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Casual questions to get to know someone

If you didn’t have to sleep, what would you do with the extra time?

What’s your favorite piece of clothing you own / owned?

What hobby would you get into if time and money weren’t an issue?

What would your perfect room look like?

How often do you play sports?

What fictional place would you most like to go?

What job would you be terrible at?

When was the last time you climbed a tree?

If you could turn any activity into an Olympic sport, what would you have a good chance at winning medal for?

What is the most annoying habit that other people have?