5. Missy Elliott
There’s one thing that is often forgotten about the VMA performance when Madonna kissed Britney Spears and Christina Aguilera – it’s that Missy Elliott also came out on stage and performed with the girls! She was viewed as the officiator of the “ceremony.” At the time, many people joked that she should have gotten in on the action. When asked why she didn’t join in, Missy Elliott reportedly acted aghast at the notion. She was quickly forgotten as she was overshadowed. But fast forward several years, and Missy Elliott came out as a lesbian, and even married a woman.
Suddenly, her presence during the performance didn’t seem so innocuous anymore. And those with good memories will recall that Madonna and Missy Elliott appeared alongside one another in a Gap commercial the same year as the VMA show. They danced together, bumped butts, and were hanging all over one another. They even collaborated on Madonna’s song “Hollywood.” At the time it seemed like a really odd pairing, but now the pieces seem to be falling into place… While we don’t know if the two were friends with benefits or not, it’s a safe bet.
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