I think the most surprising thing she ever said to me was, "You're a pleasure to work with." No authority figure had ever said that to me before, certainly not a boss or a parent.

I had this exchange with T-2. We were talking about sex.
T-2: Does it ever not work? [Meaning: do you ever fail to get an erection?]
Me: Sometimes, when I'm angry or tired.
T-2: What a lovely man!

I think she found my frankness refreshing - also the fact that I didn't blame my wife!