Disclaimer : This is just my personal opinion and I'm terribly unfashionable!
"Distressed" jeans can be cool with the right look (Hint : A brand new polo shirt with the collar up is NOT it) - but they have to be naturally worn in. Fake just looks fake. Ripped makes me think 80's redneck.
What got me laughing was the fashion a few years ago, with jeans that looked like they had bleach stains down the front. Huge patches of yellow on new denim, in places where they normally wouldn't wear? Looks like somebody has had an accident.
Fake orange tan and bleached white hair. Looks stupid on girls, looks worse on guys. The only upshot - the hilarity of nightclubs resembling Willy Wonka's employee break room.
I have a pet hate for those (possibly 80's throwback) neon plastic aviators with the slats instead of lenses. Tacky, obscure vision, and offer absolutely NO UV protection? Why are we wasting our finite natural resources manufacturing useless crap this?
I can understand them being worn by young kids, but seriously - if you're wearing these and you're over 12 - you look like an idiot. Doubly so if you're male.
"Retro" shirts worn by people too young to remember the game / show / whatever on 'em. Unless you've seen it / played it, you're being a poser.
And finally - the whole young douchebag guy look. The type with scraggy unkempt collar length hair, scrawny and pasty white, wife beater singlet, eye burningly bright polyester board shorts, trucker cap at a stupid angle with a pin straight brim pointed skyward, and wearing a permanent mouth half open expression of complete and utter mental vacancy.
I'd like to hit these people across the back of the head with a lump of wood, but they walk around looking like some else has already beaten me to it

.
I think I'm getting old

.