Well usually I don't really pay attention to her style if I barely know her but if you caught my eye I might say something like you have a nice sense of style or something of the nature. some guys might think you are out of their league possibly because you are so stylish
Still looking for that girl that can make sweatpants, an old shirt, undone hair, and makeup seem like that best thing in the world (I know its possible and has been done, I just can't find it u. u)
Anyways, I like the effort that is put into making yourself look nice. It shows you are fashionable, and if you were my girlfriend, you could teach me a thing or two. Only problem I would have with it is if it was used as a disguise to hide a insecure girl on the inside.
They are usually the best. Every person (that includes guys) should care about how they look. If the person doesn't give a sh*t then okay but they will most likely never attract anyone. But that's up to them.