So You Wanna Date Like Kate? The Best ’90s Supermodel-Inspired Looks to Make It Happen

90s

90s

Photo: Getty Images

When ’90s supermodel, singer, and France first lady Carla Bruni was questioned in a 2007 interview about her stance on monogamy, she famously grew indignant. Her love life before her marriage to then-President Francois Sarkozy was the stuff of fashion world folklore. Eric Clapton, Mick Jagger, and even Donald Trump were just a few of the suitors Bruni had left in the dust, leaving many to believe she wasn’t the type to settle down. “I am a tamer [of men], a cat, an Italian—monogamy bores me terribly,” she replied. “I am faithful…to myself! I am monogamous from time to time but I prefer polygamy and polyandry.” The world balked at Bruni’s bold and frank philosophy on sex and relationships, but it wasn’t as if she was alone.

Yes, her supermodel sistren—Kate! Naomi! Linda! Cindy! Claudia!—were unstoppable when it came to men, just like her. Super beauties with super powers, they beguiled men of influence—from boxers, to rock stars, to actors, to Russian billionaires. Between trashing hotel rooms, drawing champagne-filled baths, jetting off to far-flung locales, and posing in suggestive ads with their significant others, ’90s supermodels loved hard and fast before moving on to other conquests. And while reckless at times (please see: the aforementioned trashing of hotel rooms), they made dating on the edge look damn good.

Never ones to hide their best assets, these sex kittens smoldered in curve-enhancing minidresses and barely-there bra tops, leaving their lovers defenseless to their wiles. Flirting with disaster, the supers used a bold and bodacious approach that practically made date night headline news. So this weekend, why not take a page from Kate Moss’s book and meet your date in a Fleur du Mal bias slip dress for an evening of unruly hijinx? Tap into your inner bombshell by zipping up Givenchy’s leg-lengthening leather miniskirt and have bae falling head over heels. Or just grab all your equally genetically blessed girlfriends for a night of dancing and debauchery in the model-off-duty uniform: a shrunken H&M cardigan, Acne Studios cropped jeans, and patent leather Vagabond Chelsea boots.

90s

90s

Photo: Getty Images
date night

date night

Photo: (Clockwise from top left) Courtesy of farfetch.com; Courtesy of net-a-porter.com; Courtesy of areyouami.com; Courtesy of hsn.com; Courtesy of Selfridges Co; Courtesy of freepeople.com; Courtesy of farfetch.com
90s

90s

Photo: Getty Images
90s

90s

Photo: (Clockwise from top left) Courtesy of thehut.com; Courtesy of Matches Fashion; Courtesy of farfetch.com; Courtesy of farfetch.com; Courtesy of Saks Fifth Avenue
90s

90s

Photo: Getty Images
90s

90s

Photo: (Clockwise from top left) Courtesy of Topshop; Courtesy of Forever 21; Courtesy of mytheresa.com; Courtesy of modaoperandi.com
90s

90s

Photo: Getty Images
Image may contain Clothing Apparel and Skirt
La Perla Leisuring top, $1,175, laperla.com; Whiting Davis Heritage-Poiret mesh clutch, $350, nordstrom.com; Gucci embellished metallic brocade miniskirt, $2,650, net-a-porter.com; Manolo Blahnik Gori metallic swirly suede sandal in gold, $895, bergdorfgoodman.comPhoto: (Clockwise from top left) Courtesy of laperla.com; Courtesy of nordstrom.com; Courtesy of net-a-porter.com; Courtesy of Bergdorf Goodman
90s

90s

Photo: Getty Images
Image may contain Clothing Apparel Purse Handbag Accessories Accessory Bag and Coat
Sandy Liang leather and shearling biker jacket, $2,999,stylebop.com; Hartagerty cornflower blue fatties earrings, $48, hartagerty.com; Manoush cable-knit ruffled jumper, $348, farfetch.com; Paco Rabanne drawstring bucket bag, $1,090, farfetch.com; Miu Miu embellished PU miniskirt, $1,522, theoutnet.com; M Missoni lace booties, $595, luxury.zappos.comPhoto: (Clockwise from top left) Courtesy of stylebop.com; Courtesy of harthagerty.com; Courtesy of farfetch.com; Courtesy of farfetch.com; Courtesy of theoutnet.com; Courtesy of luxury.zappos.com
90s

90s

Photo: REX USA
90s

90s

Photo: (Clockwise from top left) Courtesy of H&M; Courtesy of Gucci; Courtesy of Matches Fashion; Courtesy of Proenza Schouler; Courtesy of Selfridges Co
90s

90s

Photo: Getty Images
90s

90s

Photo: (Clockwise from top left) Courtesy of farfetch.com; Courtesy of modaoperandi.com; Courtesy of lolajames.com; Courtesy of freepeople.com; Courtesy of luisviaroma.com; Courtesy of yoox.com
90s

90s

Photo: Nick Elgort / Conde Nast Archives
90s

90s

Photo: (Clockwise from top left) Courtesy of freepoeple.com; Courtesy of modaoperandi.com; Courtesy of modaoperandi.com; Courtesy of farfetch.com; Courtesy of modesens.com; Courtesy of cooperativashop.com; Courtesy of ShopSpring.com; Courtesy of Matches Fashion
90s

90s

Photographed by Mario Testino, Vogue, May 2007
90s

90s

Photo: (Clockwise from top left) Courtesy of Tom Ford; Courtesy of Tom Ford; Courtesy of brunomagli.com
90s

90s

Photo: Getty Images
90s

90s

Photo: (Clockwise from top left) Courtesy of stylebop.com; Courtesy of sallybeauty.com; Courtesy of farfetch.com; Courtesy of therealreal.com
90s

90s

Rose Hartman
90s

90s

Photo: (Clockwise from top left) Courtesy of net-a-porter.com; Courtesy of net-a-porter.com; Courtesy of Matches Fashion; Courtesy of Bergdorf Goodman; Courtesy of shopsuperstreet.com; Courtesy of Barneys