What Stars Like Rihanna Think About Princess Diana's Enduring Fashion Legacy

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Twenty years after her death—on August 31, 1997, at age 36—Princess Diana’s legacy endures in the humanitarian work she did, sons William and Harry, and her singular, slightly subversive style, which feels as fresh now as it did then. Five devotees reflect on what made her her.

Scarlet Fever The princess makes a compelling case for monochromatic dressing.

Georges De Keerle

"When I think of her, I think of somebody who was deeply compassionate. Whatever may have been going on in her life—and we all have things going on—she always carried herself with such grace and ease. Her style reflected that in such an authentic way.” —Demi Moore

Tim Graham

“You know who is the best who ever did it? Princess Diana. She was like—she killed it. Every look was right. She was gangsta with her clothes. She had these crazy hats. She got oversize jackets. I loved everything she wore.” —Rihanna (in Glamour, November 2013)

A Royal LBD Black tie and off the shoulder, the Diana way

Princess Diana Archive

“I loved her balance between masculinity and femininity, and how she played on that in a sexy way. She was in such a conservative world, so when she started to wear things that made her stand out, it was shocking. As she became freer in who she was, her sexuality came out through her clothing.” —Kate Bosworth

Julian Parker

“You can feel Princess Diana’s style so much at the moment: in those really beautiful, thick-strapped dresses, the high-waisted jeans with the shirt tucked in with the belt. When I was growing up in the U.K., she was literally every- one’s goddess. She was a sensation.” —Poppy Delevingne

Brim and Proper Diana tops a coat dress with a hat by milliner Philip Somerville.

Georges De Keerle

“She never felt to me like stuck-up royalty, or that she thought she was better than anybody else. I remember being a kid and thinking that she was the most beautiful woman in the world, but it wasn’t just about what she was wearing—it was really about her and the whole package.” —Evan Rachel Wood

More must-see photos of Diana:

In Scotland, 1981Anwar Hussein
During an official visit to France in 1988Princess Diana Archive
In cobalt blue at a dinner in SydneyTim Graham
Diana with a young Prince Harry at their country home, Highgrove HouseTim Graham
Princess Diana in a suit by Catherine Walker.Tim Graham
At a polo match in 1985.Tim Graham
At a fashion showGeorges De Keerle
Classic in houndstoothTim Graham
During an official visit to France in 1988Princess Diana Archive
LONDON, UNITED KINGDOM - MARCH 05: Princess Diana Arriving In Rolls Royce Limousine Car For The Premiere Of The Film 2010 In London Wearing A Satin Evening Dress Designed By Fashion Designer Murray Arbeid (Photo by Tim Graham/Getty Images)Tim Graham
WINDSOR - JULY 12: Lady Diana Spencer, wearing dungarees, attends a polo match at Windsor Great Park on July 12, 1981 in Windsor, England. (Photo by Anwar Hussein/Getty Images)Anwar Hussein
PARIS, FRANCE - NOVEMBER 10: Princess Diana In Paris In Red And Black One-shouldered Evening Dress Designed By Fashion Designer Catherine Walker At A Dinner Given By The British Ambassador (Photo by Tim Graham/Getty Images)Tim Graham
LECH, AUSTRIA - MARCH 30: Diana Princess Of Wales On A Skiing Holiday In Lech, Austria With Prince William And Prince Harry. (Photo by Tim Graham/Getty Images)Tim Graham
LONDON, UNITED KINGDOM - MAY 08: Princess Diana, Patron Of British Red Cross Youth, At The Red Cross Concert To Commemorate Ve Day (Photo by Tim Graham Picture Library/Getty Images)Pool/Tim Graham Picture Library
LUANDA, ANGOLA - JANUARY 14: Diana, Princess Of Wales, wears a British red cross badge as she visits landline victims at Neves Bendinha Orthopaedic Workshop on January 14, 1997 in Luanda, Angola. (Photo by Anwar Hussein/Getty Images)Anwar Hussein
All pink in Perth, Australia.Tim Graham
The future Princess of Wales during a summer holiday in 1971Hulton Archive