How far beyond actual time together should a session go?

Charles Tudor, you are a gentleman. Nice to meet you. And, I bet your professional, friendly and gentlemanly attitude has been rewarded more than once with a lady who Chooses, as opposed to is Expected to, stay and enjoy one more glass of wine!

Thank you, but I think you're being more than generous. I just do guilt really well, and I think it's highly improper to take advantage of another person. While a couple of ladies have extended their time over the years, it is by no means a common occurrence, nor do I expect it to be. As far as wine is concerned, I'll lay it in if requested by the lady, but I don't partake before. At my age, I'm lucky to get it up at all, much less try to after impairing it with wine. lol

After a week I kick her out. lol

I think you did the right thing by cancelling the appointment. He's clearly controlling and possessive and as someone already said, waving money in your face is in extremely poor taste.