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"What are you really into right now?"
Opens with their current passion, not their resume.
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"What’s the best trip you’ve ever taken?"
Travel stories reveal values and personality fast.
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"Rule-follower or troublemaker as a kid?"
Playful, revealing, and an easy laugh.
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"What’s your ideal way to spend a day off?"
Tells you how they actually like to live.
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"What’s a small thing that always makes your day better?"
Sweet, low-stakes, and surprisingly telling.
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"What were you like in high school?"
A fun shortcut to who they used to be.
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"What’s something you’ve changed your mind about?"
Shows how they think, not just what they think.
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"What’s on your bucket list this year?"
Reveals what they’re excited about right now.
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"Who’s the most interesting person you know?"
Tells you what they admire in people.
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"What’s your comfort movie or show?"
An easy, warm question that always has an answer.
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"What’s a hobby you wish you had more time for?"
Opens up their off-hours self.
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"Beach person or mountains person?"
A light either/or that branches into more.
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"What’s the best meal you’ve had recently?"
Foodies light up — and it’s great date intel.
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"What’s something you’re weirdly good at?"
Invites a fun, humble brag.
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"What did you want to be growing up?"
Nostalgic and often hilarious.
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"What’s your idea of a perfect weekend?"
A window into how they recharge.
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"What’s a song you can’t skip?"
Music is identity — and an easy thread to pull.
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"What’s the last thing that made you laugh out loud?"
Reveals their sense of humor instantly.
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"What’s something you’re looking forward to?"
Ends on an optimistic, forward-looking note.
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"If you could be anywhere right now, where?"
Dreamy, open-ended, and easy to riff on.
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