The Most Iconic Moments in Eyewear

Some of our most beloved fashion muses have made sunglasses a key part of their signature style—why not borrow from their go-to looks? Here are 13 of our favorites, plus the modern-day styles you can buy now.

Cat-eye. Aviator. Wayfarer. For every beloved sunglasses style, there's a style icon who launched it into popularity and a pop cultural moment that made it unforgettable. So, when searching for a new pair of shades, there are plenty of places to turn to for some serious inspiration.

Take your cues from these stars and give their sunglasses style a go yourself.

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Diane Keaton in "Annie Hall" (1977)

Effortlessly eccentric, Annie Hall remains a style icon for cool girls everywhere. Diane Keaton's round, peach-colored glasses topped off her menswear-inspired look to create the perfect late-'70s ensemble.

Contrast-Trim Round Sunglasses, $8,
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Jon Cryer in "Pretty in Pink" (1986)

Raise your hand if you're still bitter that Andie and Duckie didn't end up together. Jon Cryer's round sunglasses complemented his edgy '80s style, making him a trendsetter for decades to come.

'P-3' 49mm Polarized Sunglasses by Randolph Engineering, $209,
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Audrey Hepburn in "Breakfast at Tiffany's" (1961)

Holly Golightly, the original Manic Pixie Dream Girl, knew how to accessorize. While the character may be best known for her popularization of the little black dress, her oversized Oliver Goldsmith sunglasses are what give her next-level glamour—and, since the exact same style are still available from the brand today, that can be yours, too.

Oliver Goldsmith Manhattan, $440,
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Sue Lyon in "Lolita" (1962)

No matter how you feel about Nabokov's controversial novel, the 1962 film version of Lolita is a visual testament to mid-century Americana. Who could forget the image of Dolores Haze peeking over her heart-shaped sunnies on the movie poster?

Cherry Red Lolita Love Retro Heart Sunglasses, $18,
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Françoise Hardy (1966)

By default, we always look to 1960s Paris for cues on all things cool. Singer Françoise Hardy has always known how to use accessories to give her breezy French girl style a mod edge—her statement-making geometric sunglasses are no exception.

Bryant Sunglasses by Elizabeth and James, $185,
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Jacqueline Kennedy Onassis (1971)

Even after her days in the White House, Jackie Kennedy wore her oversize sunglasses for an enigmatic yet sophisticated appearance, proving that an air of mystery is a good look for everyone.

Sunglasses by Prada, $300,
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Elvis Presley (1973)

This king didn't need a crown—his trademark gold aviators worked just as well. Today, they add an instant dose of rock 'n' roll to any ordinary outfit.

60mm Aviator Glasses by Tom Ford, $390,
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Tom Cruise in "Risky Business" (1983)

Today, Ray-Ban's Wayfarers are ubiquitous, but they were nearly discontinued in 1981, having declined in popularity since since their launch in 1952. To save the style, Ray-Ban signed a five-year deal in 1982 with Unique Product Placement to include the shades in approximately 300 movies and TV shows. It worked.

Wayfarer, $150,
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Susan Sarandon in "Thelma & Louise" (1991)

Cat-eye glasses: the greatest accessory for a wickedly adventurous trip with your BFF.

'Kitti' Cat-Eye Sunglasses by Quay Australia, $50,
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Kurt Cobain (1993)

The Nirvana frontman was not afraid to try some eclectic looks on for size. His penchant for bug-eyed sunglasses in the early '90s is a case in point.

Wide-Rimmed Round Sunglasses, $14,
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