Cindy Crawford | 58

Cindy Crawford lit up the 1990s as the ultimate supermodel, bringing her charm and that famous mole to redefine glam in the fashion scene. Riding high on collaborations with top-notch photographers and designers, she became the face of an era. Hosting MTV’s “House of Style” added a fun twist to her journey.

Outside the catwalk, she dipped her toes in acting and business, proving that the mother of model Kaia Gerber is not just a pretty face. As a beauty entrepreneur, Cindy established the Meaningful Beauty brand with Dr. Jean-Louis Sebagh in 2004, which must aid in her staying as flawless as she is.

Claudia Schiffer | 54

Claudia Schiffer, born in 1970, rose to international fame as a German supermodel in the early 1990s. Discovered at a Düsseldorf disco, she became Karl Lagerfeld’s muse and featured prominently in Chanel campaigns. Claudia’s iconic presence on over 1,000 magazine covers solidified her status as a 1990s fashion icon.

She also ventured into acting and business, contributing to her lasting legacy. Despite not winning major awards, her influential career garnered recognition. While Claudia remains an esteemed figure, her current focus on philanthropy and family overshadows the limelight. Today, she epitomizes grace, transitioning from the runway to a purposeful life beyond the flashbulbs.

Kate Moss | 50

Kate Moss, the British supermodel, soared to fame in the early 1990s, embodying the “heroin chic” aesthetic that revolutionized fashion. Discovered at 14, her ethereal beauty reshaped the industry, gracing countless magazine covers and runways. Collaborations with iconic photographers and designers defined her illustrious career, marked by both triumphs and controversies. Awards, notably the British Fashion Award, celebrated her contributions.

Kate navigated challenges with resilience, cementing her status as a cultural icon. Beyond her youth, she remains a force in the fashion realm, leveraging her brand for continued influence. While the passage of time is evident in her appearance, Kate’s enduring legacy transcends superficialities.

Christie Brinkley | 70

Christie Brinkley, born on February 2, 1954, is the radiant force who lit up the modeling scene, dazzling in Sports Illustrated Swimsuit Issues in the late 1970s and 1980s. With a CoverGirl contract that spanned an impressive 25 years, she became the face that launched a thousand smiles.

Also, Christie added star power to her resume, charming audiences in “National Lampoon’s Vacation.” Marrying music legend Billy Joel added a touch of melody to her life. Awards like the March of Dimes Humanitarian Award celebrate her heart of gold. Today, beyond the spotlight, Christie’s enduring elegance and charitable spirit continue to shine.

Elle Macpherson | 60

Elle Macpherson, a.k.a. “The Body,” sashayed into stardom in the rad 1980s and 1990s, dazzling us with her supermodel prowess. She strutted onto the scene with Sports Illustrated covers and rocked campaigns like a fashion superhero. Hosting “Fashion Star” and launching Elle Macpherson Intimates were her power moves.

Though major awards didn’t land on her shelf, her influence on the runway is a trophy in itself. In her golden age, she’s not just about looks—Elle’s all about wellness and rocking the entrepreneur game. So, if you’re wondering what she’s up to now, it’s more about living her best life than striking a pose!