Lil’ Kim
If there was a memo passed around Hollywood in 1999 that bejeweled nipple pasties didn’t count as an outfit accessory, someone definitely forgot to give rapper Lil’ Kim her copy. Strutting her lavender jumpsuit with the swagger of someone who DOESN’T have her breast out on full display on the MTV Music Video Awards red carpet, Lil’ Kim clearly wasn’t ashamed of showing off her toned physique. Our favorite part? Her matching hair, of course.