Feb. 18, 2026

Who Should Pay on the First Date?

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Who Should Pay on the First Date?
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Who pays on the first date — and why is this still such a loaded question?

In this episode of Brother Sister Whatever, Lisa & Josh break down the expectations, assumptions, and quiet math happening at the table when the bill arrives.

We talk about:

  • Why money still feels tied to gender roles

  • How independence changed dating expectations

  • Whether “splitting the bill” actually feels fair

  • When paying is about generosity… and when it’s about control

  • And why this conversation is never really about the money

There’s no rulebook — just a lot of unspoken expectations and awkward glances when the server comes back.

🎙️ Real sibling debate. No right answers. Just honest conversation.