Deep questions to ask on a first date
It's a first date, so nobody wants a therapy session. These go one level past “so what do you do” — enough to find out how someone thinks without making it strange. Use one or two, not the whole list.
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20 deep questions to ask on a first date
The big questions worth sitting with. Showing 12 of 20.
- What three hours of your life would you choose to relive?
- What's the first thing you'd look for in a box of everything you've ever lost?
- What one thing about your future would you lock in if you could guarantee it?
- What question would you ask at the pearly gates?
- What year of your life would you live in forever if you had to pick?
- What would your younger self be most surprised by about your life now?
- What chapter title would you give this period of your life?
- When's the last time you felt completely like yourself?
- What's something you're scared to want?
- Who shaped who you are more than they probably know?
- What door did you close that you still think about?
- What would you do differently if you knew this was your last ordinary week?
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