Fascinating question (as well as a fascinating chess-dream). Yes, I've had at least three dreams with an appearance by my therapist.

The most vivid of them is actually a recurring nightmare. It usually involves either my mother or my sister, but one night, it was my therapist. The general plot is that I'm having a conversation with the person, and it gets derailed in a dark, frightening way. I always wake up rather shaken.

I woke up from this dream that had suddenly taken place in my therapist's office with my therapist herself, much more distraught than I usually am when I wake up from the dream involving other people. It was especially odd because I hadn't seen her in months (I was at college out of state). It's bizarre, but I believe she was functioning as a shadow-figure of myself.