I only heard the term "intellectual empathy" for the first time when reading this thread. Thanks @jsilver256 it fits. It describes me well. I grew up in one of those rough places at the lower end of the socio-economic ladder and I had to learn at a very early age how to try and judge what other people were thinking and feeling.Somewhere I read that autistic people can't feel compassion either. But I think that's false.
I think it depends of the circumstances.
I can feel lots of compassion for animals and anyone I see as defenceless. Other people, that I don't empathise with, might be crying their eyes out next to me and I know I should feel sorrow for them but don't.
I got good at it, as long as there's not too much other noise around and I can hear properly I'm a very good communicator. I'm very sensitive to other people's emotions and subtle nuances of language and can quite often steer conversations in directions that I want them to go and get people agreeing with me. In short, I can be a good con man when I want to be.
As sensitive as I am to other people's emotions though, how I react to that is an intellectual decision. In much the same way as most of my facial expressions and body language can be described as a mask, so too is my empathy. I know what other people are feeling most of the time but I don't feel it, I just have a very good understanding of it and know lots of different ways to respond.
I was always very quick with witty responses in conversations too, getting people to smile is a good way to get them on side, but as good as I am my mouth often gets the better of me too. I have a tendency to be a bit too honest at times.