If there’s a way of getting to know your colleagues that’s more fun than would you rather questions, we haven’t found it yet. So, we’ve compiled a comprehensive list of questions you can use to break the ice with your team.
Updated: January 7, 2026
When it comes to getting your colleagues better, there are few ways more efficient (or hilarious) than with would you rather questions.
If you’re unfamiliar with these questions, the premise is pretty straightforward: you ask somebody a question with an either-or outcome, and they have to decide which they’d prefer.
But here’s where it gets good: would you rather questions offer virtually endless possibilities, from thought-provoking and insightful to downright ridiculous.
And we’ve compiled a list of 230 would you rather questions for work groups that cover the entire spectrum.
Table of Contents
- 25 Entertainment Themed Would You Rather Questions
- 75 Weird and Wacky Would You Rather Questions
- 17 Travel Themed Would You Rather Questions
- 44 Personal Would You Rather Questions
- 20 Would You Rather Questions About Superpowers
- 49 Worst Case Scenario Would You Rather Questions
25 Entertainment Themed Would You Rather Questions
- Would you rather work for Michael Scott or Mr. Burns?
- Would you rather watch a TV show or watch YouTube?
- Would you rather be on a survival reality show or dating show?
- Would you rather go to the movie theaters or watch a movie from home?
- Would you rather Danny DeVito or Danny Trejo play you in a movie?
- Would you rather watch nothing but Hallmark Christmas movies or nothing but horror movies?
- Would you rather go backstage with your favorite band or be an extra on your favorite TV show?
- Would you rather sip gin with Ryan Reynolds or shoot tequila with Dwayne “The Rock” Johnson?
- Would you rather watch nothing but The Office or Friends for the rest of your life?
- Would you rather have dinner with Oprah or be a guest on Hot Ones?
- Would you rather only be able to watch movies that came out before 1990 or only watch movies released in the last year?
- Would you rather have a walk-on role in a Star Wars film or voice a character in a Pixar movie?
- Would you rather attend Coachella or Burning Man?
- Would you rather binge-watch a 10-season series in one weekend or never be able to binge-watch anything again?
- Would you rather have Taylor Swift write a song about you or have a Marvel character based on your life?
- Would you rather live in a world where all music is country or all music is death metal?
- Would you rather be able to attend any concert in history or any sporting event in history?
- Would you rather have a podcast with a million listeners or a YouTube channel with a million subscribers?
- Would you rather be in a commercial that airs during the Super Bowl or have a song you wrote go platinum?
- Would you rather win a Grammy or win a Tony?
- Would you rather have coffee with Keanu Reeves or brunch with Zendaya?
- Would you rather only watch romantic comedies or only watch action movies for the rest of your life?
- Would you rather be a contestant on Survivor or The Amazing Race?
- Would you rather have front row seats to every Broadway show or backstage passes to every music festival?
- Would you rather star in a viral TikTok or have your tweet go viral on Twitter/X?
75 Weird and Wacky Would You Rather Questions
- Would you rather get your paycheck given to you in pennies or never be able to use cash again?
- Would you rather spend the weekend with pirates or ninjas?
- Would you rather smell with your hands or talk with your feet?
- Would you rather be forced to sing along or dance to every single song you hear?
- Would you rather swim in a pool full of Nutella or a pool full of maple syrup?
- Would you rather buy 10 things you don’t need every time you go shopping or always forget the one thing that you need when you go to the store?
- Would you rather never be able to go out during the day or never be able to go out at night?
- Would you rather always have B.O. and not know it or always smell B.O. on everyone else?
- Would you rather spend a week in the forest or a night in a real haunted house?
- Would you rather be 11 feet tall or nine inches tall?
- Would you rather have to wear every shirt inside out or every pair of pants backward?
- Would you rather be always stuck in traffic but find a perfect parking spot or never hit traffic but always take forever to park?
- Would you rather cuddle a koala or pal around with a panda?
- Would you rather be royalty 1,000 years ago or an average person today?
- Would you rather have to wear sweatpants everywhere for the rest of your life or never wear sweatpants again?
- Would you rather have a photographic memory or an IQ of 200?
- Would you rather have skin that changes color based on your emotions or tattoos appear all over your body depicting what you did yesterday?
- Would you rather have seven fingers on each hand or seven toes on each foot?
- Would you rather have a tattoo of the title of the last book you read or the last TV show you watched?
- Would you rather have a third ear or a third eye?
- Would you rather live in a treehouse or in a cave?
- Would you rather sell all of your possessions or sell one of your organs?
- Would you rather hunt and butcher your own meat or never eat meat again?
- Would you rather walk to work in heels or drive to work in reverse?
- Would you rather be the absolute best at something that no one takes seriously or be average at something well respected?
- Would you rather master every musical instrument or every type of sport?
- Would you rather be punished for a crime you didn’t commit or have someone else take credit for one of your major accomplishments?
- Would you rather eat the same thing for every meal for a year or be able to eat whatever you wanted, but only once every three days?
- Would you rather always be 10 minutes late or always be 20 minutes early?
- Would you rather win the lottery but have to spend it all in one day or triple your current salary forever?
- Would you rather be in history books for something terrible or be forgotten completely after you die?
- Would you rather be rich working a job you hate or poor working a job you love?
- Would you rather be able to run at 100 miles per hour or fly at 10 miles per hour?
- Would you rather have the ability to see 10 minutes into the future or 150 years into the future?
- Would you rather live without heat and AC or live without social media?
- Would you rather never get another present in your life but always pick the perfect present for everyone else or keep getting presents but giving terrible ones to everyone else?
- Would you rather be the star player on a losing team or warm the bench on a championship roster?
- Would you rather get trapped in the middle of a food fight or a water balloon fight?
- Would you rather have super-sensitive taste buds or super-sensitive hearing?
- Would you rather start a colony on another planet or be the leader of a country on Earth?
- Would you rather be a genius everyone thinks is an idiot or an idiot everyone thinks is a genius?
- Would you rather sneeze nonstop for 15 minutes once every day or sneeze once every three minutes of the day while you’re awake?
- Would you rather live in a house haunted by friendly ghosts or be a ghost reliving your average day after you die?
- Would you rather oversleep every day for a week or not get any sleep at all for four days?
- Would you rather take a pill a day for nutrients and to feel full, but never eat anything again or eat whatever you want but never really feel full?
- Would you rather look strong and be weak or look weak and be strong?
- Would you rather go back to kindergarten with everything you know now or know now everything your future self will learn?
- Would you rather eat only pizza for a year or not eat any pizza for five years?
- Would you rather find true love today or win the lottery next year?
- Would you rather be forced to live the same day over and over again for a full year, or take 3 years off the end of your life?
- Would you rather always have wet socks or a small rock in your shoe?
- Would you rather have one wish granted today or 10 wishes granted 20 years from now?
- Would you rather run at 100 mph or fly at 20 mph?
- Would you rather have hiccups for the rest of your life or feel like you need to sneeze but can’t?
- Would you rather have fingers as long as your legs or legs as short as your fingers?
- Would you rather everything you drink taste like pickle juice or everything you eat taste like cardboard?
- Would you rather fight one horse-sized duck or 100 duck-sized horses?
- Would you rather have to announce every time you’re about to fart or have confetti shoot out when you do?
- Would you rather wear a wedding dress/tuxedo every day or wear a Halloween costume every day?
- Would you rather have a pet dinosaur or a pet dragon?
- Would you rather sweat cheese or cry mayonnaise?
- Would you rather have taste buds on your fingers or ears on your knees?
- Would you rather only be able to communicate through interpretive dance or only through puppet shows?
- Would you rather have all your clothes be two sizes too big or one size too small?
- Would you rather have spaghetti for hair or maple syrup for sweat?
- Would you rather speak in rhymes for the rest of your life or sing everything you say?
- Would you rather have a kazoo soundtrack play every time you walk into a room or hear a laugh track after everything you say?
- Would you rather only be able to eat food that’s blue or food that’s purple?
- Would you rather have permanently wrinkled clothes or permanently tangled hair?
- Would you rather have teeth for fingernails or fingernails for teeth?
- Would you rather burp bubbles or fart glitter?
- Would you rather have eyebrows that never stop growing or eyelashes that fall out every week?
- Would you rather wear clown shoes everywhere or a clown nose everywhere?
- Would you rather have a unibrow you can’t pluck or a mustache you can’t shave?
- Would you rather sneeze out butterflies or hiccup out soap bubbles?
17 Travel Themed Would You Rather Questions
- Would you rather travel to a beach destination or ski resort?
- Would you rather travel to space or travel to the past?
- Would you rather travel by train or travel by plane?
- Would you rather travel the world for free for a year or have $50,000 to spend however you please?
- Would you rather visit the International Space Station for a week or spend a week in a hotel at the bottom of the ocean?
- Would you rather take a cross-country road trip in an RV or backpack across Europe for three months?
- Would you rather visit every country in Asia or every country in Africa?
- Would you rather travel only by cruise ship or only by motorcycle?
- Would you rather spend a month in Antarctica or a month in the Sahara Desert?
- Would you rather have free flights for life but always fly middle seat or always get first class but pay full price?
- Would you rather explore the Amazon rainforest or the Australian Outback?
- Would you rather travel to every island in the Caribbean or every city in Japan?
- Would you rather go on a safari in Kenya or scuba dive the Great Barrier Reef?
- Would you rather visit all seven wonders of the ancient world or all seven wonders of the modern world?
- Would you rather take a hot air balloon ride over Cappadocia or go dog sledding in Alaska?
- Would you rather hike Machu Picchu or climb Mount Kilimanjaro?
- Would you rather spend a week in Iceland seeing the Northern Lights or a week in New Zealand exploring Middle Earth filming locations?
44 Personal Would You Rather Questions
- Would you rather go deep-sea diving or bungee jumping?
- Would you rather for your birthday, receive cash or gifts?
- Would you rather go to a house party or a bar?
- Would you rather be a kid your entire life or be an adult?
- Would you rather get a hand-written card or a phone call?
- Would you rather know the answer to every trivia question or the lyric to every song?
- Would you rather go for a run or go for a hike?
- Would you rather have to hunt and gather all of your food or eat McDonald’s for every meal?
- Would you rather be a detective or a scientist?
- Would you rather have fortune or fame?
- Would you rather live in a remote destination or the heart of a metropolitan city?
- Would you rather live a peaceful life in a small cabin in the woods or a drama-filled life in a mansion in a big city?
- Would you rather have a pause or a rewind button in your life?
- Would you rather find your soulmate or your calling?
- Would you rather always have a full phone battery or a full gas tank?
- Would you rather stay the age you are physically forever or stay the way you are now financially forever?
- Would you rather stay in during a snow day or build a fort?
- Would you rather be able to take back anything you say or hear any conversation that is about you?
- Would you rather go back to the past and meet your loved ones who passed away or go to the future to meet your children or grandchildren to be?
- Would you rather never get a cold ever again or never be stuck in traffic ever again?
- Would you rather have a personal maid or a personal chef?
- Would you rather have Beyoncé’s talent or Jay-Z‘s business acumen?
- Would you rather be tall and average looking or three feet tall but beautiful?
- Would you rather communicate only in emoji or never be able to text at all ever again?
- Would you rather be an extra in an Oscar-winning movie or the lead in a box office bomb?
- Would you rather be able to take back anything you say or hear any conversation that is about you?
- Would you rather work the job you have now for a year at double your current rate of pay or have one year off with what you are making now?
- Would you rather win $25,000 or your best friend win $100,000?
- Would you rather give up coffee or give up alcohol?
- Would you rather be the funniest person in the room or the smartest person in the room?
- Would you rather know when you’re going to die or how you’re going to die?
- Would you rather have unlimited respect or unlimited money?
- Would you rather be able to speak every language fluently or play every instrument masterfully?
- Would you rather give up social media or give up streaming services?
- Would you rather win an Olympic gold medal or an Oscar?
- Would you rather be fantastic at art but terrible at music or vice versa?
- Would you rather have a photographic memory of every book you read or every conversation you have?
- Would you rather work from home forever or never work from home again?
- Would you rather have dinner with your 10-year-old self or your 90-year-old self?
- Would you rather be able to control your dreams or never need to sleep?
- Would you rather have perfect teeth or perfect skin?
- Would you rather always be overdressed for every occasion or always be underdressed?
- Would you rather have an unlimited international first-class ticket or never have to pay for food at restaurants?
- Would you rather live without internet or live without your smartphone?
20 Would You Rather Questions About Superpowers
- Would you rather have the ability to see 10 minutes into the future or 150 years into the future?
- Would you rather be able to swim underwater limitlessly or fly?
- Would you rather have telekinesis (the ability to move things with your mind) or telepathy (the ability to read minds)?
- Would you rather have universal respect or unlimited power?
- Would you rather detect every lie you hear or get away with every lie you tell?
- Would you rather have telekinesis (the ability to move things with your mind) or telepathy (the ability to read minds)?
- Would you rather be able to breathe underwater or survive in outer space?
- Would you rather be able to talk to animals or speak all human languages?
- Would you rather be able to time travel but never return to the present or be able to teleport but only to places you’ve never been?
- Would you rather have the power to end world hunger or the power to cure all diseases?
- Would you rather be able to control fire or control water?
- Would you rather be invisible whenever you want or be able to read minds whenever you want?
- Would you rather have super strength or super speed?
- Would you rather be able to shrink to the size of an ant or grow to the size of a skyscraper?
- Would you rather have X-ray vision or super hearing?
- Would you rather be able to control the weather or control technology with your mind?
- Would you rather have the ability to heal others or the ability to bring good luck to anyone you touch?
- Would you rather be able to walk through walls or bounce like a rubber ball without getting hurt?
- Would you rather have laser eyes or stretchy limbs like Mr. Fantastic?
- Would you rather be able to duplicate yourself or transform into any animal?
49 Worst Case Scenario Would You Rather Questions
- Would you rather be too hot or too cold?
- Would you rather be locked for a week in a room that’s overly bright or a room that’s totally dark?
- Would you rather hear a comforting lie or an uncomfortable truth?
- Would you rather be trapped in an elevator or stuck on a suspension bridge?
- Would you rather hear holiday-themed music forever, or never heard it again?
- Would you rather be in jail for five years or be in a coma for a decade?
- Would you rather be chronically under-dressed or overdressed?
- Would you rather have everyone you know be able to read your thoughts or for everyone you know to have access to your Internet history?
- Would you rather have police hunting you down for a crime you didn’t commit or a serial killer actually hunting you?
- Would you rather lose your sight or your memories?
- Would you rather get a paper cut every time you turn a page or bite your tongue every time you eat?
- Would you rather drink sour milk or brush your teeth with soap?
- Would you rather labor under a hot sun or extreme cold?
- Would you rather spend a year at war or a year in prison?
- Would you rather be in a zombie apocalypse or a robot apocalypse?
- Would you rather lose your long-term memory or your short-term memory?
- Would you rather give up your cellphone for a month or bathing for a month?
- Would you rather lose the ability to read or lose the ability to speak?
- Would you rather forget your partner’s birthday or your anniversary every year?
- Would you rather be alone all your life or surrounded by really annoying people?
- Would you rather be so afraid of heights that you can’t go to the second floor of a building or be so afraid of the sun that you can only leave the house on rainy days?
- Would you rather listen to your least favorite song on a loop for a year or never listen to any music at all for a year?
- Would you rather only be able to wash your hair twice a year or only be able to check your phone once a day?
- Would you rather be asked the same question over and over again or never be spoken to ever again?
- Would you rather never be able to keep anyone else’s secrets or have someone tell all of your secrets?
- Would you rather be criticized or be ignored?
- Would you rather sleep in a doghouse or let stray dogs sleep in your bed?
- Would you rather be caught liking your ex’s Instagram pics or your partner’s ex’s Instagram pics?
- Would you rather people knew all the details of your finances or all the details of your love life?
- Would you rather always have an annoying song stuck in your head or always have an itch that you can’t reach?
- Would you rather have to eat a bowl of live crickets or a bowl of earthworms?
- Would you rather accidentally send a sext to your boss or to your mom?
- Would you rather sit on a cactus or sleep on a bed of nails?
- Would you rather have to wear wet jeans every day or a wet wool sweater every day?
- Would you rather be itchy for the rest of your life or sticky for the rest of your life?
- Would you rather step on a Lego every morning or stub your toe every night?
- Would you rather eat a raw onion or a raw potato?
- Would you rather have all your texts be in Comic Sans or have your email signature be a selfie with a peace sign?
- Would you rather have a constant ringing in your ears or a constant itch on your back you can’t reach?
- Would you rather accidentally reply-all to a company-wide email complaining about your job or have your most embarrassing search history
- displayed on your work computer?
- Would you rather have your flight delayed by 10 hours or lose your luggage for your entire trip?
- Would you rather wear shoes that are always too tight or pants that are always falling down?
- Would you rather have to shave your head or shave your eyebrows?
- Would you rather eat expired yogurt or expired milk?
- Would you rather be stuck in an elevator with someone who won’t stop talking or someone with terrible body odor?
- Would you rather have a permanent wedgie or a permanent headache?
- Would you rather have your car break down in the middle of nowhere or lock your keys in your car at a gas station?
- Would you rather have a terrible sunburn or a terrible case of poison ivy?
Would you rather questions are hilarious, but they aren’t the only questions you can ask to get to know your team better. Check out our list of the 575+ best team building icebreaker questions for work, which includes questions covering travel, music and movies, food, history, hobbies, holidays, and more.
What are your favorite would you rather questions? Let us know in the comments section!
Looking for even more fun, outside-the-box ways to engage your team?
Get in touch with our Employee Engagement Consultants to learn about team building activities your workgroup will love.
