This discussion sort of reminds me of the film 'The Princess Diaries' when Mia has to debate supporting the school having uniforms. I could understand what she was saying, because it would have been easier for the kids who were not always rich. Of course, most people would have to realize that the parents would have had to shell out the money for the uniforms anyway, so it's a huge catch 22.
I had to dress in outdated handmedowns when I was in school, and got unmercifully teased about it. The most humiliating was at Christmas one year when my cousin comes up to me and says 'that outfit used to be mine' in front of everyone. I wanted to die right there on the spot. I wasn't big on being cool, but it would have been easier for me if I had not been from a single parent family and going to school in a 'rich' district.
My nickname back then was 'flower child' as I was into the sixties (even though it was the 80's), and I was left to create my own individual style in high school. After my Freshman year, people grew out of teasing me (thankfully), and more people started to respect the fact that first and foremost, I was an individual.
Today, I can only shake my head at the whole superficial thing of being in style and popular. I was glad that I was what I was, and that creating my own style gave way to other facets of creative expression.