If I try to hold an appropriate sympathy face too long, I get damp in the eyes.
When I see strangers cry I think it's funny. If I can watch from a distance I will.
When people I'm acquainted/friends with cry I feign support. But to be honest I am not very good at it. A friend I used to live with a few years ago and who I still see often has a rule that I'm pretty much not allowed to talk if someone is going through personal distress. lol. I am pretty bad at it.
I.e Once this girl we know confessed her feelings to this man that she thought had mutual interest and rejected her (he did, it faded away). So I told her "well maybe you should have told him sooner" I saw nothing wrong with this. Maybe I'm just more aspie than I think...
When my family cries (especially my mother - I make her cry sometimes) I am totally uninterested and it's just annoying background noise.