2. Britney Spears, 2001
"I'm A Slave 4 U"
All sexy and grown-up, Britney busted out in a big way at the 2001 VMAs, channeling the sauna vibe of her "I'm A Slave 4 U" video with a jungle-themed performance. Coincidentally, she also channeled the very un-sexy Jack Hanna, sauntering around with a bright yellow boa constrictor around her neck.
4. Madonna, Britney Spears, Christina Aguilera; 2003
"Like A Virgin"/"Hollywood"
The Madonna-Britney kiss! Could we talk about anything else the day after the 2003 VMAs? And poor Christina, the camera cutting away as her and Madge lip-locked. The memorable medley kicked off with Britney and Christina Aguilera paying homage to Madonna's infamous "Like a Virgin" performance at the 1984 VMAs, topped off with Madonna -- dressed as a groom -- performing "Hollywood." But let's be real, the kiss was all that really mattered to the masses.