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whenever I'm sad about something he jumps on it and tries to find some logical way to help me. If someone has hurt me (emotionally) he finds a way to express dislike for this person. There is this strong protective streak he has with me. I don't know ... he just seems eager to connect with me. More than a "friend" would do. If I mention that an actor or a musician is hot, he tends to get quite quiet. Although he doesn't seem to mind mentioning who he thinks is hot.
Good, he is reactive and caring
Asperger is something we get when we are born, these are very strong and common symptoms, nevertheless the emerging personality is altered by experience and there is no silver bullet here. So let me explain how I lived friendship with two girls: one I loved and one I didn't
The one I didn't. I was rational, funny and close but kept a "safe distance", so if you feel something of a rationalization with humor but which looks like some advice a parent would told you, it should cast some doubts
For the one I loved, I was too scared to destroy the friendship too, I was rational, funny and close, but because I was in love I just pushed some subtle connotations in the conversations. I was expecting she would bounce back on them.
So my advice would be: activate and resonate his feelings, talk and make him talk about feelings, say are feeling when he says something you like and ask him how did he came to tell what he just did, then slip a "love you" instead a good night.
After a couple of years, I said to myself, if she really was a friend to me, she would not bother if I told her I loved her and she did not.
Godspeed