Daring questions to ask a group

For a group that can take it. These raise the stakes — confessions, rankings, and questions with a genuine risk of consequences. Read the room before you start.

49 daring questions to ask a group

No safe answers — go there. Showing 29 of 49.

• What would you do right now if it couldn't hurt you physically?
• What crime would you commit if you knew you'd get away with it?
• What memory would you delete if you could?
• Who would you call if you had 10 minutes left?
• What's the biggest lie you've ever told someone in this room?
• Who here owes someone an apology they've never given?
• What's a secret you've never told anyone here?
• What do you judge people for that you're also guilty of?
• What's the meanest thought you've had about someone here?
• What's the worst advice you've ever followed?
• What's the closest you've come to doing something you couldn't take back?
• Who in this group would you trust with a real secret?
• Who here do you think has the most secrets?
• What's a truth you've never said out loud?
• What's something that happened to you that you've never fully explained?
• Who here do you think has changed the most since you first met them?
• What's the wildest thing you've done that no one here knows about?
• What's something you know you should stop doing but won't?
• What's your biggest regret from the last year?
• If everyone had to answer one question honestly, what would you ask?
• What's the most impulsive thing you've done in the last six months?
• If you were offered $10k to delete all your social media for a year, would you take it?
• What's a bold fashion choice you've almost made but were too scared to?
• What's the most honest reason you've ever left a party early?
• If you could trade places with any person in this room for an hour, who would it be?
• What's a red flag you used to ignore that you'll never ignore again?
• What's something people assume about you that is completely wrong?
• If you could be a contestant on any game show, which one would you crush?
• What's the most adventurous food you've ever eaten?

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