Former MTV president Van Toffler had the history books on his mind when he asked Madonna to open the 2003 Video Music Awards. Toffler wanted to honor the VMAs’ nearly two-decade legacy with a callback ...

Twenty years ago this month, Madonna locked lips with Britney Spears, a hardworking cameraperson locked onto Justin Timberlake looking highly bothered, and history was made. The kiss between the two ...

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During the 2003 opening performance, Madonna kissed both Spears and Aguilera — as a way to pass the pop icon torch over to her two predecessors. But only Madonna’s smooch with Spears was really seen ...