True, I agree with Mandy, your xh is testing the waters in many aspects, i.e., men in your life, what you are doing w/your life, how life is treating you and wanting a reaction to his comment about getting old and you taking care of him. Now, the last comment made me laugh.
I'm sorry about the date, but it's good that you have kept notes. He's a con man and some of them do this. Keep moving forward!
Sit quietly, the answers will reveal themselves when you least expect them to. The past is gone, the present is a gift and you need to focus on today, allow the future to reveal itself when it is ready.