44. Lou Reed
Band: The Velvet Underground; Lou Reed
When you think of The Velvet Underground, you probably associate frontman Lou Reed with the classically cool sunglasses he's rarely seen without. That's pretty much the most memorable thing about his style-at least, the positive thing. It's been pointed out that dude never really learned how a leather jacket should fit. Punk greats like Sid Vicious and The Ramones looked awesome in theirs, Reed's often looked a couple of sizes too big, but like a true rock star, he pulled it off with aplomb.