Ha.
I'm sure if given enough time I can think of some of the funny ones, but in typical impulsive fashion I feel compelled to post whatever comes to mind at the moment
"Have you ever tried meditation/relaxation techniques? Do those work for you?"=== I usually respond to that one with a deadpan because he knows better
"Slow down."

==Common statement for me, the ADHD wonder kid
"Breathe. Take deep breaths." Then he usually offers me caffeine drinks LOL
"Where are you right now?" Like really T? I think I'm in your office...
"Have you read that book? How about that one?"== Often T asks me about the books he has on his own shelves (massive collection) because he knows I'm well read and I think wants to know how much I understand about the human psyche so he can relate it back to my own personal feelings and experiences (so I can make sense of myself really)
Sometimes he asks me the questions about depression and suicide, but I think that's a legal requirement or something (I'm not usually ever suicidal and I'm not into self harm or anything like that, so those questions make me wonder what he knows about me that I don't). I do have some sort of depression sometimes, but I don't know how deep that goes...