Who Should Pay on the First Date?

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.


