The Poison Apple
Fiona Apple won a best new artist award in 1997 and promptly bit the hand that fed her. The then-20 year old called the entire industry "bullsh*t."
Boobies On Display
Prosthetic boobs and kissing cops shocked the crowd at the VMAs in 1998.
A Little Help From My Friends
Remember that time Diana Ross felt up Lil Kim on the stage in 1999? HOW CAN YOU FORGET?!
Rage Against the...Something...
Rage Against the Machine performed a set during which Tim Commerford scaled the set scaffolding and refused to come down. It was later revealed that his Tarzan impression was a Michael Moore-fueled stunt.
Macy Gray used her 2001 stint to promote her new album. It was creative, but a bit out there.
The Millenium Award That Wasn't
Britney Spears presented Michael Jackson with a 44th birthday cake during the 2002 VMAs and said he was the "artist of the millenium" TO HER. But MJ thought the styrofoam cake was a legit award and gave a thank you speech. For the award that wasn't. AWK-WARD.