You seem to be assuming that I jumped right to the hair. I'm not home right now, otherwise I would upload the original without the hair. Remember that the hair was simply pasted on. I made sure the head was correct before doing so. I'm pretty anal about these things myself

It looks strange because I guess
a. the hair is low, though this doesn't necessarily have anything to do with the hairline
b. the hair wasn't "made" for the head, if that makes any sense.
I appreciate all the constructive criticism you give though, not only in this thread, but pretty much on this entire site. I think the major problem here is that I was lazy and should have just constructed the hair from scratch, as opposed to pasting it on.
I was once told that the way a person draws a face from memory is the way their own face is assimilated. Looking in the mirror, I have a wide, heart shaped face, with a slightly pointed nose. I've actually noticed that's the way I draw my faces as well. Perhaps the same applies to the way you draw faces, and to which you are inherently drawn. For example, in that last image you posted, I find that head to be rather strange, since it's so long and oval, whereas mine (at least it looks to me) more round.