Yes, I have had that happen. He is a very empathetic guy. It does not discourage me from being sad. If we see our T get sad because we are saying something and we try to make him feel better, that reveals a fruitful area to work on because we are probably doing similar with others in our lives. I respect my T's feeling sad in response to what he is hearing; I would not want to shut down the space we have created between us that allows that.