The Rapper: Young Thug
The Women's Clothing He Wore: Back in March, the Atlanta rapper admitted that the leopard-print "shirt" that he had been photographed in earlier this year was actually a girl's dress.
How Ridiculous Did It Look? We don't know what was more ridiculous—that he wore the dress as a shirt or that, after admitting that it was a dress, he said that he thought other rappers were going to start wearing dresses as shirts, too.
Photo Credit: Bossip