Year: 1998

In the late 1990s, Mariah Carey and Whitney Houston were two of the hottest solo singers in the industry. So, when they walked out to present the Best Male Video award at the same time in matching dresses, the audience was unable to stop clapping up their sexiness. Top that with Carey realizing they were in the same dress, and ripping the bottom half off to show off her gorgeous legs, then Houston following suit, and you have TV magic.