Questions for old friends

Old friendships can coast on shared history forever — but the best ones keep finding new ground. These cards go past catching up and into the conversations you somehow never had.

Perfect for a long dinner, a road trip, or the friend you only see twice a year.

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Old friends

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All questions in this deck

What's a memory of us that still makes you laugh out loud?
What did you think of me when we first met — honestly?
What's something you've never told me because it never came up?
If we started a terrible business together, what would it be?
What's a way I've changed since we met that you like?
What's the best advice I've ever ignored from you?
Which era of our friendship would you time-travel back to?
What's something you're dealing with right now that I don't know about?
What do you think we'll be doing together at seventy?
What's a risk you're glad one of us talked the other into?
When did you know we'd actually stay friends?
What's something we should do together before the year ends?

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Deeper questions for the person who already knows your coffee order.

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Lighter icebreakers for dates one through ten.

For your kids

Better than “how was school?” — questions kids actually answer.

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Draw out the stories while they can still be told.