This is a little different in that in this case there were two people who work together vs me. P__ definitely would not have paid for herself. So that left me. And in business, people don't typically sit there nickel and diming the check. I think the question for me was, should I have made the gesture and said, can I pay for my own meal, and then I would have rounded up what I figured my part would be and offered it to him.
But I'm now satisfied with my offer of the next dinner.