20 Years Later, Fashion Is Still Obsessed With Princess Diana

Photo: Princess Diana Archive/Getty Images.
It’s been 20 years since Diana, Princess of Wales was tragically killed in a car accident, yet her spirit, her endless humanitarian work, and her style have continued to inspire. Although there have been countless film and television tributes over the years (especially now, the month of her death anniversary), no one has kept the Princess and her legacy alive as vividly as the fashion industry.
A self-described “rebel” who claimed to not be academic at all, Diana instead got the prize for being the kindest girl at school. After meeting Prince Charles only 13 times, she married into the monarchy by the age of 20 and began her role as the most charitable and public Princess the nation had ever seen. From her advocacy to eradicate landmines in Africa to her public care and support for patients with HIV and AIDS (which at the time were especially stigmatized by society), it’s not surprising she was known as the “people’s princess.”
The combination of her honest efforts, and the drama that surrounded her tumultuous relationship with Prince Charles, including her affairs with royal bodyguard Barry Mannakee and financier Dodi Al-Fayed, meant that she was the most talked about woman in the world. The fashion world loves an irreverent, troubled soul with impeccable taste, so of course she would become an icon.
Beyond her love of taking fashion risks, Diana understood the power of clothes more than almost anyone else at the time. For her now historic 1997 auction at Christie's, the princess chose 79 of her most iconic gowns to sell, with all the proceeds going to cancer, and HIV/AIDS research. The evening ranked in $3.25 million, twice the amount expected. She'd die two months later.
While the glitzy, camera-facing Diana lives on in the images of her wearing her glamorous dresses, it’s the laissez-faire way she dressed when she was “off-duty,” that still inspires designers and editors decades later. It's the private Diana, who felt most herself in "regular clothes," who could piece together an outfit around a single pair of jeans or a baseball cap like no other, that we're still so transfixed by. And if you look closely at some of the most directional, recent collections, it’s evident that her influence has never left us. As we gear up for the upcoming fashion season, it shows no signs of stopping.
That's because, in addition to the magic of Diana's personal style (made in part by her stylist, British Vogue's Anna Harvey), fashion is currently obsessed with the vibes of the '80 and '90s. From Raf Simons’ revamp at Calvin Klein to Demna Gvasalia's work at Vetements and Balenciaga — both of which both have produced more shoulder pads between them than the entirety of Diana’s wardrobe combined — the higher-the-shoulder-pad-the-closer-to-God aesthetic has gotten the royal treatment from today's creative visionaries.
If the offerings at ASOS tell us anything, it’s that these looks have trickled down to the masses, with dresses sculpted out of Diana's prestigious wardrobe being sold for as little as 65 British pounds. And if you think this is just a passing fad that will be over before it starts, Off-White’s Virgil Abloh has already revealed the Princess is the inspiration behind his upcoming spring 2018 collection.
Fashion loved Diana just as much as she loved it. In the later parts of her life, as she broke out of the monarchy shell and began building a new life, it became her armor. It was evident the Princess was building a wardrobe that no longer camouflaged who she was on the inside, but a collection that was edited, sleek, and forward-thinking, that hinted at a new sense of freedom and a chance at love. Shortly before her death, the Princess could often be seen in pinstriped power suits and shimmering bodycon mini-dresses. Her "new look," as coined by Vanity Fair, was introduced by the fashion press via Mario Testino.
While we really could sit here and talk about the style accolades of Princess Diana pretty much all day, we'll let the slideshow ahead do the rest of the talking. There was Lady Diana Spencer, the precocious teenager from Sandringham who knew how to make a Christmas sweater look anything but ugly. Then there was Diana, Princess of Wales, who never parted with her high-waisted denim collection and could make even '80s-era athleisure look casual.
While she’ll always be known as a fashion icon — among many other accolades — her style was about more than just great taste. The ease with which she wore clothes, and the access she granted us in watching her reinvent herself through them, make her a true embodiment of timeless style.