Zendaya Wears Her Vintage Blazer Like a Preppy Minidress—and It Works

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Zendaya embraced prep in her latest Challengers press tour look.

Once again teaming up with longtime stylist Law Roach, the actor wore a vintage double-breasted blazer from Ralph Lauren’s Spring/Summer 1992 collection FOR a guest appearance on Jimmy Kimmel Live. While the original model wore the outerwear with crisp pleated white trousers on the runway, Zendaya styled her blazer as a minidress, pairing it simply with a white collared button-up, a black tie, and a black pocket square with white polka dots. She capped the look off with her signature white stiletto pumps.

The ensemble is a subtle departure from her typical Challengers press tour wardrobe, which has thus far heavily incorporated tennis motifs due to her performance as Tashi Duncan, a professional tennis athlete. Other outfits have included a green Loewe dress printed with the silhouette of a tennis player in action, a sequined Thom Browne gown embroidered with rackets, and a replica of a black-and-white Carolina Herrera dress that Venus and Serena Williams had worn in a '90s photoshoot.

“I felt like it was a good step into a more, I guess you could say, ‘grown-up’ role and into that next phase,” Zendaya said of her performance in an interview with Elle last year. “It was a little bit scary to take on, which I think is a good feeling. To be like, ‘Ooh, can I do this?’ You could run from that feeling and stay safe and comfortable, or you can go, ‘You know what, fuck it.’”

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