What are some hilarious icebreaker questions?

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Expert Comments

05/13/25 5:06pm
Funny icebreakers are perfect for lightening the mood and getting some good convos going! Here are some hilarious icebreaker questions to try out:
  • If you could invent a new holiday, what would it celebrate?
  • What’s the strangest or most adventurous food you’ve ever eaten?
  • If you could switch places with a fictional character, who would it be and why?
  • What’s your most embarrassing childhood memory?
  • If you had to do a karaoke performance right now, what song would you pick?
  • What’s your wackiest vacation story?
  • If your life was a movie, what genre would it be?
  • What’s your most surprising hidden talent?
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wikiHow Expert
Jonathan Wells
Games Expert
07/09/25 9:33pm
One of the icebreaker games we always played was called Arrange Me . If you're sitting in a row of chairs at an event, then you would arrange yourself from left to right based on a prompt. For example, arrange yourself:
  • from shortest to tallest
  • alphabetically by your middle name’s first initial
  • by your birth year


There are a lot of different Arrange Me's, and it is a big crowd game for us. We've done it so many places, and they always seem to enjoy it because even if they work with them, they've never played something like that before, and they're having to ask those questions that they never really thought to ask before. It's a lot of fun, and it's a no-prep game. As long as you have a list of things you're going to ask, there's no prep involved. So, just throw that list on your notes app so you always have it on your phone, and you're good to go.
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