Song: A$AP Rocky "Wassup"
Album: Live.Love.A$AP
Label: N/A

At 23 years old, A$AP Rocky's still coming into his own. To let him tell it, he's always been an individual and free-thinker. One of the aspects of Rocky's personality that contributed to his success in 2011 was how different his apparel choices were from the other rapping Harlemites that we're used to.

It seems Rocky has figured out that the more you stray from the norm, the more interesting you become. So it was only natural that the young rapper coupled his skill with an unusual flair for fashion, thus making his pockets a whole lot fatter this year. In hindsight, the line is pretty much the ambitious hipster's manifesto.