Tupac and The Notorious B.I.G.’s Moms
The mothers of Tupac and the Notorious B.I.G came together to celebrate their slain sons at the 1999 VMAs. The women met onstage to present Jay-Z the award for Best Rap Video.
Although she was previously nominated 16 times, Britney Spears didn't win a moonman until 2008 when she won Best Pop Video, Best Female Artist and Video of the Year for "Piece of Me."
Justin Bieber became the youngest artist to take home a moonman when he won for Best New Artist in 2010. While we now know JB as a worldwide pop phenom, his "Baby" video was what put him on the map—bowl cut and all!
"And the winner is...some guy named Laurence Hill!" No, Laurence isn't a one-hit-wonder you forgot about—it's the name Paul McCartney accidentally gave Lauryn Hill at the 1999 VMAs. Ouch.
At the 1992 VMAs, Kurt Cobain spit on what he thought was Axl Rose's guitar after the two got into a fight backstage. He got the shock of his life when he realized the piano actually belonged to Elton John who used it to perform "November Rain."
Thanks to DMX being a dress rehearsal no-show for the second year in a row, Nelly got the opportunity to perform at the main event at the 1999 VMAs. We're sure Nelly appreciates your unreliability, DMX.
Shakira, Daddy Yankee, Don Omar and Tego Calderon performed in Spanish at the 2005 VMAs, marking the show's first-ever bilingual evening.
The VMAs were held for the first time in someplace other than Los Angeles or New York in 2004. Which city was the lucky one? Miami!
Not only was 2004 an iconic year for the VMAs' location, it was also the first time the show did not have a host!
Poison's Bret Michaels & C.C. DeVille got into a fist fight at the 1991 VMAs, which ultimately led to C.C. getting asked to leave the band.