Donald Glover

"If you like strange, specific stuff—that's a nerd. Kanye West is a black nerd. He likes strange, specific stuff. If you go up to Kanye West and say, 'Hey, what are your favorite things?' He'll be like, 'Robots and teddy bears.' That's a nerd."

While his stand-up routines usually see him in a t-shirt or hoodie, he knows how to clean up when necessary. With appearances in a Band of Outsiders lookbook and an ad campaign for Puma, the two very different brands are the kind of style gamut that the young comedian runs with ease.