52 Funny Icebreaker Questions To Ask Your Colleagues


Funny Questions To Ask Coworkers

In the workplace, people of different backgrounds can come together for a common goal. But what if you haven’t gotten your coworkers to open up to you just yet?

A Few Questions To Get You Started

  • What’s something most people don’t know about you?
  • What’s your favorite word?
  • If you could meet any person, living or not, who would it be?
  • What would be your weapon of choice in a zombie apocalypse?

Here are 24 funny questions to ask your coworkers to start the conversation!

See Related: 8 Mental Health Activities For The Workplace

#1. Funny Questions To Ask Coworkers

The best way to get people to open up is to get them to laugh. Often, the best memories are made when we’re smiling! Plus, shared laughter is how genuine relationships are born.

Laughter has some serious power. It can boost your mood and the mood of everyone around you with its contagious positivity.

So, use that power at work and get your colleagues to start laughing!

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Hilarious Questions For Your Colleagues

Here are some hilarious questions to ask your coworkers when you want to start a dialogue. Try them out!

  1. If you could be somebody else in the office for a day, who would you be?
  2. If you were a vegetable, what vegetable would you be and why?
  3. What’s the weirdest food you’ve ever eaten?
  4. What is your most used emoji?
  5. The zombie apocalypse is coming; who are three people you want on your team?
  6. Is cereal soup?
  7. How many chickens would it take to kill an elephant?
  8. If you could be in any movie, what would it be?
  9. What is the worst song ever?
  10. What is the most annoying color?
  11. How would you use your extra time if you had 25 hours a day?
  12. If you could change places with anyone in the world, who would it be and why?
  13. What’s your favorite word?
  14. What would be one thing you’d remove from your daily routine?
  15. Would you rather live where it only snows or the temperature never falls below 100 degrees?

Funny questions can be the spark that ignites something great. We’ve seen it firsthand!

Even asking some silly, thought-provoking questions can open people up.

Harnessing The Power Of Comedy

At Clean Comedians®, we know the true power of laughter. We use comedy and hilarious content in our acts to entice our audience and keep them laughing!

No matter what event you need a speaker for, our entire team of entertainers is trained in the art of comedy.

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Bonus: The 8 Different Types Of Laughter

#2. “Would You Rather” Ice Breaker Questions

Sometimes, asking open-ended questions can put some people a little on edge. But, especially if this is your first time getting your coworker, giving them a little nudge into a creative direction can be helpful!

Some classic icebreaker questions for work are “Would you rather?” questions. After all, everyone loves thinking about insane hypotheticals that will likely never happen!

Would You Rather?

Here are 20 more questions that follow the “Would you rather?” dialogue.

(Bonus if you start with tame questions only to get progressively weirder.)

  1. Would you rather be always cold or always hot?
  2. Would you rather do something you love and make just enough money to get by or do something you hate but make billions of dollars?
  3. Would you rather be the funniest or smartest person in the room?
  4. Would you rather work for a tiny company or a huge company?
  5. Would you rather commute two hours to your dream job or live two minutes from a mediocre job?
  6. Would you rather take the red or blue pill when approached by Morpheus in the Matrix?
  7. Would you rather live in Middle-Earth from The Lord of The Rings or the Wizarding World from Harry Potter?
  8. Would you rather have more money or more time?
  9. Would you rather be great at physical activities but stupid or a genius with terrible coordination?
  10. Would you rather talk like Yoda or breathe like Darth Vader for the rest of your life?
  11. Would you rather be without elbows or knees?
  12. Would you rather speak to animals or know other people’s thoughts?
  13. Would you rather always arrive at a red light or experience slow internet whenever the sun goes down?
  14. Would you rather lose the ability to lie or believe everything you’re told?
  15. Would you rather run a country or a business?
  16. Would you rather be famous in your career field or celebrity famous?
  17. Would you rather be the oldest person in the office or the youngest?
  18. Would you rather have a job where you talk to people all day or a job where you stay at your desk by yourself all day?
  19. Would you rather only be able to whisper or only able to shout?
  20. Would you rather have lots of small bad things happen to you throughout the month or have one day per month where lots of bad things happen to you?

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Asking your coworkers some of these questions can help them open up. And it can make the workplace more enjoyable in the meantime.

It’s better to work somewhere where people get along and are friendly to each other!

Plus, laughter can be truly beneficial in the workplace.

When people laugh, it releases endorphins, which are hormones that make us feel good. Therefore, asking funny questions can help create a positive environment and promote positive emotions, boosting morale.

Another way that laughing in the office can boost morale is by providing a mental break. We all know that work can be stressful, and taking a break to laugh can help relieve some of that mental strain.

Asking hilarious and entertaining questions can distract people from work-related tasks and allow people to recharge and refocus.

So, ask away!

#3. More Icebreaker Questions To Get To Know Your Coworkers

Icebreaker questions for work don’t always need to be about making others laugh. Though comedy is a powerful way to connect with your coworkers, there’s still room to go deeper than that. 

Don’t get us wrong. Laughter can be a great way to inspire new friendships and make others comfortable in social settings. But simple “get-to-know-each-other” questions can also be incredibly effective.

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Get To Know Your Teammates

Here are some questions to ask your colleagues when you want to know a bit more about them!

  1. Do you collect anything?
  2. What are your hobbies?
  3. How do you like to spend your time outside of work?
  4. What’s something you’ve done but you’ll never do again?
  5. What’s your guilty pleasure?
  6. What’s one thing you’re learning now or learned recently?
  7. Who’s your favorite musical artist?
  8. What’s your favorite snack? (And then stock some in the break room!)
  9. What’s your go-to productivity trick?
  10. What led you to this career?
  11. What’s one of your biggest work pet peeves?
  12. What job would you want to have if the salary weren’t a factor?
  13. What’s one of your favorite memories from the past year?
  14. What three words would your friends use to describe you?
  15. What’s your favorite story to tell about your past?
  16. What advice would you give to your teenage self?
  17. What’s one thing you’re currently trying to make a habit of?

There’s truly no limit to the types of questions you can ask your coworkers. Don’t let this list limit you, however.

Use it to start a conversation and see where it goes from there!

Keep Reading: How Humor Improves Communication

Adam Christing is a professional comedy magician, virtual MC, and the founder of CleanComedians.com. He is a member of the world-famous Magic Castle in Hollywood and a popular corporate entertainer, magician, and virtual speaker.