85. Barack Obama
As a fashion craze, Barack-mania came to represent conformity more than a political stance, but any statement gets diluted once it makes it to a T-shirt. Sorry, Ché: Our generation has a new darling of mass-produced iconography.
LEADERS OF THE PACK:
Obey, UNDRCRWN, Commonwealth x Stüssy, Rocksmith, mad bootleggers worldwide