Princess Diana wears the iconic “black sheep” sweater by British label Warm & Wonderful in June 1981.(Photo: Getty Images)
Cover Princess Diana wears the iconic “black sheep” sweater by British label Warm & Wonderful in June 1981.(Photo: Getty Images)
Princess Diana wears the iconic “black sheep” sweater by British label Warm & Wonderful in June 1981.(Photo: Getty Images)

On what would have been her 64th birthday, we take a look back at casual style moments from Princess Diana that still inspire today

The late Princess Diana was not only a beloved royal and humanitarian but also a fashion icon whose influence continues to echo through the decades. Once the most photographed woman of her time, Diana had an ability to communicate her distinct elegance through what she wore. 

Long before social media and influencer culture, Princess Diana was the walking definition of casual cool. Her paparazzi-captured appearances outside the gym, school runs with William and Harry, and strolls through London in sweatshirts, cycling shorts, varsity jackets and designer handbags sparked a blueprint for athleisure and elevated basics.

As we mark what would have been her 64th birthday this July 1, we revisit some of the late royal’s most notable off-duty style moments.

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Photo 1 of 10 A 20 year old Princess Diana wears the famous “black sheep” sweater by Warm & Wonderful in June 1981 (Photo: Getty Images)
Photo 2 of 10 Lady Diana Spencer leaves the Ritz Hotel in London after attending Princess Margaret’s 50th birthday party in November 1980. She wears a grey overcoat over her pink party dress (Photo: Getty Images)
Photo 3 of 10 The newly engaged Prince Charles and Lady Diana Spencer photographed on the grounds of Balmoral Castle in Scotland (Photo: Getty Images)
Photo 4 of 10 Diana, Princess of Wales and Prince William walking in London. She wears a blue overcoat over a black turtleneck sweater (Photo: Getty Images)
Photo 5 of 10 Diana, Princess of Wales dons an oversized Philadelphia Eagles varsity jacket while drop off a young Prince Harry to school (Photo: Getty Images)
Photo 6 of 10 Diana, Princess of Wales with Prince William on a beach holiday in the British Virgin Islands. She wears a leopard-print swimsuit by Jantzen (Photo: Tim Graham Photo Library via Getty Images)
Photo 7 of 10 Diana, Princess of Wales wears a red puffer coat while on a ski holiday in Switzerland (Photo: Getty Images)
Photo 8 of 10 Diana, Princess of Wales wears a Turnbull & Asser checked blazer over a white shirt, balloon pants and a pair of red cowboy boots (Photo: Getty Images)
Photo 9 of 10 Princess Diana, wearing a Virgin Atlantic sweatshirt over orange cycling shorts, is spotted leaving Londons' Chelsea Harbour Club in 1995. (Photo: Getty Images)
Photo 10 of 10 Diana, Princess of Wales wears a Turnbull & Asser checked blazer over a British Lung Foundation sweater, paired with cowboy boots and a baseball cap (Photo: Getty Images)
A 20 year old Princess Diana wears the famous “black sheep” sweater by Warm & Wonderful in June 1981 (Photo: Getty Images)
Lady Diana Spencer leaves the Ritz Hotel in London after attending Princess Margaret’s 50th birthday party in November 1980. She wears a grey overcoat over her pink party dress (Photo: Getty Images)
The newly engaged Prince Charles and Lady Diana Spencer photographed on the grounds of Balmoral Castle in Scotland (Photo: Getty Images)
Diana, Princess of Wales and Prince William walking in London. She wears a blue overcoat over a black turtleneck sweater (Photo: Getty Images)
Diana, Princess of Wales dons an oversized Philadelphia Eagles varsity jacket while drop off a young Prince Harry to school (Photo: Getty Images)
Diana, Princess of Wales with Prince William on a beach holiday in the British Virgin Islands. She wears a leopard-print swimsuit by Jantzen (Photo: Tim Graham Photo Library via Getty Images)
Diana, Princess of Wales wears a red puffer coat while on a ski holiday in Switzerland (Photo: Getty Images)
Diana, Princess of Wales wears a Turnbull & Asser checked blazer over a white shirt, balloon pants and a pair of red cowboy boots (Photo: Getty Images)
Princess Diana, wearing a Virgin Atlantic sweatshirt over orange cycling shorts, is spotted leaving Londons' Chelsea Harbour Club in 1995. (Photo: Getty Images)
Diana, Princess of Wales wears a Turnbull & Asser checked blazer over a British Lung Foundation sweater, paired with cowboy boots and a baseball cap (Photo: Getty Images)
Julianna Cabili
Features Writer, Tatler Philippines
Tatler Asia

About

Julianna has been interested in leading a literary life since she first read Frances Hodgson Burnett's A Little Princess at eight. Before working with Tatler, she was an archive intern at The Center for Fiction in Brooklyn, New York. She is a textbook Pisces who devotes most of her spare time to her crochet projects, watching classic films, and going through her never-ending pile of unread books. She studied creative writing, global literature and art history at Sarah Lawrence College, graduating with a Bachelor of Arts degree in 2022. Toni Morrison, Nora Ephron, Clarice Lispector and Jia Tolentino are among her all-time favourite writers.

Work

Julianna writes about fashion, beauty, sustainability, and the arts. She is always keen on conducting interviews with talented women who are changing the game in their respective fields. 

For event invites and story leads, hit her up at julianna.cabili@tatlerasia.com