To tell you the truth I've never understood it either. It must just have something to do with esteem and wanting to find something on someone you find attractive that 1) either you can change on/in yourself to enhance your appearance, 2) hoping you find something negative to make you feel better about yourself. or 3) (and what I prefer) is trying to find something of interest to spark a conversation. I'm as guilty as anyone at commenting about pretty shoes or jacket or blouse but only really when it's obvious that it's something different. I also tend to look because I appreciate beauty, especially in women (read into it what you want) so sometimes I just look to admire.
"The Look" though is different and I don't recall consciously doing it after maybe 16 because at that age I realized there was no one better than me as a person and I wasn't better than anyone else. haha

wink wink!)
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