The Day Princess Diana And Her ‘Revenge Dress’ Shocked The World

Consider it her “I don’t give a damn” dress. On June 29, 1994 ― 24 years ago today ― Diana, Princess of Wales, slipped on a figure-hugging black cocktail dress and headed to Vanity Fair’s annual fundraising event for the Serpentine Gallery in London’s Hyde Park.

That same night, Prince Charles revealed that he had been unfaithful to her in a much-anticipated primetime television interview. The next day, it was Diana in her off-the-shoulder, shockingly off-brand black dress who made the bigger splash in the papers.

“The Thrilla He Left to Woo Camilla,” The Sun wrote above a photo of Diana wearing the custom-made dress by Greek designer Christina Stambolian.

Simon Kreitem / Reuters
The princess in the little black dress that rocked the world.

The public was equally struck by the look. 

“It was the first time people had been introduced to the new Diana, the one who didn’t need the royal family, especially Prince Charles,” British fashion journalist and stylist Alex Longmore told HuffPost. “In that minidress, she oozed confidence, an air of happiness and independence.”

“It was a classic case of a woman wearing the dress and not the other way around,” Longmore added. 

Though Charles and Diana had formally separated in December 1992, the divorce process dragged on for more than four years. During that time, Diana firmly established herself as a thoroughly modern fashion icon and woman. This bold look only sealed the deal. 

Interestingly enough, Diana almost didn’t wear the little black chiffon dress, which she considered a tad bold for a royal. The princess planned to don a dress by Valentino, but was put off when the fashion house sent out a boastful press release about the look prior to the event.

At the last minute, she dug out a pearl choker and the slinky black dress, which had been hiding in her closet for years.

“She wanted to look like a million dollars,” her former stylist Anna Harvey recalled in 2013. “And she did.”

A “revenge dress” classic was born.

From then on, Diana eschewed the billowy, slightly fussy looks of her earlier days in favor of chic, uncomplicated fashion, said Eleri Lynn, the curator of last year’s exhibition “Diana: Her Fashion Story” at Kensington Palace.

To put the attention on her philanthropic work,Diana simplified her daytime look, wearing shift dresses and suits instead of dainty blouses and skirts. Sometimes she went with completely utilitarian looks, like the chinos and white shirt she wore while walking through a minefield in Huambo, Angola, in January 1997.

At evening events, Diana went full-on glam, Lynn said. 

Patrick McMullan/Dave Benett/Tim Graham via Getty Images
Some of Diana’s most glamorous post-Charles looks.

“This was the very opposite of the ‘princess dressing’ that had made headlines in the 1980s,” she told HuffPost. “One of her favorite designers, David Sassoon, recalled that ‘there was a tremendous change from the shy little girl who I had initially dressed to this overtly glamorous woman.’”  

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An earlier look: Charles and Diana during an official tour of Canada.

Wearing that little black dress in 1994, Diana gave the world a master class in post-split style, but it’s the woman who really made the look, said Longmore. 

“It’s her smile, her confidence and her shoulders that make these photos so memorable,” the stylist said. “She’s radiant, happy and in control. Apart from losing her title of HRH, she had done exceedingly well after leaving ‘the firm.’ That night, Diana immortalized a little black dress, and wow, did she do it well.” 

Tim Graham via Getty Images
Diana receives a bouquet from a young girl as she arrives for the gala event at the Serpentine Gallery.