OK-- here is my take on it.... and just for some info- I've been told that for a female--
I think very much like a male!

I take the whole thing as your T. meaning that he could show an emotion to you- "hurt", and you responded to it--- as a sign that you are able now, to accept and see others emotions. that it's not all about you anymore-- others can show you emotions and you will be OK.
-- and that him showing an emotion was not an infatuation connection-- but him getting a chance to use some tools in order to go towards his goal-- you healing. (- I see things as -- EVERYONE has a motive-- and then I've figured what his motive is-- and that seems to me from what you've shared-- that his motive is for you to move forward in your ability to handle others emotions)

I see here, a therapist using his knowledge/experience to help his client in getting the goal that he is steering towards......

--- hope I don't sound cold or impersonal-- I probably do though-- that's the way people seem to understand me-- sorry if that's the case-- it's not meant to be hurtful.... (just worry about others getting hurt as things don't evolve the way they imagined they might-- this might be my protective mode kicking in from my own past injuries )

mandy