Learning,
My T has NEVER commented on how I look, EVER. I would feel very uncomfortable if he did...........especially since sometimes I look like crap.

I don't deal with an eating disorder or body dysmorphia or anything like that. It might be different in those situations.
On a lighter note though.........once I wore sandals to therapy and the next week he did as well. I started noticing a pattern with that, it was kind of obvious he was trying to help me feel more at ease but I thought it was cute.