BROOKE SHIELDS FOR CALVIN KLEIN, 1981
When Shields, just 16 years old at the time, made the breathy confessionthat “nothing” came between her and her Calvins, she probably had no clue that her slogan would go down in history as one of the most recognizable (and sexiest) campaigns in fashion history.
CINDY CRAWFORD FOR PEPSI, 1992
We know, this campaign technically has nothing to do with fashion (aside from the fact that it stars the ultimate American supermodel Cindy Crawford), but this look — Crawford’s tight white bodysuit and high-waisted denim — has been referenced so many times by designers, editors, stylists and photographers that we’d be remiss not to include it. Also, the fact thatwomen all over are flocking to vintage denim this season is a true testament to how classic this style is.
KATE MOSS AND MARKY MARK FOR CALVIN KLEIN, 1992
This memorable Calvin Klein ad from the early ’90s, featuring bad boy Marky Mark and a teenaged Kate Moss, is extra relevant right now, as the brand seems to be going for a similar aesthetic — with Justin Bieber, Lara Stone and Kendall Jenner baring their skivvies to attract younger consumers. A couple of years ago, Moss admitted that this shoot nearly caused her to have a nervous breakdown, but it sure did help to make her internationally famous.
DONNA KARAN, 1992
This groundbreaking, editorial-like campaign was the first to depict a woman on the campaign trail for president and included the slogan “in women we trust” on its closing page.
ANNA NICOLE SMITH FOR GUESS, 1993
While Anna Nicole Smith was not the first Guess girl, she’s one of the most memorable. The late model’s work for the denim brand helped skyrocket her to stardom and yielded one of the most iconic ad campaigns of all time. Guess has helped launch the careers of countless women — from Claudia Schiffer to Kate Upton to Gigi Hadid — and working with the American brand is still considered to be one of the most prestigious bookings out there.
BRIDGET HALL FOR POLO RALPH LAUREN, 1996
For over three decades, Ralph Lauren’s ads have painted an aspirational picture of American life. From the classic, well-tailored clothing to the focus on sport (sailing, horseback riding and fishing, for instance) and travel, the brand’s campaigns haven’t changed much over the years. They still focus on a well-bred, preppy and monied customer who’s after the dream he’s selling. White picket fence not included.
THE GAP, THE 1990S
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