Often, stars make headlines for the less risks they take at the Met Gala.
There have been a number of celebrities who attended the Met Ball but have fallen out of favour with Wintour for speaking about their experience at the gala dinner.
The MET Costume Institute Gala is the one place where the biggest names in fashion, the most influential industry insiders and the trendiest A-listers in Hollywood collide on the steps of New York's Metropolitan Museum of Art to show off their most creatively, over-the-top, and inspiring looks.
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Every year, the Metropolitan Museum of Art hosts the Costume Institute Gala - known colloquially as the Met Gala.
The Met Gala is the annual fundraiser for the Metropolitan Museum of Art's Costume Institute and is the most glittery and exclusive event on the NY fashion calendar.
Whether or not Rihanna will be at tonight's gala, a look back at her Met looks proves she will still be the queen to beat when it comes to interpreting Met Gala fashion in the most effortless but stunning way. For $30,000 a ticket, those who passed Wintour's approval can attend the $3.5 million event.
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Following last year's "Heavenly Bodies: Fashion and the Catholic Imagination" theme, which explored the history and influence of fashion within religious artworks, the 2019 Met Gala, hosted by Lady Gaga, will take a more outdoorsy approach with "Camp: Notes on Fashion".
The Camp Collection will be available in both The Met Store and online following Monday night's gala.
Vogue US editor Anna Wintour recent revealed in a "Go Ask Anna" video for the fashion magazine that she will never reveal how she choosing the guest list, but it seems it very easy to get kicked off the list.
Jaden Smith will do something bizarreJaden Smith at the 2018 and 2017 Met Gala.
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The Met Gala's theme for 2019 is camp - which means you can expect to see some wild looks.