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Some of these may have already been mentioned, and I'm focusing on fashion:
Thick winter boots worn with mini-skirts, in the summertime. (Much more forgiving of winter boots, wool tights, short skirts in the fall and winter months.)
Trucker caps. They are still being worn. Why?
Sweat pants with writing on the butt.
Skirts worn with pants. Choose one!
High-waisted panties, low-waisted pants.
Peasant attire. Are you a peasant, out gathering berries in fairy fields? Yes? Cool, then by all means, wear peasant attire. What is that? No? You've actually got a Lexus and a trust fund, and you're attending an Ivy League school? Then, please, if you must dress down, consider a t-shirt and jeans. Leave the flower power skirts, etc. to....actually, I'd really rather people just left them alone, entirely. Even the peasants.
Distressed jeans that cost $200+ dollars.
Close that are pre-wrinkled and sold for $100+.
T-shirts with holes in them sold for $45+. (I'm looking at you, Urban Outfitters! I really wanted that shirt with the owls on them, but it had HOLES. That t-shirt was halfway to the garbage can, you bastards!!!!)
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