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Princess Diana’s Coolest Casual Outfits You Can Wear Now, According to Influencers

Lady Di didn’t only look good in gowns, but also spearheaded everyone’s love for bike shorts, oversized blazers, and more.
Princess Diana’s Coolest Casual Outfits You Can Wear Now, According to Influencers
IMAGE Illustrator: Bacs Arcebal, Iya Omana
Lady Di didn’t only look good in gowns, but also spearheaded everyone’s love for bike shorts, oversized blazers, and more.

It’s safe to assume that everyone is still on a high from The Crown season 4 and Emma Corrin’s effortlessly spot-on portrayal of the late Princess of Wales. But Diana wasn’t only a fashion icon on the red carpet, but also on the street. When she wasn’t shaking hands, delivering empathic speeches, and receiving flowers during royal engagements, she would spend time with her sons Prince William and Prince Harry wearing some of the coolest 'fits in the '90s.

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To celebrate Lady Di’s timeless style, we asked influencers and members of the Preview Clique to recreate some of the Princess’s most iconic outfit combinations that you can definitely cop today.

White button down + mom jeans + belt + loafers/flats

This classic 'fit is an ageless style formula that’s perfectly casual yet also quite dressy.

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Dan Soliman's take:

Princess Diana outfits influencers
PHOTO BY Dan Soliman
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Oversized sweat shirt + bike shorts + white socks + chunky sneakers

Who’d think that this Diana-approved outfit combo would make a comeback as one of the trendiest looks of 2020?

Janny Miranda's take: 

Princess Diana outfits influencers
PHOTO BY Janny Miranda
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Teta Melo's take:

Princess Diana outfits influencers
PHOTO BY Teta Melo

Paui Azarcon's take:

Princess Diana outfits influencers
PHOTO BY Paui Azarcon
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The color red + purple

The Princess also had a way of mixing colors, and this duo has definitely become an iconic pair to sport.

Abby Muñoz's take:

Princess Diana outfits influencers
PHOTO BY Abby Munoz

"I chose to recreate this Diana look because of the color scheme! Also, I love how she put her own spin on a business wear outfit and used bold colors along with fun accessories like the big hat. The hardest part of putting together this outfit was not having things like the hat and shoes that exactly matched hers so I had to improvise."—Abby

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Oversized blazer + T-shirt + mom jeans + boots + baseball cap

Lady Di had no problem dressing in menswear and we’re glad that oversized blazers have become a cool closet staple in recent years.

Yasmeen Al Fardy's take:

Princess Diana outfits influencers
PHOTO BY Yasmeen Al Fardy

"I love this style because it's very much still wearable today (if only it weren't for the tropical heat!) and the pieces for the outfit were also pretty easy to find. Although, knee-high cowboy boots aren't exactly a staple in anyone's shoe collection, so I had to settle for ankle high ones. But I would have loved to style this with some combat boots!"—Yasmeen

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Mae Fuentebella's take:

Princess Diana outfits influencers
PHOTO BY Mae Fuentebella

The neutral monochrome suit + white T-shirts + flats

Also a lover of neutrals, the Princess also had a penchant for laidback suits with a resort-like feel.

Iya Omaña's take:

Princess Diana outfits influencers
PHOTO BY Iya Omana
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Princess Diana outfits influencers
PHOTO BY Iya Omana

Printed granny dresses + flats 

Lady Di loved herself a comfy granny dress during the early '80s that matched her innocence, cheekiness, and natural beauty. 

Mae's take:

Princess Diana outfits influencers
PHOTO BY Mae Fuentebella
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"As a person who loves dresses, her granny dresses in The Crown really caught my eye. She made midi dresses look fun and fabulous especially when there's a collar detail to it! I grabbed button-down shirt with a special collar. I wanted to hide the black button to perfectly pair it with long blue printed dress that matches her look so I added a blue ribbon as well."—Mae

Sweater + high-waist trousers + flats 

Fun and functional sweaters always found their way into Diana’s wardrobe, and we’re all for it.

Dan's take:

Princess Diana outfits influencers
PHOTO BY Dan Soliman
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"What’s not to love about anything Princess Diana? Even after so many years, anyone can still wear her style! She’s always on point and can even make the an ugly sweater so cute!"—Dan

Mae's take:

Princess Diana outfits influencers
PHOTO BY Mae Fuentebella

Slip dress + statement cardigan + eye-catching jewelry

The Princess of Wales also loved wearing some head-turning jewelry. You can easily dress up a bedroom slip with a statement chunky necklace or drop earrings.

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Paui's take: 

Princess Diana outfits influencers
PHOTO BY Paui Azarcon

White tank top + high-waist trousers + belt + flats

Add a pop of color (or non color!) to an all-white look with a black belt and black loafers that Diana wears effortlessly. 

Dan's take:

Princess Diana outfits influencers
PHOTO BY Dan Soliman
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See more outfits inspired by the People’s Princess on our TikTok below:

*You’re invited! Preview is celebrating its 25th year with an online party and we would love it if you, our dear reader, can join us! Register and save the date on December 5, 2020, for the Preview @ 25 House Party. See you!

 

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