Icebreaker Questions: 250 Ways to Start a New Conversation

An ice breaker is a game, activity, or event that is meant to get people in the mood for a meeting. Simple one-question responses to complicated team activities can all be used as ice breakers or get the human to show interest in you.

To make it easier to choose the right set of icebreaker questions, I have made a list of 250 questions to start a conversation.

“Get to know you” icebreaker questions

  1. What part of the country did you grow up in?
  2. When you were younger, what sport did you participate in?
  3. What is your most enjoyable pastime?
  4. What do you like to do on weekends?
  5. After work, what do you do for fun?
  6. What is your favourite type of music?
  7. What was the most recent film you saw?
  8. What’s your favourite weekend hangout spot?
  9. Where did you go out to eat the last time?

Personal icebreaker questions

  1. Who would you be if you could be someone else?
  2. If you had to buy a car right now, what would you go for?
  3. If you could change one thing about yourself, what would it be?
  4. What would your dream career be in ten years?
  5. What was it like to grow up in that area?
  6. What kind of parents did you have?
  7. What was it like growing up with your parents?
  8. What was it like growing up with your parents?
  9. Have you gotten yourself into any trouble? 
  10. What was the worst thing you’ve ever done to get yourself into trouble?
  11. Do you have any brothers or sisters? 
  12. How did it feel to grow up with siblings?
  13. What did you look like when you were a kid?
  14. Would you prefer to spend your weekends alone or with your friends?
  15. Would you like to relax on Weekends or get ready for the week ahead?
  16. Do you have a preference for cats or dogs?
  17. Summer or winter, which do you prefer?
  18. Are you into exercising or unwinding after work?
  19. Do you prefer to eat out or cook at home?
  20. As a child or a newborn, how would you describe yourself? Were you content?
  21. What is your favourite childhood or baby memory? Worst of all?
  22. Did you have a nickname when you were a kid? What method did you use to obtain it?
  23. Who were your closest companions? And how did they come across?
  24. When you were a kid, how would you describe a great day?
  25. What did you imagine your life will be like as an adult?
  26. What would your favourite food be if you could eat it right now?
  27. What is the most difficult thing you have ever accomplished?
  28. When you get up in the morning, what do you do first?
  29. What is the most beautiful natural phenomenon you have ever witnessed?
  30. What is the most thoughtful thing somebody has ever done for you?
  31. What’s the funniest family storey you’ve ever heard?
  32. What two words would you choose to define yourself?
  33. What has been the most flattering praise you’ve ever received?
  34. What do you consider to be the most important invention of your lifetime, and why?
  35. Which sport is your least favourite to play or watch?
  36. What’s the funniest pick-up line you’ve ever heard?
  37. What is the most amusing prank you’ve ever been the victim of?
  38. What was the best museum, concert, play, or game you’ve ever seen?
  39. What was the scariest circumstance you’ve ever encountered?
  40. What was the worst school uniform you’ve ever had to wear?
  41. What’s the worst/weirdest haircut you’ve ever gotten?
  42. What’s the first memory you have of yourself as a child?
  43. Which part of your body would you get a tattoo on?
  44. What would your campaign slogan be if you were running for office?
  45. Is there anything that you will not do under any circumstances?
  46. What three adjectives would you use to describe the most exquisite kiss you’ve ever experienced?
  47. What are your interests and passions?
  48. What do you fantasise about when you’re sleeping?
  49. What strange habit do you have?
  50. When you first meet someone, what is the first thing you notice about them?
  51. What’s the strangest thing you have in your wallet, pocket, or purse right now?
  52. What’s your biggest frustration when it comes to driving?
  53. What would you do if you had to eliminate one thing from your regular routine, and why?
  54. Where would you travel if you could go anyplace in the world?
  55. What would you change if you could go back in time and change history? Why?
  56. What would you do if you witnessed someone being molested on the road?
  57. What is the strangest item you’ve ever consumed?
  58. What would you call yourself if you had to change your name? Why?
  59. Do you have any brothers or sisters? What are their characteristics?
  60. Is there a specific meaning to your name, or was it given to you in honour of someone significant?

Funny ice breaker questions

  1. Which celebrity is your favourite who isn’t liked by others?
  2. Which celebrity is your least favourite?
  3. What is your preferred handshake?
  4. What’s your go-to amusing expression?
  5. What is the size of your smile?
  6. Which do you prefer: kissing a jellyfish or stepping on a crab?
  7. Would you rather have an elephant trunk or a giraffe neck when you were born?
  8. How would you spend your time if you didn’t have to work?
  9. What kind of pet would you choose if you could have any?
  10. If you could ask any question, what would it be?
  11. Who would you invite to dinner out of four famous persons, and why?
  12. What would you learn if you could learn any skill?
  13. Where would you live if you could live anywhere in the world?
  14. Which era of history would you choose to live in?
  15. What would you be if you could be any piece of furniture?
  16. Where would you go every weekend if you could only go to one spot in the world?
  17. What would you do if you had the power to change the world?
  18. What would you do if you had the power to change politics?
  19. What would you do if you had the power to end world hunger?
  20. What language would you choose if you could speak any other?
  21. Who would you like to be if you could be someone else?
  22. Which president would you choose if you could only be one?
  23. What song would you choose if you could only listen to one?
  24. Who would you listen to if you could only listen to one band?
  25. What record would you choose if you could only listen to one?
  26. What movie would you watch if you only had time to watch one?
  27. What would you watch if you could only watch one TV show?
  28. If you had the opportunity to meet any historical figure, who would you choose and why?
  29. What would you do if you suddenly found yourself with a million dollars?
  30. What is the most heinous thing your mother-in-law has ever done to you or for you?
  31. What would you do if you could transform into your lover for a day?
  32. How would you get out of jail?
  33. How would you flip an automobile on its side?
  34. What would be the best way to bring an automobile onto a roof?
  35. How many candy bars do you think you could fit in your vehicle?
  36. How many tennis balls would you be able to transport in your car?
  37. How many bricks do you think you could cram into your trunk?
  38. What would you do if you had to move a mountain?
  39. What items would you include in a scavenger hunt if you were to create one?
  40. Without contacting your cable company, how would you enhance your internet speeds?
  41. How would you go about lowering your cell phone bill?
  42. Who would you want to meet if you could meet anyone from history, and why?
  43. What would you change about history if you could, and why?
  44. Where would you fly if you could fly anywhere right now, and why?

Perspective icebreaker questions 

  1. What does success mean to you?
  2. What kind of business would you start if you could start any business?
  3. What is your ideal occupation?
  4. What would your friends say about you?
  5. What do your coworkers think of you?
  6. What advantages do you think you’d offer to the company?
  7. What changes would you make to our job description or job posting online?
  8. What changes would you make to our homepage or website?
  9. What motivates you to get out of bed in the morning and go to work?
  10. What is your favourite piece of furniture in your house?
  11. Would you rather go to the woods, the beach, or the city?
  12. What motivates you?
  13. What should I do to increase my earnings?
  14. Which phone model do you have?
  15. What kind of alien would you be?
  16. What do you think an alien’s name should be?
  17. What have you recently heard in the news?
  18. What is your favourite television show?
  19. What is your favourite internet activity?
  20. How can you make your children laugh?
  21. What kinds of artwork do you have in your house?
  22. What’s the most recent online quiz you’ve taken?
  23. In your home, what is your favourite odour?
  24. What methods do you use to de-stress?
  25. Which brand of shirt do you prefer?
  26. What’s the funniest Google search you’ve ever done?
  27. In the summer, what is your favourite activity? why?
  28. Who motivates you?
  29. What historical people have you been inspired by?
  30. What would you be if you could be any food, and why?
  31. Could you tell me about the most blunder you’ve ever made?
  32. Tell me about a teacher or other adult who had a significant influence on you when you were a kid.
  33. What advice would you give your adolescent self right now?
  34. When have you felt the most alone in your life?
  35. What is one memory from your life that you wish you could save forever?
  36. How has your life differed from your expectations?
  37. What do you want to be remembered for?
  38. Is there any advice you’d like to pass on to your great-great-grandchildren listening to this in 5 years? What would you like them to know about you?
  39. Is there anything you’ve never told me before that you’d like to tell me now?

Official icebreaker questions

  1. What was your most recent project?
  2. What are your current plans for research work?
  3. What project are you working on right now?
  4. What would be the subject of our first LinkedIn communication to one another?
  5. Which famous figure best exemplifies your workplace communication?
  6. How would you go about increasing staff engagement?
  7. What would you do if you had the ability to teleport?
  8. What would you put on your smartphone if you could only have one app?
  9. How would you instil a sense of humour in the workplace?
  10. Why is it vital to laugh at work?
  11. What is the best way for our managers to instil trust in us as employees?
  12. How would you advise each coworker to boost their self-esteem?
  13. How would you go about boosting your team’s confidence?
  14. How would you improve our workplace communication if you could?
  15. What can each of us do to improve our communication skills?
  16. Which planet would you choose to destroy if you had to blow it up in space?
  17. How would you change the layout of our office if you had to?
  18. What changes would you make to our project planning procedure?
  19. What’s your go-to icebreaker question when meeting someone for the first time?
  20. Where do you prefer to hold your meetings?
  21. What is your favourite aspect of working from home?
  22. What changes would you make to our pricing?
  23. What is your favourite customer use case?
  24. Regarding employment, there is one truth and one lie.
  25. What about our logo appeals to you?
  26. What kind of in-depth education should we get?
  27. How can we make our employee training more effective?
  28. Is there a particular specialist I should consult?
  29. What do you like best about our team?
  30. Would you rather ride a bike or drive a car if you could only ride for a mile?
  31. Which of these tests is your favourite?
  32. With which brand should we be competing?
  33. At work, what would be my moniker?
  34. What can we do to lower our energy consumption?
  35. What makes our marketing efforts so successful?
  36. I’ll ask you a random question, and you’ll have to tell me what you think the answer is.
  37. What about working here excites you the most?
  38. What is one unusual thing you’ve done in your profession that you never expected to do?
  39. What is the first thing you say to a new individual you meet at work, and why?
  40. Which common office task would you fail terribly at if it were transformed into an Olympic sport?
  41. What do you enjoy most about working here?
  42. On my first day of work, who should I speak with?
  43. What is the most recent project that your team has completed?
  44. What’s your go-to pick-me-up at the office?
  45. Who or what motivates you to do what you do here?
  46. In this interview, what advice would you provide to someone?
  47. What would you tell yourself if you were heading into this interview?

Deep icebreaker question

  1. What is your greatest remorse?
  2. What do you want to accomplish before you pass away?
  3. What would you do if you knew you’d die the next day?
  4. Describe your ideal day in your own words, not for the benefit of others.
  5. In this world, what makes you feel the most alive?
  6. In your life, what gives you hope?
  7. What’s the little thing you’re thankful for?
  8. Who has made the biggest difference in your life?
  9. Would you prefer to have a time machine that only goes back in time or one that only goes forward in time if you had one?
  10. Who would you tell first if something fantastic happened to you, and how do you think they’d react?
  11. What would you be if you were an inanimate object, and why?
  12. Where would you like to have grown up if you could go back in time?
  13. Which profession would you pick if you could be good at it without having to get the necessary degree or trade experience?
  14. What is something you’re bad at but wish you were good at?
  15. What is the quality in the person you despise that you admire the most?
  16. What advice would you give to a young child about life?
  17. What is your life most inspires you?
  18. What’s keeping you from doing the things you really want to do?
  19. How do you express your affection for another person?
  20. What is your favourite location on the planet?
  21. What are your core beliefs and why do you hold them?
  22. How do you feel about religion and spirituality?
  23. What is the one thing you’re most proud of that you’ve created?
  24. What was your most memorable year? Worst case scenario?
  25. What is one thing you want to be remembered for?
  26. What is your greatest non-academic, non-work achievement?
  27. What is your proudest academic or professional achievement?
  28. What has been your busiest day thus far in your life?
  29. What has been the most memorable day of your life so far?
  30. What has been the most difficult day of your life so far?
  31. What is one skill you have that people don’t expect you to have?
  32. What is the biggest significant difference between you and your parents?
  33. What is the biggest significant difference between you and your best friend?
  34. Which stereotype do you most closely resemble?
  35. What is one thing you’re proud of not having accomplished?
  36. What is challenging for you yet is simple for the majority of people?
  37. What is simple for you but tough for the majority of the population?
  38. What are some things you’re pleased you learned as a kid?
  39. Which would you choose if you could know when you’ll die or how you’ll die?
  40. What works of art have left an indelible mark on you?
  41. When you go grocery shopping locally, what do you buy?
  42. What would you be if you could be any star in space?
  43. What would you be if you could be on any planet in space?
  44. What is a hidden talent you possess?
  45. What do you want to do for a living?

Couple icebreaker questions

  1. What made you want to go on this date in the first place?
  2. What made you want to go out with me in the first place?
  3. What made you want to talk to me in the first place?
  4. In our first year of dating, where do you want us to travel to?
  5. Where would you go if you could go anywhere?
  6. What would you do if you could do anything in life?
  7. What is a hobby or a passion of yours?
  8. What do you expect from a man or a woman?
  9. What qualities do you seek in a partner?
  10. George Clooney or Brad Pitt, who would win in a fight?
  11. What would we make on our first date if we had to cook?
  12. What term would you choose to describe me thus far if you had to?
  13. Who in your life inspires you the most?
  14. Who motivates you to seek your dream job?
  15. Who motivates you to continue dating?

An icebreaker question that encourages collaboration and connectivity is ideal. Because they can be replied to quickly, these questions are excellent virtual icebreakers. 

The icebreaker activity should be done in a round table manner so that everyone can respond quickly. 

Play and enjoy!

About the Author

Sasha Aun
Sasha Aun
Hi, I am Sasha, a professional relationship expert, and a blogger. At Datinghelpguide, I write tips to create an attractive dating profile and guides on managing dating profiles on multiple apps.
×

Table of Contents