That's an interesting take.
I've always thought a lot about what I wear. In my youth, I used to mix styles and clothes up, cut, grow and dye my hair. I typically avoid heavily branded clothing, and I suppose that's because I don't want to create the impression that I think that brand has any usefulness; quality and style do.
The pressure to look like the person within the bounds of expectations is something that I resent a bit, and thoughtlessly supposed that was what Tyler was all about. I don't resent people for applying this pressure. It's not their fault. I resent the effort required to overcome the friction of breaking fashion expectations. It's more like resenting the weather because it's too hot to wear your favorite jacket. Brad Pitt is a handsome dude that looks good in just about everything, and I think that's part of the joke.
My wardrobe is simple, but it is purposeful. It's impossible to hate fashion, people just hate different kinds of it.