Just sunglasses is ok but if you go over board with some hair color that isn't natural to you or any other creature outside of a tropical fish, you just like you're an attention deprived idiot running around saying "Look at me, Look at me!".

I was watching Vh1's the pick up artist because when i first heard about the show it showed a picture of the pick up "master" and the mfer wears a ski cap and flight googles upon which i knew for a fact that his "master" plan involves dressing like a total douche and some other obvious things. So far i'm right and i wish i would've had a bet going with someone.

Ok let's snap back from my severe cold induced distraction and go back on topic. They just do but only in some situations. If you're in a place where everyone else is wearing sunglasses (World Series of Poker,etc.) it makes you look like tool (unless the sun is brutal). "Oh you're wearing sunglasses too? How original and independent you must be" .

There's some situations where smoking a cigarette actually looks cooler than it really is but those don't happen much and only a few gifted people can pull it off. I think it has more to do with movies we've been brought up to see. When there's a movie and a guy's wearing shades he's either a total badass or completely lacking of any lame qualities. They never cast the nerd in shades and if they do its already after they've established to you that he's a nerd and it just makes him look worse.