Mariah Carey, 1997
Mariah Carey’s two-piece “revenge” look was widely regarded as one of the most shocking dresses of the 90s, despite the fact that it may not seem particularly controversial now. Carey paired her top with a long black skirt that fell to her ankles but featured a high side slit that ran the length of the skirt all the way to her hip, revealing her long, toned leg that had garnered a lot of attention. She finished off her look with a pair of black heeled sandals that looked like they belonged in the 90s.
Rose McGowan, 1998
Rose McGowan’s barely-there naked dress, which was also dubbed one of the most controversial looks of the 1990s, was reportedly a protest against Harvey Weinstein. She claimed it was a statement she made after being sexually assaulted. “I’ve never worn something like that before or since,” the actress said of the dress. “That was a political statement. Of course, there was no Twitter at the time or Instagram, no way to speak for yourself.”