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10 fun conversation topics for a great first date

The piece recommends questions that reveal values, recent changes, and small turning points, in place of first-date small talk.

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  • Ask about a cheap purchase that mattered. It reveals taste more than budget does.
  • Beliefs someone dropped in the last few years say more about them than beliefs they’ve always held.
  • Small habits are framed as more effective than resolutions for improving a life.
  • The “look back at 80” question forces perspective while keeping the answer grounded in one concrete memory.
  • Embarrassing opinions and personal rules work as questions because they invite specificity.
  • Failure gets reframed as useful, a source of learning.