Spice Up Your Office: 100 Hilarious Would You Rather Questions For Work

Hilarious Would You Rather Questions For Work are the perfect way to inject some fun and laughter into the workplace. These questions pose silly, thought-provoking, or downright ridiculous scenarios that force people to choose between two equally undesirable or appealing options. Get ready to bond with your colleagues and lighten the mood with these creative dilemmas!

What Are Hilarious Would You Rather Questions For Work?

Hilarious Would You Rather Questions For Work are essentially icebreakers disguised as games. They’re designed to spark conversation, reveal personalities, and provide a much-needed break from the daily grind. Think of them as a fun mental exercise that can help boost morale and encourage team building. Their popularity stems from their simplicity and the surprising insights they can reveal about people’s values, preferences, and sense of humor. Here’s why they work so well:

• They’re easy to understand: No complicated rules or strategies needed.
• They encourage participation: Everyone can weigh in with their opinion.
• They spark debate: Differing viewpoints lead to interesting discussions.

These questions can be used in a variety of settings:

1. During team meetings to kick things off on a positive note.
2. At company retreats as an engaging icebreaker activity.
3. In virtual meetings to combat Zoom fatigue.

Dilemmas About Work Life

Here are 35 Hilarious Would You Rather questions to get those water cooler discussions flowing.

• Would you rather have to wear a mascot costume every day or have to sing opera every time you answer the phone?
• Would you rather have to bring in donuts for the office every Monday for a year, or have to clean the office microwave every Friday for a year?
• Would you rather have to give a presentation in your pajamas or have to wear a clown nose for a week?
• Would you rather only be able to communicate with your boss through interpretive dance or only be able to communicate with your coworkers through mime?
• Would you rather have your company logo tattooed on your forehead or have to write a love letter to the CEO?
• Would you rather have a coffee stain on your shirt every single day or have a permanent marker mark on your face every single day?
• Would you rather have your desk located in the supply closet or in the bathroom?
• Would you rather have to participate in a trust fall every day or have to tell a joke to the entire office every day?
• Would you rather have to give a public speech about your biggest failure or have to publicly praise your worst enemy?
• Would you rather have to wear a sandwich board advertising a competitor’s product or have to shave your head in front of the entire office?
• Would you rather have to wear socks with sandals every day or have to wear two different shoes every day?
• Would you rather have to eat lunch with your boss every day or have to eat lunch with the office gossip every day?
• Would you rather have to clean the breakroom fridge every week or have to empty all the trash cans every week?
• Would you rather have to participate in a company talent show or have to participate in a company karaoke night?
• Would you rather have to wear a name tag that says “Ask Me Anything” or have to wear a name tag that says “I’m the Boss!” (even if you’re not)?
• Would you rather be forced to only use Comic Sans font for all work documents or be forced to only use Wingdings font for internal emails?
• Would you rather have a permanent sneeze that goes off every 10 minutes or a permanent case of hiccups that goes off every 5 minutes?
• Would you rather be forced to attend every single meeting or be forced to present at every single meeting?
• Would you rather have your computer constantly play elevator music or constantly display pop-up ads?
• Would you rather have to refer to your boss as “Your Majesty” or have to call your coworkers by silly nicknames like “Captain Sparklepants”?
• Would you rather have to write all emails in rhyme or only be able to communicate via emojis?
• Would you rather be forced to listen to one song on repeat for the rest of your career or be forced to watch the same training video every single day?
• Would you rather have your coffee taste like socks or your water taste like tuna?
• Would you rather have to wear a full suit of armor or a full body spandex suit to work?
• Would you rather accidentally send a embarrassing text to your boss or accidentally leave your microphone on during a very private conversation?
• Would you rather always be 10 minutes late to every meeting or be 20 minutes early?
• Would you rather your coworkers all start speaking in a different language every Monday or have to do mandatory morning stretches with the whole office?
• Would you rather be in charge of planning all the company parties or cleaning all the toilets in the office for a year?
• Would you rather your chair be replaced with an exercise ball or your desk be replaced with a treadmill?
• Would you rather work in a silent office or an office where everyone sings all day?
• Would you rather have to use a rotary phone or dial-up internet every day at work?
• Would you rather always be blamed for everything that goes wrong or never get any credit for when things go right?
• Would you rather only be able to work remotely or have to commute every day?
• Would you rather accidentally spill coffee on your boss during a meeting or send an email complaining about your boss to the entire company?
• Would you rather have to write a poem about your job every day or give a toast to the company every Friday?

Hilarious Questions About Superpowers

Let’s take a wild turn with these 35 superpower-themed questions.

• Would you rather have the power to read your boss’s mind, or the power to make your coworkers do your work for a day?
• Would you rather have the power to teleport to any meeting, or the power to fast-forward through boring presentations?
• Would you rather have the power to freeze time whenever you make a mistake, or the power to rewind time to undo a bad decision at work?
• Would you rather have the power to become invisible to avoid unwanted meetings, or the power to control the office thermostat?
• Would you rather have the power to create an unlimited supply of coffee, or the power to instantly fix any technical issue?
• Would you rather have the power to understand what everyone is saying, even on mute during zoom calls or the power to have the perfect lighting during every zoom call?
• Would you rather have super strength to lift heavy boxes in the storage room or super speed to get through all your emails in 5 minutes?
• Would you rather have x-ray vision so you can see if your boss is actually working or the ability to clone yourself so you can do multiple tasks at once?
• Would you rather be able to see the future to prepare for layoffs or have the ability to make everyone laugh so you can lighten the mood?
• Would you rather have the power to make clients happy, or the power to make your boss forget your mistakes?
• Would you rather be able to fly to work every day, or have the power to convince your boss to give you a raise?
• Would you rather have the power to speak every language fluently for international projects, or the power to erase any embarrassing email you’ve sent?
• Would you rather have the power to control the weather so you can always have a sunny commute, or the power to have unlimited vacation days?
• Would you rather be able to transform into your CEO for a day or be able to talk to animals for a day at the local zoo?
• Would you rather be able to predict what your coworkers will say before they say it or have the power to instantly clean your desk?
• Would you rather have the power to control the office printer, or the power to make all the snacks in the breakroom healthy?
• Would you rather have the power to create a force field around your desk, or the power to read people’s expressions to know when they are lying?
• Would you rather have the power to control the stock market and make money or to control the traffic during rush hour?
• Would you rather have the power to shapeshift into any object for a day or be able to be in two places at once?
• Would you rather have the power to instantly learn any new skill or be able to become a master chef overnight?
• Would you rather have the power to persuade anyone to agree with you or be able to control the temperature of your coffee at all times?
• Would you rather have the power to automatically win every raffle you enter or always have free parking at work?
• Would you rather be able to breathe underwater for a day or be able to go to the moon without a spacesuit?
• Would you rather have super smell so you can always smell when your food is going bad or have the ability to talk to plants in your office?
• Would you rather be able to remember everything you’ve ever seen or read or always be able to find the best deals?
• Would you rather be able to grow money on trees or have a room that generates candy?
• Would you rather have wings to fly or a tail to swing on?
• Would you rather be able to shoot webs or be able to be as strong as a rhino?
• Would you rather be able to breathe fire or be able to turn invisible?
• Would you rather have supersonic hearing or supersonic speed?
• Would you rather be able to control machines with your mind or be able to heal people with your touch?
• Would you rather be able to grow to the size of a giant or shrink to the size of an ant?
• Would you rather be able to create illusions or manipulate reality?
• Would you rather have the ability to regenerate or be immune to all diseases?
• Would you rather be able to absorb other people’s powers or redistribute power?

Silly Situations Questions

Prepare for some genuinely bizarre scenarios with these 30 questions designed to tickle your funny bone.

• Would you rather have to wear a chicken suit to work every day, or have to cluck like a chicken every time you disagree with someone?
• Would you rather have your chair replaced with a bouncy castle, or have to conduct all your meetings while riding a unicycle?
• Would you rather have to speak in rhymes for the rest of your career, or communicate only through animal noises?
• Would you rather have to shave your head or have to wear a wig that’s 3 sizes too big every day?
• Would you rather have to eat a spoonful of hot sauce every time you are late to a meeting, or have to wear a bib to every lunch?
• Would you rather have a clown follow you around all day at work, or have to juggle three rubber chickens during your presentations?
• Would you rather have to live in a world where all food is now jello or all drinks are soda?
• Would you rather have to spend a night in a haunted house alone or spend a day at work wearing only a bathing suit?
• Would you rather accidentally spill coffee on your boss or accidentally use your boss’s toothbrush?
• Would you rather have to listen to the same song on repeat for the rest of your life, or have to watch the same movie over and over again?
• Would you rather have to have a bowl cut for the rest of your life or have your eyebrows waxed off?
• Would you rather have your car be constantly filled with snakes or filled with spiders?
• Would you rather go back in time and punch yourself in the face or be teleported one year into the future to find out you are wanted by the law?
• Would you rather have a pet raccoon or a pet skunk?
• Would you rather fight 100 duck-sized horses or one horse-sized duck?
• Would you rather drink out of a toilet or eat out of a trash can?
• Would you rather be covered in fur or covered in scales?
• Would you rather have the hiccups for the rest of your life or have a runny nose for the rest of your life?
• Would you rather be chased by a zombie or chased by a bear?
• Would you rather be best friends with a ghost or best friends with an alien?
• Would you rather marry a clown or marry a mime?
• Would you rather have your hair constantly standing on end or constantly falling out?
• Would you rather live in a treehouse or live in a cave?
• Would you rather have a talking dog or a talking cat?
• Would you rather have to wear roller blades to work or wear flippers?
• Would you rather have to bring your kids to work or be naked at work?
• Would you rather have to live on an island or in the desert?
• Would you rather have to be famous or very rich?
• Would you rather have to always be dirty or always be hungry?
• Would you rather have to live in a cartoon or live in a comic book?

These Hilarious Would You Rather Questions For Work are sure to inject a bit of much-needed fun and laughter into any workplace environment. They’re great for sparking conversations, getting to know your colleagues better, and lightening the mood during those stressful workdays. So go ahead, break the ice, and enjoy the hilarious debates that ensue!