It’s one thing to wear a turtleneck every day, but strictly wearing black and white while keeping it interesting, takes skill. When none other than the equally stylish Big Boi of Outkast discovered singer Janelle Monáe in 2001, he was drawn to the old-school vibe she brought to her music, and clothes. Whether she’s draping a cape over a romantic collar, throwing in a jaunty hat, or wearing the perfectly tailored tuxedo, Monáe’s wardrobe has yet to disappoint, giving updates to classic outfits reminiscent of those worn by rockabilly stars of the past. It’s only a matter of time before Karl Lagerfeld makes her a face of Chanel, right? See all her best carpet and stage looks throughout the years, in our slideshow ahead.