Princess Diana’s Most Iconic Outfits Of. All. Time.
The reigning monarch of fashion.
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One of the many reasons Princess Diana will forever be cemented as a royal favorite is thanks to her reputation as a total fashion icon in the '80s and '90s. A princess of the people, she certainly knew how to appeal to the masses when it came to her 'fits—and has even inspired future generations to embrace a similar style. Considering the fact that social media, fashion blogs, and texting didn't exist yet, this influence was seriously impressive. Sure, she had royalty and fame on her side, but it doesn't detract from the fact that Diana wore sooo many epic looks in her lifetime.
Whether she was at a gala, doing charity work, or socializing at a sporting event, Princess Diana dressed to impress. She wore everything from custom ensembles (as a princess should) to designer labels like Versace and Dior—all with an '80s and '90s flare. Think: padded shoulders, frilly collars, matchy-matchy accessories, and plenty of polka dots. She was essentially one of the world's first fashion influencers!
Of course, it isn't just non-royals who have emulated the Princess' style through the years. Both Kate Middleton and Meghan Markle have often dressed like Diana—which is a sweet homage to their husbands' late mother as well as a serve. Though she's not with us today, Diana continues to inspire everyone from fashionistas to modern royalty with her timeless outfits. The next time you pair a sweatshirt with bike shorts or don a slinky black dress to show your ex what they're missing (ahem, her famous revenge dress), thank Princess Diana for laying the groundwork.
In honor of all her stunning ensembles (and for serious inspo), keep scrolling for 80 of the best Princess Diana outfits of all time.
June 1981
This red sheep sweater, designed originally by Joanna Osborne and Sally Muir, is one of Diana's most recognizable looks—and it's actually been recreated by Rowing Blazers, so you can score it (and her covetable "I'm a luxury few can afford" sweater) for yourself.
August 1985
Matching sets in the 1980s were true ~perfection~. This look, with the bow collar, chunky belt, and gorgeous plaid is one of Princess Di's sleekest.
November 1995
We see you, queen of athleisure. In a Virgin Atlantic branded sweatshirt and matching peach bike shorts, Princess Di serves as inspo for anyone turning their activewear into a full lewk.
October 1994
Diana wore this quintessentially '90s outfit while out shopping in London. It's giving model off-duty vibes, thanks to the monochrome base layer and oversized blazer.
November 1984
Oh, this? Just the ensemble Diana wore to the official ceremony for a ship named after her. The red beret that coordinates perfectly with the rest of the look is the cherry on top here.
September 1995
She's in Versace, folks. On her way to a concert in Italy (aiding Bosnian Children) in 1995, Diana smiled for the cameras in this all-white ensemble.
May 1981
While Princess Diana always looked gorg in formalwear, her casual outfits were truly something special (and kinda rare, too). This colorful sweater and turtleneck combo paired with corduroys and rain boots is particularly fun.
April 1983
Princess Diana looks so chic in a pink gown designed by Victor Edelstein and the Spencer tiara while attending an Australian reception.
November 1995
Though Diana traditionally wore a lot of red, blue, and pink, she could rock just about any hue. Here she is in an orange Versace suit carrying a luxe Dior handbag while in London.
February 1981
Posing for photos in a pussy-bow blouse and cobalt-blue skirt set (and showing off her new bling, naturally) as she and Prince Charles announced their engagement.
March 1981
Smiling with her future husband and mother-in-law (aka two generations’ worth of the British monarchy, NBD). Here, Diana wears a nautical-inspired skirt suit with a twee lil ribbon.
May 1981
Wearing a pleated green blouse with a ruffled cream collar during a visit to the Broadlands estate in Romsey, England, where she and Prince Charles honeymooned a few months later.
June 1981
Attending a wedding at St. Margaret’s Church in Westminster, London, in a bold red polka-dot dress and matching hat. Diana is pictured here with Prince Charles and Princess Margaret.
July 1981
Here, she wears a bold floral pattern to Wimbledon—and it's not the last time she'll wear this skirt for a photo-op. After all, the royals do like a good fashion do-over.
P.S. The guy in the hipster glasses next to Diana? That’s Prince Albert of Monaco (Grace Kelly’s son).
July 1981
Wearing Generation Z yellow overalls (seriously!) to a polo match in Windsor with Prince Charles, this is just a few days before they got married. Truly a legend.
July 1981
Pictured here in a floral Donald Campbell dress—and a chunky pearl choker—Diana is boarding the Royal Yacht Britannia for her honeymoon cruise.
August 1982
Posing with Charles and her newborn son Prince William for his christening at Buckingham Palace. Adorable all around.
September 1982
Here's Princess Di sporting a tartan jacket and a beret to the Braemar Highland Games in Scotland.
March 1983
Diana pulled this look off with ease: a red striped pussy-bow blouse with a red vest, skirt, and hat while on a royal tour of Australia.
March 1983
Wearing the Spencer family tiara (which belongs to Diana’s family and dates back to the Tudor period) at a state reception in Hobart, Tasmania. The tiara has diamonds shaped like tulips and stars—Diana wore it on many occasions, perhaps most famously during her wedding.
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