Yes to some extent YES most definitely ///although within reason... unless the guy is gay I don't see him knowing the difference between like high end designer and normal mall clothing...if that's what you're asking... at that point it doesn't make a diff.
Yes, I care about how the girl dresses. That she looks nice, puts effort in and has a style too her that she is confident in. I do not really care about brand or that stuff though. Awesome dress my the way.