Princess Diana’s fashion: here are 30 of her most famous and iconic fashion moments, which spoke a thousand words.
1. May 1988
At the Guards Polo Club, Diana wore casual attire for a stroll around the lawn with Prince William. Here, the British Lung Foundation’s logo, an organization Diana was a patron of, is displayed on her sweatshirt. Virgil Abloh, a menswear designer for Louis Vuitton, drew inspiration from this style for his 2017 Off White collection.
2. November 1987
The Princess chose to wear a lot of stuff to the Munich, Germany, opera. Even though it is most likely a designer’s fever dream, it nevertheless works.
3. September 1987
Wearing a pinstripe workman’s shirt and a gray pencil skirt, she dropped Prince William off to nursery school.
4. June 1987
Her is Lady Di in Windsor, England, wearing a pleated skirt and a white knit pullover. And little Harry has strawberries.
5. June 1987
Diana was wearing the most adorable denim dungarees here. Did you know dungarees got their name from the durable “dungri” cloth originated from India?
6. May 1987
People’s Princess attended another Cannes event in a blue chiffon gown with a matching scarf draped gorgeously.
7. May 1987
Sporting a striped dress with a puffer-style skirt and a double-breasted blazer, Shy Di attended the Cannes Film Festival with Prince Charles.
8. April 1987
This time, she made an appearance at the Sovereigns Parade at the Royal Military Academy in Sandhurst, England while sporting a military-style jacket.
9. February 1987
At a Phantom of the Opera performance in London, she sparkled in a velvet evening gown with a star pattern, a matching choker, and contrasting magenta opera gloves.
10. July 1986
She frequently referred to this dress as her favorite. This was a dinner hosted by the German Embassy in London. David and Elizabeth Emanuel created this dress and her wedding gown too.
11. July 1986
While playing outside in the Highgrove grounds for the day, Lady Di sported floral leggings and a bright pink top.
12. June 1988
She is seen here at the Royal Ascot Derby wearing a monochromatic polka-dot dress and hat.
13. August 1987
The Princess of Hearts was spotted here sporting what appears to be the most stylish belted jumpsuit ever created while on vacation in Majorca, Spain.
14. July 1986
On the steps of her house in Highgrove, Gloucestershire, she was wearing a hot pink pair of checkered ankle trousers, a matching shirt, and modest, subtle jewelry.
15. June 1986
Diana is seen here with matching ankle socks and a pleated polka-dot skirt! This degree of coordination undoubtedly merits the crown, or at the very least, a piece from the crown jewels that complements this subtle glam outfit from the 1980s.
16. May 1986
Here is Diana wearing shoulder pads so large they should have their own zip code. And more polka dots, too.
17. May 1986
Diana attended a state dinner in Tokyo, Japan, wearing a silk pleated navy blue shirt, a sparkly yoke, and another jeweled headpiece, evoking the 1920s.
18. May 1986
This was Diana in Vancouver, Canada. She is sporting a checkered jacket with some large shoulder pads and a pillbox cap.
19. February 1986
Several of the royal family’s ski vacations produced famous pictures of Diana, who is seen here in a distinctly ’80s ski suit and mirrored sunglasses, as well as Prince William and Harry on holiday.
20. December 1985
People’s Princess was seen wearing a crimson crushed velvet dress with a plunging back to the “Back to the Future” London premiere. To highlight the bold cut, she accessorized with a pearl necklace that was draped back.
21. November 1985
Diana attended a gala at the National Gallery in Washington, D.C., while sporting a glittering one-shoulder evening gown. The garment was created by Japanese designer Hachi and was worn by Diana on several occasions. When it was put up for auction in New York City, it brought $75,100.
22. October 1985
During a royal trip to Australia, Diana looked magnificent at a ball, wearing a teal ball gown and a bejeweled headband.
23. July 1985
At the London premiere of the Bond film “A View to Kill”, Princess Di wore a gold lamé gown created by Bruce Oldfield.
24. June 1985
At a July polo tournament in Cirencester, England, The Princess of Hearts wore a loose sailor top and midi skirt, she struck the ideal mix between casual and stylish.
25. April 1985
During a trip to Venice, she wore a mid-length, teal plaid coat with some large shoulder pads (really, they’re bigger than the brim of her hat, and it’s already a broad hat).
26. April 1985
Here, she was wearing a striking pink polka-dot dress from one of her favorite designers, Donald Campbell, while touring Rome’s St. Peter’s Basilica.
27. June 1984
While conversing with Prince Charles while riding his polo horse at the Guards Polo Club in Windsor, Diana was sporting a magenta pregnant dress and a light wool cardigan.
28. June 1983
Wearing a white fascinator with feathers and an oversized-sleeved blouse with a flowery motif, she looks very put together.
29. June 1983
Diana is serving as the prom queen of the 1980s at a dinner event in New Brunswick, Canada, sporting a ruffled baby-blue gown, a matching handbag, and a hefty silver belt.
30. April 1983
Here, she is holding William as he walks in public for the first time while on a New Zealand tour. Therefore, even if Will and his bloomers are technically taking center stage, Diana is still having a (fashion) moment.
