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What consistently leaves you disappointed...but you just keep trying?

What’s your biggest insecurity?

What life advice can just fuck off?

How many times a week do you wear the same pants?

What's the biggest misconception about you?

What’s the dumbest shit that never ceases to make you laugh?

What is a legal scam that is still happening this year?

What's your relationship dealbreaker?

If you could have a dinner party with any five people, living or dead, who would you invite and why?

When and where was your first kiss? Who was it with?

Have you ever pretended to not get a text to get out of doing something?

Would you date your high school crush today?

What's something you're glad your family doesn't know about you?

Share a fantasy that you’ve never shared with anyone before.

What's the dumbest rule your school ever enforced?

What is something that you actually remember being new technology, but is now obsolete?

When and where was your first kiss? Who was it with?

What's the weirdest lie you've ever told?

What would you want to see come out of giant birthday cakes?

What screams "rich asshole"?

When’s the last time you shared a toothbrush with someone else?

If you could have any celebrity join us tonight, who would it be and why?

Name your go-to karaoke song.

Who’s your hall pass?

Do you want to play this game with other people (offline)?