The Rapper: Lil B
The Women's Clothing He Wore: When he shot a video for his song, "Got the Mack Loaded," back in October 2011, the Based God wore some ridiculously large women's earrings.
How Ridiculous Did It Look? Did he steal these out of his grandmother's jewelry box?! Technically, these aren't a piece of "clothing," but we couldn't leave these off the list.
Photo Credit: HipHopWired