112 Best Would You Rather Questions for Work in 2021

Home » Resources » Would You Rather QuestionsUpdated: October 18, 2021

You have found our list of the best would you rather questions.

Would you rather questions are prompts that pose a simple decision between two options. Generally, these options are two extremes, for example, “would you rather go to outer space or the bottom of the ocean?” The purpose of these questions is to reveal preferences of the people answering, and help spark followup conversations. These questions are often used at work for team building with coworkers.

These questions are a subset of icebreaker questions and are similar to this or that questions.

This list includes:

Let’s get asking!

Would you rather question generator

Press the button to generate a random would you rather question.

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Would you rather questions for work

  1. Would you rather work four-day weeks or work two months on and one month off?
  2. Would you rather become CEO for a day or receive a bonus?
  3. Would you rather have a fully stocked snack bar or a limitless coffee machine?
  4. Would you rather work more hours and have a short commute or work less hours and have a long commute?
  5. Would you rather take your child to work or your pet?
  6. Would you rather bike or drive to work?
  7. Would you rather work for a startup or a corporation?
  8. Would you rather go on a nearby business trip alone or travel far away with all of your coworkers?
  9. Would you rather have a terrible boss and a good job or a good boss and a terrible job?
  10. Would you rather work a job where you interact with people all day or work a job where you are at a desk all day?
  11. Would you rather sit near the printer or the water cooler?
  12. Would you rather use only a pencil or only a pen?
  13. Would you rather work in yoga poses or do work at yoga?
  14. Would you rather steal someone’s lunch or have your lunch stolen?
  15. Would you rather walk to work or drive?

Would you rather questions for team building

  1. Would you rather have a day off or a day alone at the office?
  2. Would you rather support your favorite team at home or away?
  3. Would you rather do team building online or in person?
  4. Would you rather be on a small team or a large one?
  5. Would you rather be the leader or follow the leader?
  6. Would you rather come in early or leave late?
  7. Would you rather play baseball with your coworkers or do trivia?
  8. Would you rather be the only person in an office of monkeys or the online monkey in an office of people?
  9. Would you rather sing in front of your coworkers or dance?
  10. Would you rather have dinner with your team or lunch?
  11. Would you rather attend an office party or an office BBQ?
  12. Would you rather have an office dog or cat?

Would you rather questions for kids

  1. Would you rather fly on a magic carpet or own an invisibility cloak?
  2. Would you rather eat only hot dogs or mac and cheese for the rest of your life?
  3. Would you rather meet Big Bird or Barney?
  4. Would you rather teleport or read minds?
  5. Would you rather have ice cream for breakfast or go to school in your pajamas?
  6. Would you rather have an extra finger or extra toe?
  7. Would you rather have a pet dog or cat?
  8. Would you rather be a firefighter or police officer?
  9. Would you rather fight a dragon or hippopotamus?
  10. Would you rather meet Superman or Elsa?

Would you rather questions for teens

  1. Would you rather go without your phone or dinner?
  2. Would you rather go on a diet or work out regularly?
  3. Would you rather go vegan or give up your favorite food?
  4. Would you rather go skydiving or snowboarding?
  5. Would you rather move out of your parents’ house or buy a new car?
  6. Would you rather get free college or free healthcare?
  7. Would you rather run for student council or volunteer at a local homeless shelter?
  8. Would you rather have no heating or no air conditioning?
  9. Would you rather go backpacking in South America or travel across Europe?
  10. Would you rather know what you will be doing five years in the future or take life as it comes?

Would you rather questions for couples

  1. Would you rather kiss in Paris or kiss in a tent in the woods?
  2. Would you rather go on a date at the movies or at a museum?
  3. Would you rather plan out your date or go with the flow?
  4. Would you rather go on a video call date or socially-distanced date?
  5. Would you rather wear matching outfits or get matching tattoos?
  6. Would you rather go for a stroll on the beach or grab morning coffee together?
  7. Would you rather go on a fancy date every once a month or low-cost dates more frequently?
  8. Would you rather propose in front of a crowd or privately?
  9. Would you rather have a small or big wedding?
  10. Would you rather travel the world with your partner or settle in a special spot of your own?

Would you rather questions for guys

  1. Would you rather have the ability to fly or speak any language?
  2. Would you rather be the strongest man on earth or the smartest man on earth?
  3. Would you rather lose your sense of taste or sight?
  4. Would you rather go to the gym or go for a run?
  5. Would you rather follow your dreams or become wealthy?
  6. Would you rather work for the best boss or be your own boss?
  7. Would you rather be hairy or completely bald?
  8. Would you rather eat healthier or exercise regularly?
  9. Would you rather visit the mountains or the sea?
  10. Would you rather meet the girl of your dreams in ten years or meet ten girls now?

Would you rather questions for girls

  1. Would you rather buy your girlfriends diamond rings or take them on an island getaway?
  2. Would you rather have fun dating around or meet your dream guy tomorrow?
  3. Would you rather have the powers of Wonder Woman or Captain Marvel?
  4. Would you rather have your date pay or pay for your own meal?
  5. Would you rather own all the clothes you could ever want or all the shoes?
  6. Would you rather have a high-powered job and no time with your family or an average job and plenty of time with your family?
  7. Would you rather attend a hip-hop or rock concert?
  8. Would you rather spend a day as Kim Kardashian or Paris Hilton?
  9. Would you rather arrive overdressed or underdressed to an event?
  10. Would you rather take care of your friend’s dog or baby?

Would you rather questions for adults

  1. Would you rather live alone or with roommates?
  2. Would you rather earn more money and be busier or earn less money and have more time to yourself?
  3. Would you rather pursue your dreams or have a stable, high-earning job?
  4. Would you rather spend a weekend without your phone or laptop?
  5. Would you rather spend a month without Instagram or Facebook?
  6. Would you rather use a dating app or go on a blind date?
  7. Would you rather get married in your early twenties or late thirties?
  8. Would you rather have a lot of acquaintances or just a few close friends?
  9. Would you rather pay off student loans or buy a house?
  10. Would you rather go back to elementary school or jump to retirement?

Hard would you rather questions

  1. Would you rather live forever or pass naturally in your sleep?
  2. Would you rather know you were about to die of cancer or live the remainder of your life unknowing?
  3. Would you rather bury your child or have your child bury you?
  4. Would you rather date someone you love or date someone who loves you?
  5. Would you rather marry for love or for financial security?
  6. Would you rather give up your dreams and live comfortably or struggle penniless until you pass?
  7. Would you rather kill one person on purpose or twenty people accidentally?
  8. Would you rather keep the death penalty or abolish it?
  9. Would you rather have the right to privacy or security?
  10. Would you rather have no one show up to your wedding or your funeral?

Funny would you rather questions

  1. Would you rather fight one bear-sized duck or ten duck-sized bears?
  2. Would you rather be without elbows or without knees?
  3. Would you rather have shrimp for fingers or screaming nipples?
  4. Would you rather have smelly feet or food stuck in your teeth all day?
  5. Would you rather be the world’s worst superhero or live the most boring existence ever?
  6. Would you rather never fart uncontrollably or never find a bathroom when you need one?
  7. Would you rather be a giant hamster or a tiny rhino?
  8. Would you rather be rich and ugly or poor and good-looking?
  9. Would you rather save the world and get no credit or let the world go up in flames?
  10. Would you rather talk like Batman or Mickey Mouse for the rest of your life?

Dirty would you rather questions

  1. Would you rather jump in mud or forget to brush your teeth?
  2. Would you rather never shower again or learn the secrets of the universe?
  3. Would you rather have bad body odor or bad breath?
  4. Would you rather spill food on your clothes constantly or trip over the stairs constantly?
  5. Would you rather wade through a river of mud or fall into a dumpster?

Conclusion

Would you rather questions are a great way to get to know the people you spend time with, including coworkers at the office. To help with team building, follow up the initial would you rather question with inquiries about why the player chose a particular option. You can also include larger groups of people by asking everyone to vote, instead of going one person at a time.

Here is an online random question generator tool to help.

Next, check out this list of icebreaker games, this one with question games and this one with most likely to questions.

FAQ: Would You Rather Questions

Here are some common inquiries about would you rather questions.

What are would you rather questions?

Would you rather questions are inquiries that ask players to choose between two competing options. Oftentimes, would you rather questions serve as creative icebreakers for people to launch into lively discussion. These questions are often used at work for team building.

What makes would you rather questions good?

Good would you rather questions feature two extreme options. Also, good would you rather questions are usually funny or insightful.

What are some hard would you rather questions?

The hardest would you rather questions force participants to choose between two unfavorable options. Because both options are objectionable, the game forces players to select the lesser of two evils.

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Author: Jessica Chen

Team building content expert. Jessica has a double major in English and Asian Studies, and experience working with teams across cultures; including 3+ years in Taiwan.

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