Princess Diana’s fashion evolution shows just how versatile her style is

Princess Diana is the epitome of timeless style. The late Princess of Wales was well known for her elegant approach to royal attire. From floor-sweeping ball gowns to ultra chic column dresses, there hasn’t been a royal affair she hasn’t stolen the sartorial limelight. Catherine Walker, David Sassoon, Christina Stambolian and Stephen Jones are just a few of the British designers Diana has regularly collaborated with to create her most iconic high-end fashion moments, including her famous Revenge dress.

But it wasn’t all Cinderella dresses and tailored outfits at the Met Gala. Princess Diana also knew how to follow the common path and dress casually. In fact, more often than not, it was his everyday clothes that got people talking. During the 1990s, she was somewhat of a trailblazer in the sport, wearing biker shorts with oversized sweatshirts to run errands. And, truth be told, while that exact look is now back in fashion – calling Hailey Bieber and Bella Hadid – no one can quite pull it off like Diana.

Without a doubt, Princess Diana was one of a kind, which made her sudden death in 1997 even more tragic and heartbreaking. His legacy continues to live on thanks to the charitable work of his sons, Prince William and Prince Harry.

As for Diana’s personal style, it also remains a source of inspiration for fashionistas around the world. Members of the royal family, including Kate Middleton and Meghan Markle, frequently pay tribute to Princess Diana with their ensembles.

Coming up, see Princess Diana’s total fashion transformation from her early years as a young princess in the ’80s to her stunning looks as a philanthropist and global jet setter in the’ 90s.


May 6, 1981: Princess Diana’s relaxed country look

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Prior to their marriage in July 1981, Diana and Prince Charles spent time together in Balmoral, Scotland. The future princess wore an Inca jersey sweater with green corduroy pants and Hunter boots, and posed with their dog Harvey at the Craigowen Lodge estate.


July 29, 1981: Princess Diana’s wedding dress

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Designed by husband and wife team David and Elizabeth Emanuel, Princess Diana’s wedding dress was intricately embroidered with sequins and antique lace. She also wore a 25-foot train and a 153-meter tulle veil.


June 22, 1982: Princess Diana’s new mum green dress

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When Prince William was born in London, Diana wore this emerald green polka dot dress with a white bow on the front. She accessorized with red flats. the Red color was poignant because it represents passion, love, power and adventure, all the feelings one might associate with becoming a new mom.


September 16, 1984: Princess Diana’s second baby outfit

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When Prince Harry was born, Diana appeared in a red dress with long sleeves and gold bracelets. Perhaps as a nod to Prince William’s birth, she repeated the same red dishes, which only underscores their importance to her boys.


November 9, 1985: Princess Diana’s White House Dress

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During her visit to the White House, Princess Diana wore an evening gown designed by Victor Edelstein and showed off her dance moves with John Travolta. As for accessories, she opted for a chic pearl choker.


June 29, 1988: Princess Diana’s floral dress

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During a charity polo match at the Guards Polo Club in Windsor, Diana stepped out in a vibrant flowered Bellville Sassoon dress. Matching blue heels completed her look.


July 27, 1989: Princess Diana’s ballet dress

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By attending a performance of Swan Lake by the Bolshoi Ballet at the London Coliseum, she wore a pink and white evening dress by Catherine Walker.


March 21, 1990: Princess Diana’s yellow skirt suit

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While visiting a school for the deaf in Yaoundé, during a three-day visit to Cameroon, she chose to wear a pink and yellow Catherine Walker costume with a hat designed by Philip Somerville.


July 22, 1991: Princess Diana’s LBD

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At a film premiere in London, Diana remained classic in a little black dress designed by Bellville Sassoon. She finished the look with black teardrop earrings.


September 24, 1992: Princess Diana’s Fiery Red Ensemble

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She opted for all-red when attending the film’s premiere Like a woman in London. A matching clutch and heels, as well as a diamond necklace, created the ultimate glamorous moment.


March 1993: adjustment of Princess Diana’s ski slopes

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While on a ski vacation in Lech, Austria, Princess Diana opted for a red puffer jacket and fitted black leggings to hit the slopes. White mittens and ski boots complete this sporty ensemble.


August 24, 1994: Princess Diana’s biker shorts

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Princess Diana was spotted wearing a pale blue sweatshirt, pink cycling shorts and crisp white sneakers as she left the Chelsea Harbor Club in London. Tortoiseshell sunglasses add a touch of sophistication.


November 20, 1994: Princess Diana’s Revenge Dress

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Diana wore a black Christina Stambolian off-the-shoulder dress to attend a Vanity Show party at the Serpentine Gallery in London. Why is it called the robe of revenge? Because she wore it that very evening, Prince Charles confessed to his longtime affair with Camilla Parker Bowles.


June 27, 1995: Princess Diana’s backless dress

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To attend a dinner at the Serpentine Gallery in Hyde Park in London, she wore a pale blue halter neck dress by designer Catherine Walker. She paired the look with a clutch and matching heels.


December 9, 1996: Princess Diana’s Met Gala Look


In her only appearance at the Met Gala, Diana arrived at the Metropolitan Museum of Art in New York for the Costume Institute ball, wearing a navy blue silk dress that skimmed the floor. She wore a matching silk dress and sapphire jewelry.

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