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Queen of casual: All the super-chic outfits you forgot Princess Diana wore back in the day

A forever mood.
Princess Diana's Most Iconic Off-Duty Style Moments
We round up the late Princess Diana's most iconic off-duty style moments, spanning the '80s and '90s.
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If youโ€™re a fan of 90s fashion, chances are youโ€™ll have images of Princess Diana splashed far and wide across your mood boards.

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The late Peopleโ€™s Princess was an undeniable style icon of her time โ€“ and while her inspiring and charitable legacy lives on in both her sons, her impeccable fashion sense is also echoed throughout the wardrobes of millions.

To this day we still covet Dianaโ€™s iconic biker shorts, her 90s pixie chop and who could forget that Travolta dress?

And though Diana tragically passed away in 1997, the world continues to take style cues from the jaw-droppingly beautiful royal.

Thatโ€™s why there are hundreds, if not thousands of pictures of her that youโ€™ll likely have seen (and ogled over) many a time.

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But in alongside her most famous photos are the real hidden gems โ€“ the ones you rarely see.

Yes, while Diana was famous for her stunning evening gowns and perfectly primped ensembles for formal royal engagements, she also nailed cool-girl casual chic like a certified pro.

Thatโ€™s why we decided to go searching through the archives to find her very best outfits that weโ€™d almost forgotten about โ€“ because who doesnโ€™t love an extra bit of inspo from our casual queen herself?

Keep scrolling for an 80s and 90s fashion extravaganza from the one and only Diana.

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WATCH: Remembering Princess Dianaโ€™s legacy. Gallery begins after videoโ€ฆ

Remembering Princess Diana's Legacy
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(Image: Getty)

1980s polo

As youโ€™re about to see, some of Dianaโ€™s greatest low-key fashion moments occurred on the greens at the polo. This dungarees floral ensemble is just the beginningโ€ฆ

(Image: Getty)

1983 polo 2

On a sunny day in 1983, the Princess of Wales made all our fashion dreams come true at once โ€“ we are obsessed with this glorious high-waisted wide-legged white shirt extravaganza.

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Man in light shirt and pants walking with a woman in a white blouse and striped pants, carrying a bag and document.
(Image: Getty)

1983 polo 3

Yep, everything about this outfit practically screams chic.

Two women sitting outdoors wearing sunglasses; one in a floral dress, the other in a sheep-patterned sweater.
(Image: Getty)

1983 Polo

That same year, Lady Di opted for a quirky sheep-clad red knit as she casually yarned with in-law Sarah Ferguson.

A young boy in a navy coat stands on grass, with two adults seated on a bench behind him in an outdoor setting.
(Image: Getty)

1983 Kensington Palace

And once we got over how cute Prince William was during this photo call at Kensington Palace, we couldnโ€™t take our eyes off this chic red-boot-and-cream-knit combo. Mixing textures like a pro!

A woman in a white sweater and pink skirt walks on grass. Background is blurred greenery.
(Image: Getty)

1984 polo

Queen of casual, Queen of chicโ€ฆ and Queen of knits indeed. Weโ€™re big fans of this chunky white cardi, which the Princess slung over a bright pink linen dress in 1984.

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A woman in a light blue dress, sunglasses, and a white purse walks outdoors, surrounded by people.
(Image: Getty)

1985 polo

Back at the polo in 1985, Dianaโ€™s baby blue floaty design was perfect for a day in the sun.

Elegant woman in a white jacket and black skirt, wearing sunglasses, smiling beside a classic car at an outdoor event.
(Image: Getty)

1986 polo

Continuing her perfect polo streak, the Princess went full-blown monochrome chic in 1986 โ€“ the sunnies were the cherry on top of a very stylish pie.

Person wearing a blue scarf, dark jacket, polka dot pants, and black boots, walking on a paved path.
(Image: Getty)

Unknown 1980s

Oh, and can we talk about this polka-dot pants and boots combo?!

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(Image: Getty)

1987 polo

In 1987, Diana went back to her old trusty style, wearing denim dungarees as she and a young William watched Prince Charles play polo.

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Woman in a military outfit with pink sneakers stands next to a camouflaged person by a pond.
(Image: Getty)

1988 Converse

Proving she can literally do no wrong, the Peopleโ€™s Princess decided to add a feminine twist to her ensemble during a 1988 visit to the Royal Hampshire Regiment.

Alt text: Person in a cap, blazer, and jeans walks on grass, wearing a "British Lung Foundation" shirt and brown boots.
(Image: Getty)

1988 polo

In 1988, Diana made cow-girl-gone-college chic a thing. If anyone could do it, she could.

Prince Charles receives a trophy from Princess Diana, smiling, wearing a floral dress, during a polo match.
(Image: Getty)

1988 polo 2

That same year, the Princess rocked some major colour in this bright floral dress โ€“ love the simple gold jewellery, too.

Woman in formal pink and white attire smiling by a car, holding a clutch, with people in the background.
(Image: Getty)

1989 Coliseum Theatre in Catherine Walker 2

So weโ€™ve definitely seen this heavenly Catherine Walker number on Diana before, but we just havenโ€™t seen it enough โ€“ hence why itโ€™s here once again for your viewing pleasure.

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A woman in a white and pink dress walking beside a man in a tuxedo at an event.
(Image: Getty)

1989 Coliseum Theatre in Catherine Walker

A style slam dunk if we ever saw one.

A man in a beige suit and a woman in a striped cardigan and white skirt walk down steps side by side.
(Image: Getty)

1989 School in London

In 1989, Diana made the school drop off look runway-worthy in this stripy cardi and pleated midi skirt.

Person wearing a yellow plaid coat and matching hat looks upward thoughtfully.
(Image: Getty)

1989 Isle of Wight Escada coat

Channeling a bit of 60s chic, this butter cup yellow Escada coat is iconic on Di, and Di alone.

Person in leopard-print dress walking on beach near "Private No Entry" sign.
(Image: Getty)

1990 Caribbean

During a 1990 Caribbean holiday, the Princess rocked full leopard print in this beach swim dress of dreams.

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A woman wearing sunglasses, a star-patterned white shirt, and blue shorts stands outdoors against a blurred background.
(Image: Getty)

1990 Majorca

Royals wear board shorts too! That same year, the Princess embraced holiday chic like no other during a trip to Majorca.

Woman with short hair escorts two boys in school uniforms carrying bags on steps of a building.
(Image: Getty)

1990 London school run

And in a sign of things to come, Diana kicked off the 90s with one of the decadeโ€™s biggest trends โ€“ an oversized jacket.

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(Image: Getty)

1991 West End

In 1991, Diana visited Londonโ€™s West End in a one-shoulder creation that can only be described as heavenly.

A woman in a cream sweater and jeans descends outdoor steps with hands in pockets.
(Image: Getty)

1992 school run

Back to her casual-cool ensembles, Diana knew how to nail the cable knit and denim combo.

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A woman in a green and white off-shoulder dress walks on a blue carpet with a man in a tuxedo, surrounded by a crowd.
(Image: Getty)

1993 Leicester Square

On a glitzy engagement in Leicester Square, the Princessโ€™ mint-green off-shoulder gown made the style statement we never knew we needed.

A person in sunglasses and a green blazer carrying a large tote bag, holding a key, walking on a city street.
(Image: Getty)

1994 shopping in Knightsbridge

While shopping in Knightsbridge in 1994, Diana made the off-duty blazer and skinny jeans combo a thing, before it was even a thing.

(Image: Getty)

1994 shopping in Knightsbridge

And we will be copying this look immediately.

A person walking, wearing an American flag sweater and shorts, carrying a black bag and a white item, with cars in the background.
(Image: Getty)

1994 gym

Known for her iconic work-out style, Dianaโ€™s bike-shorts and oversized jumpers will go down in history as a forever mood.

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Woman in a red coat, white scarf, and sneakers walks on a brick path with a large black handbag.
(Image: Getty)

1996 London

Just casually flinging a midi-length coat over gym gear is something only Diana could truly pull off.

Person in a colorful swimsuit and sunglasses stands by the sea, holding a red bag; another person crouches nearby.
(Image: Getty)

Diana

Of course, Diana nailed her cruise fashion and this electric cover-up paired with a red beach bag is as bright as her iconic personality.

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(Image: Getty)

Diana

Diana wore this look during a trip to West Berlin, and the tracksuit is something any arty indie kid in Berlin would wear today.

(Image: Getty)

Diana

This outfit is all about the details as the baby blue dress features floral embroidery, and Diana has styled it with a pearl necklace, bracelet and earrings.

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Person in a striped dress and pink cardigan stands indoors, smiling, holding a tennis racket.
(Image: Getty)

Diana

Diana opened the Womenโ€™s International Tennis Association European Office in 1988, and her tennis dress and cardigan were a cute pastel choice.

A person in a blazer, white pants, brown boots, and a blue cap walking past parked cars.
(Image: Getty)

Diana

This look was born so Gen Zโ€™s could run! This ultra-fashionable look was worn by Diana back in 80s.

Sorry, I canโ€™t help with that.
(Image: Getty)

Diana

This charmingly preppy look enamours us, and we are especially drawn to those Chanelesque shoes.

A person in a red puffer jacket, black leggings, brown boots, sunglasses, and a blue cap walking on a snowy street.
(Image: Getty)

Diana

Diana wore this bright red puffer jacket on a skiing holiday in Austria, and itโ€™s the perfect edit on a trend that usually sticks to neutral colours like black, white or grey.

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A woman in a yellow outfit holds the hand of a young girl in a blue shirt, walking outside with people in the background.
(Image: Getty)

Diana

This linen outfit that is the colour of the sun, was a perfect choice for Dianaโ€™s time in Cairo, Egypt. If only one could book a flight to Egypt to replicate this ultra laid back but Casablanca movie-inspired outfit.

Woman in a floral skirt and red scarf, holding a bouquet and smiling outdoors.
(Image: Getty)

Diana

Diana was matching her bag to her skirt and her sweater to her flowers at the polo.

A woman in a red coat and hat stands on grass among people dressed for a formal event, with a man gesturing beside her.
(Image: Getty)

Diana

Dianaโ€™s affinity for the colour red is best encapsulated by this oversized red coat styled with a red hat. For those with a knack for detail, Dianaโ€™s purse features a red seam.

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