Brooke Shields' Best Style Is Classic Americana Glamour

From fashion ad campaigns to main screen film roles, 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 included staples like penny loafers, denim, and strong shouldered blazers for more casual occasions and elegant, lace-filled gowns for fancier appearances.

Most recently, Shields was the subject of the 2023 Hulu documentary Pretty Baby: Brooke Shields. In the two part series, Shields opens up about the realties of child stardom and the ways in which she was sexualized as well as her complicated relationship with her mother Terri. The series is honest, reflective, and at times, uncomfortable—but it is also fully indicative of Shields’ strength and perseverance. Shields is a mother to two daughters Rowan and Grier who she shares with her husband Chris Henchy. To celebrate the model, actress, and icon's 58th birthday, take a look back at her best style moments over the years.

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.

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

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

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

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

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.

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

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

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.

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.

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

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

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.

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.

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

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

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

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

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

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