Julia Roberts's Most Memorable Red Carpet Moments

When you think of Julia Roberts, you think America's sweetheart, that toothy smile, that heap of hair, Pretty Woman . . . but you likely wouldn't have thought to call her a fashion icon. Still, over the past several decades, the actress has taken her share of risks on the red carpet and has had a handful of looks that will undoubtedly go down in history. We looked back at her sartorial journey — from her clean, crisp take on menswear to an obsession with black-and-white motifs to her more recent turn toward playful frocks — and found her 10 most memorable offscreen style moments.

1990 Golden Globe Awards
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1990 Golden Globe Awards

Only America's sweetheart could still look adorably feminine in a gender-bending, oversize Giorgio Armani suit, which she reportedly bought off the rack.

1991 Rush Premiere
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1991 Rush Premiere

Her menswear-inspired style continued with this lavender double-breasted outfit, which was a cross between a large tailored blazer and a minidress.

1997 Conspiracy Theory Premiere
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1997 Conspiracy Theory Premiere

When she wasn't blurring fashion lines with shoulder pads and suits, she stuck to her other style signature: the little black dress. This one, by Dolce & Gabbana, was a sexy take for the young star.

1998 Stepmom Premiere
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1998 Stepmom Premiere

There are few women who can pull off pink satin, and Roberts is one of them.

1999 Runaway Bride Premiere
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1999 Runaway Bride Premiere

The star even added a touch of pale pink to her classic strapless Calvin Klein LBD.

1999 Notting Hill Premiere
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1999 Notting Hill Premiere

By this point, Roberts had achieved true superstar status, and this bright red Vivienne Tam sheath was an understated look to wear to a major premiere. Still, it was a statement-making moment, not just because of the pop of color but because she revealed unshaven armpits — a look that made global news.

2001 Academy Awards
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2001 Academy Awards

Her Oscar win in a dramatic velvet vintage Valentino column dress — from the designer's 1982 collection — wasn't just the most iconic red carpet moment for the actress herself, but it was perhaps one of the most memorable dresses of all time.

2004 Academy Awards
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2004 Academy Awards

Roberts cocreated this figure-flattering champagne gown with her go-to designer Giorgio Armani. Fun fact: the center brooch wasn't a multimillion-dollar diamond accessory but a simple costume pin.

2008 Metropolitan Museum of Art Costume Institute Gala
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2008 Metropolitan Museum of Art Costume Institute Gala

As a cohost of the "Superheroes: Fashion and Fantasy" Met Gala, the star gave a subtle nod to the theme in a sparkling, beaded silver gown from Armani Privé, with Giorgio serving as her escort.

2014 Golden Globe Awards
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2014 Golden Globe Awards

Some believed it was an homage to her famed Valentino moment, and others thought the Dolce & Gabbana gown-shirt mashup was confusing, but regardless, the look had everyone talking.