I probably would have made fun of you a couple years ago given that choice on ensemble, well not to your face but I would have been like ew another fad emo kid.
But I have a cousin sort of falling into the same category I think you are kind of in. Everyone thinks he's gay, idk he might be, but he is 14 now and I realize how young that is and how pressured and/or stupid 14yo's can be.
What bugs me now are the 18yos going into college who STILL act this way and wear all the latest and coolest trends. It's kinda like um grow up. Unless you are super obsessed with fashion and plan on being a designer and reveling in that weirdness, I don't see the point in wearing all the latest and strangest fads. There are much more important things to worry about and "express" yourself through.