[Ah, she was the same type of person then. That much had become clear. He wanted to say it was alright to say whatever it was she seemed so close to saying, but at the same time he didn’t want to push for something she might not really be willing to share. That wouldn’t be polite. ]

It is a difficult thing for me to do too, talk about things like that. I don’t like for people to worry about me. Maybe it is the same for you?

[Maybe that would give the lady enough of an opening to share what she wanted to say without being too pushy. ]