Even teen movies know that is what mediocre douchebags wear. It's an empty, unimaginative and stagnant aesthetic AND the mark of a date rapist, what's not to love? I don't stand for any philosophy that affirms "it is what it is"; if you're not at least a little bit revolted that things are what they are right now you can jump of a bridge, this should make things at least infinitesimally better for everyone else.
To be honest, arent you doing the exact same thing as all the things you expect to hear from a preppy wearing person? You are without a doubt an intelligent person so why all this?