35 of the Craziest Moments in VMA History

Published on 09/17/2017
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RuPaul and Milton Berle present an award

RuPaul and Milton Berle are two of the most famous cross dressers of all time — one for the ’90s and the other for the ’40s. Now the awkward pairing struggled through a set of missed jokes and poor chemistry in a moment that lives on in infamy.

RuPaul And Milton Berle Present An Award

RuPaul And Milton Berle Present An Award

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Rihanna performs ‘Disturbia’

To put it midley, Rihanna was undergoing a career transformation leading up to the 2008 VMAs. Rihanna was chosen to open the show and open it she did. That’s when Rihanna performed a thrilling rendition of ‘Disturbia’ amid a stage filled with zombies and massive props – what a show.

Rihanna Performs Disturbia

Rihanna Performs Disturbia

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