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Recreating Princess Diana’s Outfits

princess Diana outfits black revenge dress Christina Stambolian
The infamous “revenge dress” by designer, Christina Stambolian. She created the gown years before, but Princess Diana was uncomfortable wearing it. She changed her mind the day Prince Charles admitted to his affair with Camilla Parker Bowles.

Princess Diana was able to communicate through clothes like no one else. Her style was always classic and impeccable. Her outfits were truly iconic.

We find fashion inspiration and styling ideas all around us in films, photography books, fashion magazines, and amongst billions of online images. I was up late one-night scrolling through images of Princess Diana and decided to challenge myself to recreate some of her outfits from clothes hanging in my closet.

While she always looked amazing, she was a quite conservative dresser. The biggest challenge for me was to find conservative basics in my wardrobe of statement clothing. Also, I needed to style these outfits in a modern way as I would actually wear them today therefore, there are some variances in these outfits that I put together inspired by Diana.

Diana’s Style Re-Imagined

recreating princess Diana's outfits style icon vintage styling vintage blazer jeans sneakers
Diana in navy blue blazer, jeans, and sneakers
recreating princess Diana's outfits style icon vintage styling vintage Ralph Lauren blazer levi's jeans converse wedge sneakers topshop blouse
Vintage Ralph Lauren blazer and vintage orange tab Levi’s 517’s

I’ve styled a vintage Ralph Lauren navy blazer with vintage Levi 517 jeans, a Topshop blouse, and Converse sneakers.

recreating princess Diana's outfits style icon vintage styling vintage Ralph Lauren blazer levi's jeans converse wedge sneakers topshop blouse
recreating princess Diana outfits style icon vintage styling vintage blazer cowboy boots sweatshirt jeans
Diana in a blazer, sweatshirt, jeans, boots and ball cap
recreating princess Diana outfits style icon vintage styling vintage Pendleton blazer cowboy boots g-star raw jeans
vintage Pendleton blazer from Goodwill

This outfit was fun to recreate. I’ve styled a black vintage Pendleton blazer that I scored at Goodwill for a few dollars with a graphic tee that I bought in a shop in New Orleans, G-Star Raw jeans, cowboy boots, and my Dad’s ball cap.

recreating princess Diana's outfits style icon vintage styling vintage Pendleton blazer cowboy boots g-star raw jeans
recreating princess Diana outfits style icon vintage styling black mom jeans trousers loafers
Diana wearing a pink button down, black mom jeans, and loafers.
recreating princess Diana's outfits style icon vintage styling Helmut lang trousers Michael kors loafers
vintage silk blouse

I don’t have a plain cotton button-down or straight-leg mom jeans so this outfit is a bit dressier than her wonderfully casual look. I put this look together with a vintage beige silk blouse, Helmut Lang pleated trousers, and Michael Kors loafers.

recreating princess Diana outfits style icon vintage styling Helmut lang trousers Michael kors loafers
princess Diana outfits style icon vintage styling cardigan 1980's
Diana in a black sweater dress suit, black tights and heels

Remember wearing dark opaque tights, all the time? They used to be part of my everyday wardrobe, now I wear them only occasionally.

recreating princess Diana's outfits style icon vintage styling cardigan
vintage cardigan sweater

I styled a pair of black Diane von Furstenberg pants with a black blouse and vintage cardigan. This cardigan is one of my favorite pieces. I adore the details such as the buttons and bows.

recreating princess Diana's outfits style icon vintage styling cardigan
recreating princess Diana's outfits style icon vintage styling cardigan
princess Diana outfits style icon vintage styling cardigan
Re-imagining Princess Diana’s outfits
recreating princess Diana's outfits style icon vintage styling beaded trophy jacket the Elvis dress
Diana wearing what was called “the Elvis dress,” a white silk dress and bolero jacket, both embroidered with sequins and pearls.
recreating princess Diana's outfits style icon vintage styling beaded trophy jacket
vintage beaded and sequin trophy jacket

Princess Diana’s white pearl and sequin dress and bolero jacket designed by Catherine Walker are exquisite. I don’t own anything so formal but the detailing on this vintage trophy jacket is a fair interpretation. I bought it a few years ago from @busyladybaca and I’m wearing it with a black t-shirt and jeans and again with a beaded top from ASOS.

recreating princess Diana's outfits style icon vintage styling beaded trophy jacket
recreating princess Diana's outfits style icon vintage styling beaded trophy jacket

Diana: Her Fashion Story, Kensington Palace Exhibition

In 2018, I had the chance to see many of Princess Diana’s most memorable outfits at an exhibition of her clothes at Kensington Palace.

princess Diana's outfits Kensington Palace
She wore this simple and classic tweed suit on her honeymoon at Balmoral.
princess Diana dresses Kensington Palace
The Victor Edelstein blue velvet dress she wore to the White House where she danced with John Travolta.
princess Diana dresses Kensington Palace
An ice-blue silk gown worn in Harper’s Bazaar.
princess Diana dresses Kensington Palace
She wore this stunning ivory dress adorned with falcons, the national bird of Saudi Arabia, for an official visit.

Buy vintage on eBay and Etsy.

More vintage styling tips on Mad Chipmunk

How To Build A Vintage Wardrobe

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