Nice that it worked out but deception and playing games would be a huge red flag for me. Nothing about that instance in particular, it’s just that I’d always wonder “is this situation for real or another trick?”
Maybe the immediate followup fixes it. You were strangers then after all. And after eight years of course you know what you’re working with haha
Damnit now I’m just rambling to myself, carry on!
Smart servers just put the check and the card between the people if it’s not obvious who’s paying. I’m a great test case for this because my spouse and I both happen to have first names that could belong to a man or a woman.
It’s pretty much random which one of us pays because we pool our money anyway.
Often they drop the bill in the little book and we stick the card in the end of it and put it back on the end of the table, they come by, run the card and then come back….
you can see the fear in their eyes sometimes, like “oh shit. This could be either one of them… 50/50 chance I annoy the one who’s writing the tip”.
We’ve both worked service industry so we don’t care at all and tip well either way but it’s pretty funny to see the realization sometimes.
Oh and, if it’s two people on a date (not a boring old married couple like us eating dinner) and there’s only one bill… 9/10 it’s the guy paying.