Lyric discussion by freespiritedartist 

Cover art for Kaplan/Thornhill lyrics by Something For Kate

this is a beautiful song. I was listening to it as I was driving home late one night and the wind was blowing like crazy. I was being honked at by a strange car and I had no idea who it is, I thought it was a crazy person and it was actually someone I knew.

Anyway I think the meaning has something to do with treating types of people differently when you've had past experience with similar people.... second guessing them, thinking you know what they're like when you really don't, and you're not really sure about them in general but you decide to take the chance to get to know them anyway.

Even though your opinion of them is constantly changing, you keep having to go back to them to relate... having learned from past mistakes, you treat the situation differently in the current scenario. Maybe the person involved acts as a trigger in some way, reminding you of something you'd rather forget.

It may also be about seeing yourself in another person, and finding them intriguing and complex, I don't know. It's very late and I could do a better reading of this some other time. :S