Emily Ratajkowski Wore Cowboy Boots and a Baseball Cap Just Like Princess Diana

emily-ratajkowski-princess-diana-outfit-303877-1669042185235-main

(Image credit: Tim Graham Photo Library/Getty Images)

When it comes to fall dressing, no one has yet done it better than Princess Diana, whose sporty yet chic looks have been replicated by the best dressers countless times over the years. So it should come as no surprise that with the temperatures dipping in NYC, celebs are looking toward the late Princess of Wales for outfit inspiration. 

The first to do so in 2022 is Emily Ratajkowski, who masterfully combined cowboy boots, relaxed jeans, an '80s-style leather bomber jacket, and a baseball cap this weekend for a walk around SoHo with her son, Sylvester. While we can't know for sure if the model had Diana in mind when putting the look together, anyone who's familiar with the princess's sartorial archive will notice the similarities.

emily-ratajkowski-princess-diana-outfit-303877-1669032406463-image

(Image credit: Raymond Hall/GC Images/Getty Images)

On Emily Ratajkowski: vintage Keith Haring Television Head Businessman Leather Jacket ($8019)

The outfit looks especially reminiscent of two looks of Diana's: one worn in April of 1989 to pick up her sons, Prince Harry and Prince William, from school in Notting Hill, and the other to attend an event at Guards Polo Club. For the former, she wore a tweed blazer with a white sweatsuit, brown cowboy boots, and a flat-brim blue hat. The latter saw the princess in a British Lung Foundation crew-neck, acid-wash jeans, a plaid blazer, and the same cap and boots. 

With the fifth season of The Crown now out on Netflix, Diana-inspired looks are bound to be even more popular than usual this fall. Follow EmRata's lead by re-creating the two iconic outfits below all season long. 

emily-ratajkowski-princess-diana-outfit-303877-1669032283916-image

(Image credit: Tim Graham Photo Library/Getty Images)

emily-ratajkowski-princess-diana-outfit-303877-1669032311922-image

(Image credit: Tim Graham Photo Library/Getty Images)

Shop cowboy boots and baseball caps like Princess Diana's: 

Next up: EmRata Wore a $40 Zara Skort With the Boots on Every Editor's Fall Wish List

Senior Fashion Editor

Eliza Huber is a New York City–based fashion editor who specializes in trend reporting, brand discovery, and celebrity style. She joined Who What Wear in 2021 after almost four years on the fashion editorial team at Refinery29, the job she took after graduating with a marketing degree from the University of Iowa. She has since launched two monthly columns, Let's Get a Room and Ways to Wear; profiled the likes of Dakota Fanning, Diane Kruger, Katie Holmes, and Sabrina Carpenter for WWW's monthly cover features; and reported on everything from the relationship between Formula One and fashion to the top trends from fashion month, season after season. Eliza now lives on the Upper West Side and spends her free time researching F1 fashion imagery for her side Instagram accounts @thepinnacleoffashion and @f1paddockfits, running in Central Park, and scouring eBay for '90s Prada and '80s Yves Saint Laurent.