Funny Icebreaker Questions

How to play

1. Draw a question and give the first person a minute. Answers can be a word or a story.
2. For big groups and video calls, pick Quick questions and go around fast; for small groups, try Medium or Deeper.
3. Anyone can pass. A good icebreaker never puts someone on the spot.

All 99 questions

1. If our team were a band, what would we be called
2. What's the strangest job title you've ever heard
3. What's a tiny workplace perk that would make your day
4. What's a word or phrase you know you overuse
5. What would be the title of the user manual for working with you
6. What's one thing on your to-do list that's been there way too long
7. What's the best name you've seen for a Wi-Fi network or a file
8. What's a hidden talent you'd bring to the office talent show
9. What's a piece of jargon from your field that outsiders find hilarious
10. What's the oddest thing you've ever had to explain to someone at work
11. Which fictional character would make the best coworker, and why
12. What's a work win you celebrated way harder than it deserved
13. What's the best view you've ever had from a place you worked
14. What's a job you've had that most people wouldn't guess
15. What's the best out-of-office message you've ever seen or written
16. What's a task you'd happily hand to a robot tomorrow
17. What's your ideal number of open browser tabs
18. What's the best name for a conference room you can think of
19. If our team had a mascot, what would it be
20. What's one tab you have open right now that you're willing to share
21. What's an email or message you'll never forget, for good or funny reasons
22. What's your most useless talent
23. What's a weird food combination you secretly love
24. If animals could talk, which one would be the rudest
25. What would your reality TV show be called
26. What's the most ridiculous thing you've ever bought that you still love
27. If you were a kitchen appliance, which one would you be
28. What's the strangest thing you've ever seen on a walk
29. If you could rename any animal, which one and what would you call it
30. What's a movie you could quote from start to finish
31. What's the silliest rule you've ever had to follow
32. If you had to put one condiment on everything for a year, which would it be
33. What would be the worst superpower to have
34. What's the best prize you've ever won, even if it was tiny
35. If you were a friendly ghost, what place would you haunt
36. What's the strangest compliment you've ever received
37. What's the funniest autocorrect mistake you've seen
38. What's the most overrated food
39. If you could ban one minor annoyance forever, what would it be
40. Which fictional world would you least want to live in
41. What's the worst gift you've ever received that you can laugh about now
42. What's something you believed for way too long before finding out it wasn't true
43. If you came with a warning label, what would it say
44. What's the corniest joke you know by heart
45. What's the most unusual thing in your fridge right now
46. What's the best name you've ever heard for a pet
47. What's a trend you'd bring back, and one you're glad is gone
48. What would your entrance music be
49. What's a sport that should exist but doesn't? Make up a rule
50. What's the most useless invention you can think of
51. If you were a font, which one would you be
52. What's a boring chore you secretly enjoy
53. What would your cooking show be called, and what's the signature dish
54. What's the most unexpected thing that has ever made you cry laughing
55. Describe your morning in three emoji
56. What's a silly hill you will happily die on (like whether a hot dog is a sandwich)
57. If your life had a laugh track, when would it play the loudest
58. What's the funniest misunderstanding you've been part of
59. Which cartoon character would make the best boss
60. What's a story your friends always ask you to tell
61. What's a hobby you got really into and then dropped
62. What's something you're secretly very competitive about
63. What's the last thing that made you laugh out loud
64. What's your go-to karaoke song, even if you'd never actually sing it
65. What's a game you were really good at as a kid
66. What's a fictional place you'd love to visit
67. What's a random fact you love telling people
68. What's a nickname you've had (that you don't mind sharing), and how did you get it
69. What's an everyday thing you think is wildly underrated
70. What do you think people 100 years from now will find funny about how we live today
71. What's a movie or book ending you'd rewrite, and how
72. What's the most memorable meal you've ever cooked, or tried to
73. What's a skill you had as a kid that you've completely lost
74. If you could have any animal as a sidekick, which would you choose
75. If you could invent a brand-new holiday, what would it celebrate
76. What would you name a new planet
77. If you could invent a new ice cream flavor, what would be in it
78. If you could live inside any cartoon, book, or game for a day, which would you pick
79. If you could ask an animal one question, what would you ask
80. If you were in charge of the school for a day, what would you change
81. If you shrank to the size of an ant, where would you go exploring
82. If you had a robot helper, what job would you give it first
83. What's the funniest thing you've ever seen an animal do
84. If you had a giant wall to paint, what would you paint on it
85. If you had a treehouse, what would be inside it
86. What's the best field trip you've been on, or one you'd love to go on
87. What's a game you made up
88. If you got to be the teacher for a day, what would you teach
89. If your shoes could talk, what would they say
90. What would you name a dragon
91. If you could combine two animals, what would you make
92. If you could make any toy come to life, which one would it be
93. If you could grow anything in a garden, even things that don't exist, what would you grow
94. If you could have a pet dinosaur, which kind would you pick
95. What would your superhero name be
96. If you could teleport one thing to your desk right now, what would it be
97. What's a holiday food you'd happily skip forever
98. If you had to decorate a whole street for the holidays, what would your theme be
99. What's a holiday memory that still makes you laugh

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