FASHION

Brooke Shields’s Best Style Moments: From ‘80s Power Dressing to Calvin Klein Denim

by Matthew Velasco

NEW YORK CITY - JULY 11:   Actress Brooke Shields attends the "Midnight Run" New York City Premiere ...
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From fashion ad campaigns to main screen film roles, the actress and model Brooke Shields has been in the spotlight for over four decades. Born in New York City, Shields began modeling before she even turned one and captured the world’s attention when she stared in the controversial 1978 film Pretty Baby. Two years later, Shields became the youngest model to appear on the cover of Vogue and later became the face of Calvin Klein Jeans in which she recited the infamous line: “You want to know what comes between me and my Calvins? Nothing.”

Throughout her career, Shields solidified herself as a style force and became synonymous with American beauty in the ‘80s and ‘90s. She frequently sported some of the country’s biggest designers like Klein as well as picks from European labels like Valentino and Yves Saint Laurent. Her all-American style includes staples like penny loafers, denim, and strong shouldered blazers for more casual occasions and elegant, lace-filled gowns for fancier appearances. In honor of the model, actress, and icon’s timeless style, take a look back at her best fashion moments over the years.

2024: Chita Rivera Awards

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As good as gold in a shimmery goddess gown at the 2024 Chita Rivera Awards.

2024: Mother of the Bride Screening

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Shields sizzled in a ruby red bandage dress for a Mother of the Bride screening.

2024: A Gentleman In Moscow Premiere

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Professor Shields anyone? For the A Gentleman In Moscow premiere, the timeless beauty went with a matching blazer and maxi skirt that she styled with geek chic glasses and sparkly loafers.

2023: Glamour Women of the Year Awards

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Shields packed on the shimmer for the 2023 Glamour Women of the Year Awards in a multi-color sequin number complete with an open backside.

2023: Tribeca Ball

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For the Tribeca Ball at the New York Academy of Art, Shields wore a black and white Marc Jacobs polka dot dress that she paired with a red clutch and coordinating lip.

2018: Met Gala

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Shields sported a billowing blue Zac Posen gown for the 2018 Met Gala.

2010: Met Gala

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Shields again wore an American designer for the Met Gala. This time, a gold sequined dress from Michael Kors.

2008: Emmy Awards

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The model and actress stunned in a ruffled pink number from Badgley Mischka.

2001: Met Gala

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Shields went all black for the 2001 Met Gala in a column dress that featured sheer lace sleeves.

1998: Golden Globes

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At the 1998 Golden Globes, Shields opted for an elegant sleeveless gown complete with a shawl. Nearly two decades later, her daughter Rowan wore the same dress for prom.

1997: Golden Globes

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Shields loves a coordinated look. Here, she wore an all black ensemble for the 1997 Golden Globe Awards.

1996: Los Angeles, California

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During a charity appearance, Shields sported a camel double breasted blazer that she belted at the waist and layered over a white button down.

1995: Planet Hollywood Grand Opening Celebration

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Slip dresses have seen a revival in recent years and Shields was one of the garment’s original proponents—here she wore a simple white lace dress.

1993: Nice, France

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Denim is a staple in many of Shields’ more casual looks. She wore a bedazzled button down with a white t-shirt and jeans while in Nice, France.

1992: Los Angeles, California

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At the Los Angeles airport, Shields kept is casual in an oversized fair isle sweater, deep red jeans, and black cowboy boots.

1990: Gala Italia Awards Dinner

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Ruffles were aplenty for Shields’ look during the 1990 Gala Italia Awards in New York City.

1989: Enemies: A Love Story Premiere

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For the premiere of Enemies: A Love Story, Shields opted for a black oversized trench coat that featured ruffled detailing at the lapel and cuffs.

1987: Television Academy Hall of Fame Induction Ceremony

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During a ceremony at the Television Academy Hall of Fame, Shields looked elegant in a black gown that featured a simple upper portion and a satin bottom half.

1986: Vamp Premiere

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At the Vamp premiere in New York, Shields wore a simple burnt orange mini dress that featured prominent shoulders and a draped cowl neckline.

1985: National Gallery of Art

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Shields wore an all white gown complete with elaborate lace detailing during an event at the National Gallery of Art in Washington, D.C.

1984: French Film Festival Opening

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Shields sported a cozy white fur coat during the French Film Festival opening in New York.

1983: Met Gala

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For the 1983 Met Gala themed "Yves Saint Laurent: 25 Years of Design," Shields wore a blue embroidered gown with strong sleeves.

1981: Wella Corporation Press Party

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The actress and model channeled Barbie for a 1981 appearance, wearing a pink and purple gown with a sheer bustier.

1979: Players Premiere

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At age 14, Shields attended the New York premiere of Players in a white silk slip dress.