Princess Diana’s current ’90s looks Style inspiration.

Although known to be shy, the late Princess of Wales, who died on August 31st 1997, was not afraid to dare and try new styles when it came to fashion. She was a trendsetter ahead of her time. This is why almost three decades later, her style is still current and we would definitely wear Princess Diana’s ’90s looks we see on Instagram.

I remember that anything the mother of Prince William and Harry wore became an instant hit, not only in London but also in the whole world. Fashion designers still find inspiration in the stylish princess who already wore many of today’s fashion trends. 

Keep scrolling to get inspired by Princess Diana’s best ’90s looks on Instagram that are totally contemporary and on-point now.

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The timeless LBD with pearls

Princess Diana best 90s looks include a LBD with pearl choker

Lady Di is as chic as it gets in a classic LBD.

Photo @princessdianaphotos

Of course, Lady Di wasn’t the first to wear the hero of all wardrobes, the Little Black Dress. Before her, Coco Chanel and Audrey Hepburn had already made the LBD a staple we cannot leave without. But the minimalist dress was subtly sexy, with a discreet yet daring, thigh-high slit. The princess paired it with a pearl choker to attend Gianni Versace’s funeral in 1997. Her outfit looks super contemporary today because pearls are trendier than ever.

The ’90s look: pleated skirt and blazer

Princess Diana in a blazer and pleated skirt in 1995.

In an official engagement to see the whales in Patagonia.

Photo @princessdianaphotos

The combo pleated skirt and blazer is a current trend Celine, Burberry, and Fendi presented this year, but this style was already one of Princess Diana’s best ’90s looks. She donned this combination of light blue and white in homage to Argentina, the country she was visiting, where she saw whales swimming in 1995. You can wear this outfit with loafers or chunky boots for a winning office look.

A colour that brings joy

Princess Diana green 90s look.

A joyful look to meet people.

Photo @princessdianaphotos

After the pandemic, we’ll want to wear natural colours, like beige and green. But our favourite street style queens have elected bright green as the must-have colour this year. Indeed, the fashion-forward Lady Diana wore vivid green to the opening of the Red Cross Centre in Derbyshire in 1992 is a hue that brings joy, ideal for spring and summer.

White t-shirt for a relaxed look

 Princess Diana 90s looks, a beige suit with an oversized jacket.

The Queen of Hearts with her son, Prince William.


The white t-shirt is not only a key transitioning piece but also a staple to dress down more formal looks. Princess Diana already knew this styling trick back in the ’90s. She wore a crisp white Tee under an oversized blazer to make her beige suit more casual for a day out with her son. 

Purple haze à la Princess Diana style

Lady Diana in a purple skirt suit in the 90s.

Pretty in purple, leaving a restaurant in NY.

Photo @princessdianaphotos

Our editor predicts that purple is set to dethrone the girlier pink, this year and the next one too. In 1997, Diana was also looking fab in this hue. She wore a belted jacket and skirt suit; a typical 1940s silhouette that came back this year, to have lunch with a friend in New York.

How to wear boots like in the ’90s

Princess Diana wearing wide-leg pants tucked into boots in the 90s.

Princess Diana setting trends in the 90s.

Photo @royalstylewatch

Wide pants tucked into boots is a current trend that’s come back recently, with fashion enthusiasts and stylists like Pernille Teisbaek and Linda Tol wearing it and looking totally modern. Little did people know that the trend-setting princess was already tucking her wide-leg trousers into knee-high cut-out boots over 30 years ago! Not to mention the cool baseball cap, another ’90s trend that’s come back.

Bourgeois chunky chain necklaces

Skirt suit and chain necklace for Dianas 90s look in Wimbledon.

Gold accessories at Wimbledon in 1993.

Photo @princessdianaphotos

Princess Diana wears a bold chain necklace that matches the gold earrings, the belt and the buttons of her jacket. Her look is relaxed yet chic at the Men’s Singles Final match between Pete Sampras and Jim Courier in Wimbledon. These chunky chain necklaces are back. Wear them to update and elevate any look you already have in your wardrobe.

Title photo courtesy of Royal UK