From Jennifer Lopez’s iconic sheer Versace dress in 2000 to Britney Spears’ angelic Y2K look that same year, here are all the most audacious ensembles to have ever graced the Grammys red carpet.

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Bjork and her swan dress ... most shocking attire of her entire red carpet looks to date. In 1996, Edy Williams raised several eyebrows when she decided to walk the Oscars red carpet almost nude with ...

Often cited as one of the most iconic dresses in the history of the Oscars, this belted white floral dress - worn by Audrey Hepburn when she scooped the award for best actress for Roman Holiday ...

As Emily Ratajkowski stepped onto the Vanity Fair red carpet for the Oscars after ... was sporting her most daring look yet. The gown, described as the model's 'boldest look ever' by Vogue ...

Backless tops, see-through dresses, and neon outfits have all had their moment in the spotlight. Here's a look at those styles and some of the other boldest pieces ever worn at the prestigious event.

These are the boldest and most daring ... Vanity Fair Oscars after-party in an array of daring outfits, from dresses with sheer fabric to plunging necklines. Florence Pugh has worn see-through ...

Backless tops, see-through dresses, and neon outfits have all had their moment in the spotlight. Here's a look at those styles and some of the other boldest pieces ever worn at the prestigious event .