130+ Fun Random Questions to Ask People in 2023

Need to break the ice and get to know your friends? Try this list of 130 random questions to ask people. Perfect for when you're meeting someone new, or just want to have some fun.

Looking for random questions to ask? You're at the right place!

With COVID-19 turning most companies remote, it became harder for all of us to interact and get to know our coworkers. However, now that we are slowly going back to work — whether 100% in-office, hybrid or remote, we would like to spark new conversations and build new friendships.

When you’ve been working with the same coworkers day in and day out, it can be difficult to find good random questions to ask someone. It’s even harder to strike up conversation with the new kid on the block, whom you would like to get to know better. Question games like Most Likely To, Icebreaker Questions, Never Have I Ever, 21 Questions and Would You Rather are all great games for such occasions.

Running out of things to say? Don’t worry, we prepared this list of random questions to ask people that will help you get better acquainted with your coworkers.

In this blog, we will cover:

  • Fun Random Questions to Ask People
  • Random questions to ask your friends
  • Random questions to ask your girlfriend
  • Random questions to ask your boyfriend
  • Random Questions to Ask A Guy
  • Funny Random Questions to Ask Someone
  • Random questions to ask your coworkers

Read more: Best Drinking Card Games for 2, 3 and 4 Players (2023)

Fun Random Questions to Ask People

  1. What sport would you compete in if you were in the Olympics?
  2. If you could choose any person from history to be your imaginary friend, who would it be and why?
  3. You can have an unlimited supply of one thing for the rest of your life, what is it? Sushi? Scotch Tape?
  4. What fictional world or place would you like to visit?
  5. If you could live in any country, where would you live?
  6. If you were famous, what would you be famous for?
  7. You can only own either a smartphone or a computer, which do you choose?
  8. If you could see one movie again for the first time, what would it be and why?
  9. 60s, 70s, 80s, 90s: Which decade do you love the most and why?
  10. If you could do anything in the world as your career, what would you do?
  11. What’s your best scar story?
  12. Would you rather meet your travel back in time to meet your ancestors or to the future to meet your descendants?
  13. As a child, what did you want to be when you grew up?
  14. What’s your favorite tradition or holiday?
  15. You have to sing karaoke, what song do you pick?
  16. What languages do you know how to speak?
  17. What would your dream house be like?
  18. If you could add anyone to Mount Rushmore who would it be, why?
  19. If you had the power of teleportation right now, where would you go and why?
  20. If a movie was made of your life what genre would it be, who would play you?
  21. Are you a morning person or a night person?
  22. If you had the opportunity to go to Mars, would you? Why or why not?
  23. What is your favorite television network?
  24. You’re going sail around the world, what the name of your boat?
  25. What fictional family would you be a member of?

Read more: 25 Best Icebreaker Questions For Your Next Christmas Get Together

Random Questions to Ask Your Friends

  1. If you could have an unlimited supply of one thing, what would it be?
  2. What was your least favorite food as a child or now?
  3. If you had to be on a reality TV show, which one would you choose and why?
  4. If you were a wrestler what would be your entrance theme song?
  5. If you had to eat one meal everyday for the rest of your life what would it be?
  6. What was the worst job you ever had?
  7. You can have anyone alive, dead or fictional as your imaginary friend, who do you choose and why?
  8. What would your superpower be and why?
  9. If you could choose any two famous people to have dinner with who would they be?
  10. If you were immortal, what age would you choose to stop ageing at and why?
  11. What was your favorite game to play as a child?
  12. What is your favorite breakfast food?
  13. What is your favorite time of the day and why?
  14. Coffee or tea?
  15. Teleportation or flying?

Read more: 13 Fun Question Games to Enjoy With Friends and Coworkers (2023 Update)

Random Questions To Ask Your Girlfriend

  1. If you had a time machine, would go back in time or into the future?
  2. If you could be any animal in the world, what animal would you choose to be?
  3. What’s your favorite place of all the places you’ve travelled?
  4. You have your own late night talk show, who do you invite as your first guest?
  5. Have you ever met your idol or someone you revere greatly?
  6. If you could change places with anyone in the world, who would it be and why?
  7. Have you ever completed anything on your “bucket list”?
  8. Say you’re independently wealthy and don’t have to work, what would you do with your time?
  9. If you could be any supernatural creature, what would you be and why?
  10. If you could rename yourself, what name would you pick?
  11. What is your favorite meal to cook and why?
  12. If you could bring back any fashion trend what would it be?
  13. If you could eliminate one thing from daily routine, what would it be and why?
  14. Do you think you could live without your smartphone (or other technology item) for 24 hours?
  15. What is your favorite dessert?

Read more: 150+ Fun Get to know you questions for everyone

Random Questions to Ask Your Boyfriend

  1. If aliens landed on earth tomorrow and offered to take you home with them, would you go?
  2. What’s the most out-of-character thing you’ve ever done?
  3. The zombie apocalypse is coming, who are 3 people you want on your team?
  4. What’s your favorite sandwich and why?
  5. Have you ever been told you look like someone famous, who was it?
  6. What would your talent be if you were Miss or Mister World?
  7. What would the title of your autobiography be?
  8. What is one article of clothing that someone could wear that would make you walk out on a date with them?
  9. If you could have someone follow you around all the time, like a personal assistant, what would you have them do?
  10. What is your favorite item you’ve bought this year?
  11. What is your favorite TV show?
  12. If you could commit any crime and get away with it what would you choose and why?
  13. What book, movie read/seen recently you would recommend and why?
  14. What is your absolute dream job?
  15. If you could hang out with any cartoon character, who would you choose and why?

Read more: 80+ Deep & Interesting Thought-Provoking Questions For Introspection

Random Questions to Ask A Guy

  1. What would be the most surprising scientific discovery imaginable?
  2. If you can instantly become an expert in something, what would it be?
  3. If you could be guaranteed one thing in life (besides money), what would it be?
  4. If you had to teach a class on one thing, what would you teach?
  5. If you could magically become fluent in any language, what would it be?
  6. What’s the best piece of advice you’ve ever been given?
  7. When you die, what do you want to be remembered for?
  8. What is your most used emoji?
  9. What is your cellphone wallpaper?
  10. Which band / artist – dead or alive would play at your funeral?
  11. Would you rather have invisibility or flight?
  12. What is your favorite magical or mythological animal?
  13. Do you have a favorite plant?
  14. If you were left on a deserted island with either your worst enemy or no one, which would you choose and why?
  15. If you had to delete all but 3 apps from your smartphone, which ones would you keep?

Read more: 180 Funny Questions Of The Day To Ask in 2023

Funny Random Questions to Ask Someone

  1. If you could be any fruit or vegetable, what would you be and why?
  2. If animals could talk, which one would be the most annoying?
  3. What's the weirdest thing you've ever eaten for breakfast?
  4. If you were a superhero, what would be your mildly inconvenient superpower?
  5. What's the funniest thing that has ever happened to you at work or school?
  6. If you were a potato, how would you like to be cooked?
  7. What's the worst haircut you've ever had?
  8. Would you rather have the ability to speak all human languages or be able to communicate with animals?
  9. What would be your theme song and why?
  10. If you could be a kitchen appliance, what would you be?
  11. If you could only eat one food for the rest of your life, but it could never make you unhealthy, what would it be?
  12. If you had to choose a new name for yourself right now, what would it be and why?
  13. If you could invite any three fictional characters to dinner, who would they be?
  14. What would your pet say about you if we asked for a reference?
  15. If you were to perform in a circus, what would your act be?
  16. If you had to wear a warning label, what would yours say?
  17. If your life was a book, what would its title be?
  18. If you could instantly become an expert in something, what would it be?
  19. Would you rather have the ability to fly or be invisible? And how would you use it?
  20. If you were a flavor of ice cream, what would you be and why?

Read more: 5 Fun and Innovative Teamwork Games Your Employees Will Love

Random Questions to Ask Your Coworkers

  1. If you could live anywhere in the world for a year, where would it be?
  2. What was the worst haircut you ever had?
  3. What was the worst style choice you ever made?
  4. Are you a traveler or a homebody?
  5. What’s one career you wish you could have?
  6. What’s the weirdest food you’ve ever eaten?
  7. What does your favorite shirt look like?
  8. Who is your favorite Disney character?
  9. What did you have for breakfast this morning?
  10. What was the country you visited outside of your home country?
  11. What’s is one thing we don’t know about you?
  12. Would your rather live in the ocean or on the moon?
  13. What is your favorite musical instrument and why?
  14. Are you a cat person or a dog person?
  15. If you were CEO for a day, what's the first thing you would change in our office?
  16. If you could choose a theme song to play every time you walk into the office, what would it be?
  17. If our office was a TV show, which character would you be?
  18. Which snack in the office kitchen always tempts you, even when you're not hungry?
  19. If you could swap jobs with anyone in this company for a day, who would it be and why?
  20. What's the funniest/most embarrassing email or message typo you've ever sent at work?
  21. If you had to pick a mascot for our team, what would it be?
  22. If you could have a superpower to improve your work productivity, what would it be?
  23. How would you spend your day if the internet was down at work?
  24. What would be your weapon of choice in a spontaneous office nerf-gun fight?
  25. If our office was a planet, what would it be called?

Read more: 10+ leadership Games to Play as a Team Building Activity at Work


So there you have it, a nifty 130 questions to get you better acquainted with your colleagues. If you are ever assigned to work with someone whom you are unfamiliar with in your career, you will greatly improve your chances at getting to know them at the outset with the help of these questions to make conversation.

By using these interesting questions to ask someone, you are sure to shine a light on all aspects of your coworkers' personalities and help you get a little closer to them. After all, we all want to get to know our coworkers and have some fun at work.

Want to step up your employee engagement at work?

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FAQs: Random Questions to Ask

What are some funny random questions to ask your coworkers?

Some funny random questions to ask your coworkers are:

  • If you had the power to change one thing in the office dress code, what would it be?
  • What’s the oddest thing you have in your desk drawer right now?
  • If we were all cast in a reality TV show about our office, what role would you play?
  • What's the most amusing out-of-office message you've ever seen?

These questions can help lighten the mood and add fun to the conversation, making social interactions more enjoyable.

What are some weird random questions to ask a guy?

Some weird questions to ask a guy are:

  • If you were a fruit, which one would you be and why?
  • If you could have any animal in the world as a pet, what would it be and why?
  • If your life were a video game, what would some of the cheat codes be?
  • If you were a villain in a movie, what would your evil master plan be?
  • What do you think chickens would say if they could talk?

Many of these questions encourage creative thinking and imagination, which can make the conversation more engaging and stimulating.

What are some good random questions to ask someone?

Some good random questions to spark good conversations with someone are:

  • What's the most interesting place you've ever traveled to?
  • If you could have one superpower, what would it be and why?
  • What's the best piece of advice you've ever received?
  • What is the book/movie that has influenced you the most?
  • If you could instantly learn any language, which one would it be?

The answers to these questions can provide insights into a person's personality, interests, experiences, and values, which can strengthen the connection between you.

More by Ricotta:

120+ Best Icebreaker questions for Team Building

10+ Fun Virtual Team Building Activities and Games

100 Team Trivia Questions for Fun & Team Bonding

8 Fun Online Zoom Games to Play with your Coworkers

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