Classic Princess Diana Outfits That We’d Still Wear Today

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10. Pencil Skirt & Cardigan

The pencil skirt and cardigan outfit combo is one of the most essential looks that every woman must have in her closet, no matter what year it is! This timeless combo will never look outdated and Princess Diana proves this to be true with her white bandage skirt and black button up top. Her look is polished and classic, which means we could totally wear something similar today despite the years that have passed since she wore it.

Source: Everett Collection

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9. Floral Print Dresses

There is something classic and timeless about a strong floral print dress that will never look outdated. Especially during the summer months, floral dresses have been a go-to for women for years. It may not be groundbreaking or boundary-breaking, but having a few patterned floral dresses in your wardrobe will always come in handy when you’re not sure what to wear. Just take a hint from Princess Diana with this beautiful indigo-colored floral garment!

Mirrorpix/Courtesy Everett Collection

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8. Suit Dressing

Rocking a blazer with a matching skirt or pair of shorts has been the professional woman’s secret weapon to office-appropriate dressing for years. Princess Diana was a huge fan of this look and her wardrobe consisted of a rainbow of colors of similar styles for all of her many public appearances. To prove that this look is truly ageless, think about the Queen’s array of similar colorful suits and Meghan Markle’s wardrobe filled with her own impressive collection of professional and chic matching sets!

Source: Everett Collection

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7. Denim on Denim

The Canadian tuxedo has both a love/hate reputation in the fashion community, but if Lady Diana is wearing it, then we most certainly will as well! Back in the ’90s Diana’s classic Levi’s were a staple, and in 2018 similar jean styles have weaved their way back into the mainstream. Lady Diana paired her Levi’s with a loose-fitting chambray top and a thick brown belt at the waist.

Mirrorpix/Courtesy Everett Collection

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6. Little Black Dress

A little black dress is one of the most versatile and timeless pieces you can own! From Audrey Hepburn to Lady Diana, many of the world’s most popular style icons have proved that a little black dress will never go out of style. A black dress like this, especially with the off-the-shoulder detailing, is totally a look we imagine Meghan Markle mimicking for her own royal appearances in the future.

Source: Press Association

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5. Monochrome Styling

Monochrome dressing has forever been a back-pocket styling trick of it-girls and stylists for decades. It’s one of the most effortless ways to look chic and put together, and clearly Princess Diana understood this back in the ’90s. For taking Prince William and Harry to school, Lady Diana wore a red midi skirt, embroidered red sweater and a pair of red flats.

Source: Everett Collection

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4. Midi Skirts

Midi skirts are elegant, always appropriate and one of the breeziest items you could own for warm summer months. Lady Diana was a huge fan of midi skirts for summer afternoons in England and this trend is still relevant in 2018. Midi skirts are work appropriate, comfortable and best of all, stylish!

Source: Everett Collection

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3. Square Neckline

The square neckline is one of 2018’s biggest trends and it’s clear Lady Diana predicted this way back in the ’90s! She attended a performance of “Swan Lake” in London in 1997 wearing a glittering pale blue dress that featured a sharp, square neckline. The stunning garment is definitely one of her most iconic looks and is totally something we could see a celeb wearing for an event today.

AP Photo/Jacqueline Arzt

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2. White Button Up & Denim

Diana’s timeless and classic style translates to her casual looks as well. One of her go-to looks was a white button-down paired with faded jeans and a brown belt. This look is the epitome of effortless sophistication and is quite reminiscent of the jeans and white blouse combo that Meghan Markle wore for her first appearance with Prince Harry.

Photo: Stefan Rousseau

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1. Embellished Minidress

An embellished minidress that is perfectly tailored to your body is one look that will never tire! Lady Diana often opted for minidresses such as this powder blue number embellished with white floral appliqué and beading. It fits her like a glove and is something that both Kate Middleton and Meghan Markle have adopted during their time as Duchesses.

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Source: Everett Collection

Olivia Di Pede

Olivia loves all things fashion, beauty, and entertainment. In her free time, she can be found taking yoga classes, reading thriller novels, and styling outfits on Instagram.