Zendaya Looks Timeless in a Vintage Ralph Lauren Dress Once Worn by Cindy Crawford

challengers milan photocall
Zendaya’s White Dress Was Worn by Cindy CrawfordStefania D'Alessandro - Getty Images
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Zendaya and her longtime stylist Law Roach simply never miss. Every time the star walks onto the red carpet in a genius display of “method dressing,” she leaves droves of onlookers in awe. And when she and Roach pull from the archives, you can trust things will be extra special. (Need we remind you of her literal suit of armor from Mugler’s Fall/Winter 1995 couture collection? Or her bunny-tailed skirt suit from Vivienne Westwood’s Spring/Summer 1994 ready-to-wear collection?) For her latest look on the press tour for new film Challengers, Zendaya went the vintage route once again.

milan, italy april 14 zendaya attends the photocall for the movie challengers on april 14, 2024 in milan, italy photo by stefania dalessandrogetty images
Stefania D’Alessandro

The Euphoria star continued her streak of tennis whites for a stop in Milan. She looked country club chic in a crisp white halterneck dress that featured a collar, a low back design, a fitted bodice, and a short A-line skirt with wide pleats. The timeless piece hails from Ralph Lauren’s Spring/Summer 1992 collection, which made its debut on the runway on legendary supermodel Cindy Crawford. Zendaya paired the sophisticated dress with classic white pointed-toe pumps, several diamond-adorned rings, a diamond bracelet, and dainty diamond stud earrings. All the jewelry was from Bulgari.

cindy crawford
Images Press - Getty Images

The “All for Love” singer wore pretty glam, complete with rosy cheeks, a smoky eye, and a pink lip, and styled her blonde lob similar to how Crawford did all those years ago, in voluminous curls with a deep side part.

rolex monte carlo masters day seven
Jean Catuffe - Getty Images

This is the third of Zendaya’s back-to-back all-white looks. On Saturday, she exuded some serious “rich mom” energy in a collared cable knit sweater teamed with a creamy maxi skirt and champagne-colored stiletto heels. Hours later, she paid homage to tennis legend Althea Gibson in a custom On ensemble, composed of a sleeveless polo shirt tucked into a high-waisted pleated A-line skirt, paired with simple sneakers.

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