or have something stuck in your eye for an entire year?
  • Would you rather have a dragon or be a dragon?
  • Would you rather secretly have sex with a goat or have everyone think you have sex with a goat even though you didn’t?
  • Would you rather have hair nowhere on your body or be very hairy all over and not be able to shave?
  • Would you rather never be able to speak again or always have to say everything that is on your mind?
  • Would you rather be able to read or be able to read minds (but be illiterate)?
  • Would you rather be able to speak fluently every language in the world or be the best in the world at something of your choosing?
  • Would you rather be in prison for five years in solitary confinement or not ever go to prison and not ever become rich?
  • Would you rather wear a snowsuit in the desert or be naked in Antarctica?
  • Would you rather change the past or be able to see into the future?

Best & Funny This or That Questions (Either/or questions)

(2) 15 Good would you rather questions for Couples

The following group of questions is targeted towards couples, or towards people who are in a relationship.

  • Would you rather have one sex partner or multiple sex partners?
  • Would you rather swallow or spit?
  • Would you rather be on the bottom or on top?
  • Would you prefer to have someone watching you have sex or watch someone having sex?
  • Would you rather have sex in the morning or at night?
  • Would you rather bring another person in bed with us or cheat on me?
  • Would you rather have sex with the lights off or with the lights on?
  • Would you rather receive oral sex or give it?
  • Would you rather have romantic sex or try out some new kinky sex ideas?
  • Would you rather end a first date with sex or with a passionate kiss?
  • Would you rather be a parent or a child?
  • Would you rather dump someone else or be the person getting dumped?
  • Would you rather be stuck in a house with someone you hate or be stuck in a house alone?
  • Would you rather be a genius in a world of morons or a moron in a world of geniuses?
  • Would you rather be ugly and marry a good looking person or be good looking and marry an ugly person?would_you_rather_questions_for_couples

 

Best would you rather questions

(1) For Girls

  • Would you rather wear a push-up bra all day long, every day or stiletto heels all day long, every day?
  • Would you rather be told to stop being so sensitive every day or be asked if you are PMSing every day?
  • Would you rather get a rash from a poor bikini wax job or have an entire eyebrow accidentally waxed off?
  • Would you rather go through a whole day with a very visible panty line or with lipstick on your teeth?
  • Would you rather have your gynecologist use a speculum that is too large or a speculum that is cold?
  • Would you rather go through a whole day with your bra’s underwire poking you or have a very bad hair day?
  • Would you rather be able to choose your bridesmaid dress or never have to be a bridesmaid again?
  • Would you never have painful cramps again or never have to shave again?
  • Would you rather be treated like a human being or be catcalled?
  • Would you rather get your period on a date or at the beach?

(2) For Techies

  • Would you rather email an embarrassing email to your entire company or eat an entire stick of butter?
  • Would you rather never laugh again or never use your smartphone again?
  • Would you rather lose $1000 or lose all of your phone contacts?
  • Would you rather be stung by a jellyfish, or give up Facebook for a week?
  • Would you rather eat the same meal for the rest of your life or never use Instagram again?
  • Would you rather give up alcohol for a year or give up your smartphone for a month?
  • Would you rather never have coffee again or live without TV forever?
  • Would you rather feel like you were hung over for a week or not use email for a week?
  • Would you rather win a trip to Hawaii or win a free laptop?
  • Would you rather give up shopping for six months or give up emoji for six months?

200 good truth or dare questions for children, friends, couples, family

(3) For Kids

  • Would you rather have cookies or have French fries?
  • Would you rather be good at sports or get good grades?
  • Would you rather help clean up after dinner or help set the table before dinner?
  • Would you rather get up early or stay up late?
  • Would you rather be super fast or super strong?
  • Would you rather be invisible or have the ability to fly?
  • Would you rather be the smartest kid in school or the most popular kid in school?
  • Would you rather eat your boogers or lick your shoe?
  • Would you rather have bad breath or smelly feet?
  • Would you rather be a police officer or be a firefighter?

(4) Dirty would you rather questions for adult

These are the dirty and naughty set of questions, preferably from people who are in an extreme and intimate relationship.

  • Would you rather have sex with your cousin in secret or not have sex with your cousin but everyone would think you did?
  • Would you rather have the best house in a shitty neighborhood or the worst house in a fancy neighborhood?
  • Would you rather have no penis or five penises?
  • Would you rather die to save 10,000 strangers from death, knowing no one would ever know it was you or live knowing everyone would know you decided not to save 10,000 people’s lives?
  • Would you rather peel all your nails out of your fingers or pull all the teeth out of your mouth?
  • Would you rather freeze to death or burn to death?
  • Would you rather have no arms or no legs?
  • Would you rather crap your pants in public once a year for the rest of your life or crap yourself in private every day for the rest of your life?
  • Would you rather be a virgin forever or have sex with your brother/sister one time?
  • Would you rather have knives for fingers or penises for fingers?
  • Would you rather live forever or die in the next five minutes?

 

100 Would you rather questions for teenagers, guys, girls, boyfriend, or girlfriend

These weird and crazy random set of questions can be asked in general. 200 good truth or dare questions for children, friends, couples, family

  • Would you rather go into the past and meet your ancestors or go into the future and meet your great-great grandchildren?
  • Would you rather have more time or more money?
  • Would you rather have a rewind button or a pause button on your life?
  • Would you rather be able to talk with the animals or speak all foreign languages?
  • Would you rather win the lottery or live twice as long?
  • Would you feel worse if no one showed up to your wedding or to your funeral?
  • Would you rather be without the internet for a week, or without your phone?
  • Would you rather meet George Washington or the current President?
  • Would you rather lose your vision or your hearing?
  • Would you rather work more hours per day, but fewer days or work fewer hours per day, but more days?
  • Would you rather listen to music from the 70’s or music from today?
  • Would you rather become someone else or just stay you?
  • Would you rather be Batman or Spiderman?
  • Would you rather be stuck on a broken ski lift or in a broken elevator?
  • For your birthday, would you rather receive cash or gifts?
  • Would you rather go to a movie or to dinner alone?
  • Would you rather always say everything on your mind or never speak again?
  • Would you rather make a phone call or send a text?
  • Would you rather read an awesome book or watch a really good movie?
  • Would you rather be the most popular person at work or school or the smartest?
  • Would you rather put a stop to war or end world hunger?
  • Would you rather spend the night in a luxury hotel room or camping surrounded by beautiful scenery?
  • Would you rather explore space or the ocean?
  • Would you rather go deep sea diving or bungee jumping?
  • Would you rather be a kid your whole life or an adult your whole life?
  • Would you rather go on a cruise with friends or with your spouse?
  • Would you rather lose your keys or your cell phone?
  • Would you rather eat a meal of cow tongue or octopus?
  • Would you rather have x-ray vision or magnified hearing?
  • Would you rather work in a group or work alone?
  • Would you rather be stuck on an island alone or with someone who talks incessantly?
  • Would you rather be too hot or too cold?
  • When you’re old, would you rather die before or after your spouse?
  • Would you rather have a cook or a maid?
  • Would you rather be the youngest or the oldest sibling?
  • Would you rather get rich through hard work or through winning the lottery?
  • Would you rather have a 10-hour dinner with a headstrong politician from an opposing party, or attend a 10-hour concert for a music group you detest?
  • Would you rather be an Olympic gold medalist or a Nobel Peace Prize winner?
  • Would you rather have a desk job or an outdoor job?
  • Would you rather live at the top of a tall NYC apartment building or at the top of a mountain?
  • Would you rather have Rambo or The Terminator on your side?
  • Would you rather be proposed to in private or in front of family and friends?
  • Would you rather have to sew all your clothes or grow your own food?
  • Would you rather hear the good news or the bad news first?
  • Would you rather be your own boss or work for someone else?
  • Would you rather have nosy neighbors or noisy neighbors?
  • Would you rather be in a survival reality show or dating game show?
  • Would you rather be too busy or be bored?
  • Would you rather watch the big game at home or live at the stadium?
  • Would you rather spend the day with your favorite athlete or your favorite movie star?
  • Would you rather live where it is constantly winter or where it is constantly summer?
  • Would you rather travel the US and see the sights in a motorhome or by plane?
  • Would you rather be a little late or way too early?
  • Would you rather have an unlimited gift certificate to a restaurant or a clothing store?
  • Would you rather date someone you met online or go on a blind date?
  • Would you rather your kids wear a uniform to school or clothing of their choice?
  • Would you rather have many good friends or one very best friend?
  • Would you rather live in Antarctica or the Sahara Desert?
  • Would you rather be able to take back anything you say or hear every conversation around you?
  • Would you rather be 4’5” or 7’7”?
  • Would you rather be poor and work at a job you love, or rich and work at a job you hate?
  • Would you rather have your flight delayed by 8 hours or lose your luggage?
  • Would you rather be in your pajamas or a suit all day?
  • Would you rather have your first child when you are 18 or 40?
  • Would you rather be the star player on a losing basketball team or ride the bench on a winning one?
  • Would you rather spend the next year exempt from all taxes or have a one-month paid vacation?
  • Would you rather have the best house in a bad neighborhood or the worst house in a good neighborhood?
  • Would you rather be filthy rich and lived 400 years ago or be poor but live today?
  • Would you rather be gossiped about or never talked about at all?
  • Would you rather end hunger or hatred?
  • Would you rather be an unknown major league baseball player or a famous badminton star?
  • Would you rather go without TV or junk food the rest of your life?
  • Would you rather spend the day at an amusement park or lazing on the beach?
  • Would you rather be fluent in all languages or be a master of every musical instrument?
  • Would you rather sing a song in front of complete strangers or your closest friends?
  • Would you rather own your own boat or your own plane?
  • Would you rather meet the president of the United States or a movie star?
  • Would you rather spend two weeks stuck in a psychiatric hospital or stuck in an airport?
  • If you had to give up one thing for the rest of your life, would it be brushing your hair or brushing your teeth?
  • Would you rather spend 20 years in prison and be exonerated as innocent or be put away for four years (despite your innocence) and be considered guilty forever?
  • Would you rather own a house or rent a residence?
  • Would you rather be known as a one-hit wonder for a novel or a song?
  • Would you rather take an action-packed European vacation or spend two weeks at the same Caribbean resort?
  • Would you rather be a character in an action-packed thriller or a romantic comedy?
  • Would you rather be stuck on a train or a bus?
  • Would you rather be a part of an arranged marriage or spend your life as a single person?
  • Would you rather babysit a crying infant for a day or have an unwanted houseguest for a week?
  • Would you rather be locked in an amusement park or a library?
  • Would you rather sing like an opera star or cook like a gourmet chef?
  • Would you rather have your debt forgiven or have guaranteed good health for a decade?
  • Would you rather live the rest of your life as a monk or followed continuously by paparazzi?
  • Would you rather be given a lifetime supply of delicious food or books?
  • Would you rather be able to breathe underwater or fly through the air?
  • Would you rather be known for your intelligence or your good looks?
  • Would you rather eat pizza or ice cream as the only food for eternity?
  • Would you rather mentally or physically never age?
  • Would you rather change your eye color or your hair color?
  • Would you rather have the details of your financial life or your love life be made public?
  • Would you rather spend a year as a cop or a teacher in an inner-city neighborhood?
  • Would you rather have a family of 12 children or never be able to have children at all?

We hope now you can enjoy your conversation and get some insights about the people you talk to!

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