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Princess Diana's Most Underrated Style Moments

Revisit her best looks ahead of the season 4 premiere of 'The Crown'.

By , Charlotte Chilton and
princess diana's most underrated style moments
Tim Graham//Getty Images

Known as the people's princess, Lady Diana Spencer was one of the most recognized and influential style icons in the world. Paving the way for future fashionable royals like daughters-in-law Kate Middleton and Meghan Markle, Diana made bold statements with her sartorial choices, from bright suits and dramatic gowns to her famous wedding dress. Several of her most memorable ensembles are depicted in The Crown season 4, as played by newcomer Emma Corrin. But there are tons of worthy pieces that don't make it into the final edit.

Relive some of Princess Diana's most underrated style moments—many of which are still in vogue today.

1

Topped-Off Teen

Hair, Face, Clothing, Hat, Beauty, Hairstyle, Lip, Fashion accessory, Sun hat, Long hair,
Getty Images

Before she graduated to elaborate fascinators, Di went with a classic black chapeau in her formative years.

2

The Original Normcore

Jeans, Outerwear, Street fashion, Footwear, Headgear, Jacket, Hat, Riding boot, Denim, Boot,
Getty Images

We want to wear this now.

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3

An Oversized Sweater Over a Dress

Clothing, Pink, Standing, Outerwear, Grass, Fashion, Blond, Leg, Street fashion, Shoulder,
Getty Images

Sporting what we'd now call a "boyfriend sweater," Princess Diana makes effortless look chic.

4

Tied at the Neck

Photograph, Black, White, Black-and-white, Snapshot, Hairstyle, Fashion, Monochrome, Monochrome photography, Street fashion,
Getty Images

Somehow this fair isle sweater, button-up oxford, and ribbon doesn't come across as granny.

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5

Turban-Hat Hybrid

Blue, Hat, Cobalt blue, Headgear, Sun hat, Electric blue, Fashion accessory, Smile, Uniform,
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Diana covers her head in an incredibly chic way.

6

Stacked Watches

hair, face, hairstyle, blond, chin, lip, nose, skin, mouth, jaw,
Getty Images

Diana did the arm party thing before it was even a thing.

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7

Gingham Pants

Games, Pink, Recreation, Design, Lawn game, Lawn, Grass, Pattern, Street fashion, Competition event,
Getty Images

Summery fancy pants for a polo match. Is there anything more appropriate?

8

Initial Necklace

Hair, Blond, Face, Hairstyle, Nose, Chin, Head, Human, Eyewear, Ear,
Getty Images

A classic piece with a hint of fun. We're into the gold hoops, too.

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9

Matching the Outfit to the Atmosphere

Yellow,
Getty Images

This sunny yellow dress against the bright yellow backdrop makes a stunning combination.

10

A Statement Collar

people, photograph, child, photography, family taking photos together, toddler, family, smile, event, grass,
Getty Images

Leave it to Princess Diana to take a collar to whole new fashion heights.

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11

A Menswear-Inspired Fedora

Hat, Fedora, Headgear, Fashion accessory, Outerwear, White-collar worker,
Getty Images

This boyish topper balances out the high-necked, feminine shirt.

12

The Beret

Tartan, Fashion, Design, Pattern, Plaid, Suit, Vintage clothing,
Getty Images

A lesson on how to wear a beret without looking like a french painter.

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13

Layered Pearls

Hair, Hairstyle, Blond, Chin, Crop, Bob cut, Asymmetric cut, Lace wig,
Getty Images

She manages to make pearls on pearls on pearls look chic, not cheesy.

14

High-waisted Pants and a Loose Fitting Shirt

Blond, Fashion, Street fashion, Pattern, Design, Polka dot, Photography, Outerwear, Dress, Sleeve,
Getty Images

Some of Diana's most casual, laid-back looks are her most stunning.

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15

The White Tux

Clothing, White, Street fashion, Fashion, Snapshot, Dress, Coat, Outerwear, Human, Suit,
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Suited up, black tie style. Diana stands out in a sea of gray suits.

16

Jeweled Headband

Facial expression, Formal wear, Dress, Gown, Blue, Event, Beauty, Dance, Fashion, Fun,
Getty Images

Like Lupita Nyong'o's 2014 Met Gala look, Diana chose an untraditional way to wear a headpiece.

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17

Overalls

Fashion, Child, Jeans, Collage, Toddler, Denim, Trousers, Style, Art,
Getty Images

Overalls are back—but Diana was wearing them almost 30 years ago.

18

Peplum Hem

Waleses At The Races
Princess Diana Archive//Getty Images

The peplum trend saw a resurgence in the early 2010s, but Diana did it first.

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19

Animal Print

Diana William Necker
Tim Graham//Getty Images

This flowy cheetah print dress feels current right now.

20

Double Denim

diana william harry lech
Tim Graham//Getty Images

A Canadian tuxedo is always perfect for a day out with the children.

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