This red sheep sweater, designed originally by Joanna Osborne and Sally Muir, is one of Diana's most recognizable looks—and it's actually been recreated by Rowing Blazers, so you can score it (and her covetable "I'm a luxury few can afford" sweater) for yourself.
Matching sets in the 1980s were true ~perfection~. This look, with the bow collar, chunky belt, and gorgeous plaid is one of Princess Di's sleekest.
We see you, queen of athleisure. In a Virgin Atlantic branded sweatshirt and matching peach bike shorts, Princess Di serves as inspo for anyone turning their activewear into a full lewk.
Diana wore this quintessentially '90s outfit while out shopping in London. It's giving model off-duty vibes, thanks to the monochrome base layer and oversized blazer.
Oh, this? Just the ensemble Diana wore to the official ceremony for a ship named after her. The red beret that coordinates perfectly with the rest of the look is the cherry on top here.
She's in Versace, folks. On her way to a concert in Italy (aiding Bosnian Children) in 1995, Diana smiled for the cameras in this all-white ensemble.
While Princess Diana always looked gorg in formalwear, her casual outfits were truly something special (and kinda rare, too). This colorful sweater and turtleneck combo paired with corduroys and rain boots is particularly fun.
Princess Diana looks so chic in a pink gown designed by Victor Edelstein and the Spencer tiara while attending an Australian reception.
Though Diana traditionally wore a lot of red, blue, and pink, she could rock just about any hue. Here she is in an orange Versace suit carrying a luxe Dior handbag while in London.
Posing for photos in a pussy-bow blouse and cobalt-blue skirt set (and showing off her new bling, naturally) as she and Prince Charles announced their engagement.
Smiling with her future husband and mother-in-law (aka two generations’ worth of the British monarchy, NBD). Here, Diana wears a nautical-inspired skirt suit with a twee lil ribbon.
Wearing a pleated green blouse with a ruffled cream collar during a visit to the Broadlands estate in Romsey, England, where she and Prince Charles honeymooned a few months later.
Attending a wedding at St. Margaret’s Church in Westminster, London, in a bold red polka-dot dress and matching hat. Diana is pictured here with Prince Charles and Princess Margaret.
Here, she wears a bold floral pattern to Wimbledon—and it's not the last time she'll wear this skirt for a photo-op. After all, the royals do like a good fashion do-over.
P.S. The guy in the hipster glasses next to Diana? That’s Prince Albert of Monaco (Grace Kelly’s son).
Wearing Generation Z yellow overalls (seriously!) to a polo match in Windsor with Prince Charles, this is just a few days before they got married. Truly a legend.
Pictured here in a floral Donald Campbell dress—and a chunky pearl choker—Diana is boarding the Royal Yacht Britannia for her honeymoon cruise.
Posing with Charles and her newborn son Prince William for his christening at Buckingham Palace. Adorable all around.
Here's Princess Di sporting a tartan jacket and a beret to the Braemar Highland Games in Scotland.
Diana pulled this look off with ease: a red striped pussy-bow blouse with a red vest, skirt, and hat while on a royal tour of Australia.
Wearing the Spencer family tiara (which belongs to Diana’s family and dates back to the Tudor period) at a state reception in Hobart, Tasmania. The tiara has diamonds shaped like tulips and stars—Diana wore it on many occasions, perhaps most famously during her wedding.
Here, she's holding William while he takes his first public steps during a tour of New Zealand. So yes, technically, Diana is being upstaged by Will and his bloomers, but it’s still a (fashion) moment for her too!
Wearing a ruffly baby-blue gown with a chunky silver belt and matching clutch for a dinner reception in New Brunswick, Canada, Diana is serving '80s prom queen.
She looks so effortless here in a floral-print blouse with oversize sleeves and a feathered white fascinator.
Wearing a light wool cardigan and magenta maternity dress while talking to Prince Charles as he rides his polo horse at the Guards Polo Club in Windsor.
Donning a bold pink polka-dot dress designed by Donald Campbell, one of her favorite designers, for a tour of St. Peter’s Basilica in Rome.
Wearing a mid-length teal plaid coat with some major shoulder pads (seriously, they’re wider than her hat’s brim and it’s already a wide hat) during a visit to Venice.
Striking the perfect balance of comfortable and chic in a loose sailor blouse and midi skirt at a summer polo match in Cirencester, England.
Here's Princess Di in a gold lamé gown designed by Bruce Oldfield at the London premiere of the Bond movie A View to Kill.
She looked stunning in a teal ball gown and bejeweled headband at a ball during a royal tour of Australia.
Wearing a sparkling one-shoulder evening gown to a gala at the National Gallery in Washington, D.C.
Diana wore the dress, which was designed by Japanese designer Hachi, on multiple occasions, and it later sold for $75,100 when it went up for auction in New York City.
Attending the Back to the Future London premiere in a red crushed-velvet dress with a...plunging back. She accessorized with a back-draped pearl necklace to accentuate the daring cut.
Many of the royal family’s ski trips yielded iconic photos of Prince William and Harry on vacation as well as of Diana—here, she’s wearing mirrored sunglasses and a very ’80s ski suit during a vacation to Klosters, Switzerland.
Wearing a pillbox hat and a checked jacket with some major shoulder pads in Vancouver, Canada.
Diana channels in the '20s in a silk pleated navy-blue blouse with a glittery yoke and another jeweled headband to a state dinner in Tokyo, Japan.
Wearing shoulder pads so big they deserve their own zip code, TBH. And more polka dots!
Here, Diana’s wearing a pleated polka-dot skirt and matching ankle socks! Surely, this level of coordination deserves the crown—or at least a piece from the crown jewels that would also go with this understated ’80s glam look.
Tim GrahamGetty Images
Wearing hot-pink checkered ankle pants with a matching top and simple, understated jewelry on the steps of her home at Highgrove, Gloucestershire.
Georges De KeerleGetty Images
Vacationing in Majorca, Spain, and wearing what looks to be the coolest belted jumpsuit ever made.
Here, she wears a monochrome polka-dot dress and matching hat at the Royal Ascot Derby.
Wearing floral pants and a light-pink shirt for an afternoon’s outdoor play in the grounds of Highgrove.
She often described this as her favorite gown! She wears it at a banquet held at the German Embassy in London. It was designed by David and Elizabeth Emanuel (the designers of her wedding dress).
Sparkling in a star-patterned velvet evening gown with a matching choker (and contrasting magenta opera gloves) while attending a performance of Phantom of the Opera in London.
Wearing a military-style jacket to the Sovereigns Parade at the Royal Military Academy at Sandhurst, England.
Attending the Cannes Film Festival with Prince Charles, wearing a double-breasted blazer and striped dress with a puffer-style skirt.
Wearing a divinely draped blue chiffon gown and matching scarf to another Cannes event.
Here, Diana wears the cutest denim dungarees! We have no choice but to stan.
Wearing a white knit sweater and pleated skirt in Windsor, England. Also, lil Harry has strawberries!
Dropping off Prince William at nursery school, wearing a gray pencil skirt and pinstripe workman’s shirt.
Wearing, well, a lot of things to the opera in Munich, Germany. But it works, even if it is probably a designer’s fever dream.
Dressing casually for a walk—with bb Prince William—across the lawn at the Guards Polo Club. Here, Diana’s sweater features the logo for the British Lung Foundation (an organization for which she served as a patron). This is one of the looks that inspired Louis Vuitton menswear designer Virgil Abloh for a 2017 collection for his Off White label.
Wearing a boxy pleated sundress to meet lifeguards at a “surf carnival” at Terrigal Beach in Sydney, Australia.
Matching her outfit with her younger son Prince Harry’s to watch the Trooping the Colour, a parade for the queen’s birthday.(William’s expression suggests he wanted to be wearing green too. Womp, womp.)
Wearing a corset-style cream evening gown with gold embroidery, designed by Victor Edelstein, to a dinner at the Élysée Palace in Paris, France.
Diana wears a pink gown with a blue floral pattern to a Romeo and Juliet performance at the Royal Opera House in London.
Doing the fiercest eye roll in history and wearing a pink-and-red color-block dress and hat with gold accents in Kuwait City, United Arab Emirates, during her tour of the Gulf States.
Wearing a bold sky-blue coatdress with white polka-dot detailing.
The shades, the oversized earrings, the classic string of pearls—is there anything Princess Di can't pull off?
Wearing an embellished red sweater and matching skirt to accompany Prince William and Prince Harry to Wetherby School on Harry’s first day. Let’s be clear: This is also an example of one of Wills’ and Harry’s best outfits too.
Wearing a delicate floral-patterned blazer, skirt, and clutch to the sultan’s palace while on a visit to Yogyakarta, Indonesia.
Here, Princess Diana wears her iconic white “Elvis Dress” (and, yes, the Spencer tiara) to a reception at the Culture Center in Hong Kong.
More stellar eyewear: wearing very hipster safety glasses while visiting a laboratory in Ipswich, Suffolk, England.
Wearing a two-tone houndstooth jacket and skirt to her niece Princess Eugenie’s christening ceremony.
Looking extra glam, she wore this one-shoulder floral evening gown to a movie premiere in London.
Wearing a ruched red evening gown with gold-thread detailing to the London premiere of the movie Hot Shots.
Sequins! Sequins! Diana wearing all the bright-blue sequins to a charity ball at the Royal Lancaster Hotel in London.
Wearing a floral day dress by Bellville Sassoon while on a visit to Seville, Spain with Prince Charles. Also, another pair of DGAF shades.
Attending a reception dinner in South Korea in a floral embroidered Catherine Walker evening gown.
Wearing a heavily embroidered evening gown to the annual Royal Variety Performance in London.
Tim GrahamGetty Images
Wearing denim on denim for a ski trip to Lech, Austria. Princess Diana invented the yeehaw agenda, as far as I’m concerned.
Here, Princess Diana sports a mint-and-cream striped off-the-shoulder gown designed by Catherine Walker to a movie premiere in London.
She looks so fun 'n sporty wearing a letterman jacket during a day trip to the Alton Towers theme park in Staffordshire, England, with Prince William and Prince Harry.
This bodycon Christina Stambolian dress was famously called Diana’s “revenge dress” because she wore it to a Vanity Fair party the very same evening Charles had admitted publicly to cheating on her with Camilla Parker-Bowles.
Wearing a Jackie O–style pink skirt suit and pillbox hat while visiting an army regiment named in her honor.
She looks so red-carpet-ready in a beaded halter dress to the Serpentine Gallery Summer Party hosted by Vanity Fair in Hyde Park in London.
Wearing a white lace gown to a charity gala in Washington, D.C., at her first party since her divorce from Charles was finalized.
Wearing a sharp red skirt suit to visit HIV/AIDS patients at the London Lighthouse center.
Here's Diana posing in a striking blue dress at the English Ballet’s Swan Lake performance at Royal Albert Hall in London.
Meeting with Mother Teresa in a cream skirt suit, Diana looks as regal as ever.
Wearing a purple skirt suit and pearls to the Red Cross Headquarters in Washington, D.C., where she gave a speech for an anti-land-mine campaign.
Wearing a neon one-piece and matching sarong while dancing on the edge of a boat in Saint-Tropez, France, while on vacation with her then-boyfriend Dodi Fayed.
Shannon BarbourNews WriterShannon is a news writer at Cosmopolitan.com, and when she's not obsessing about Cardi B, she's thinking about Justin Bieber and still trying to memorize Beyoncé's Beychella choreography.
Maggie GriswoldContributing Fashion EditorMaggie Griswold (she/her) is a contributing fashion editor for Cosmopolitan and freelance writer and editor based in Los Angeles, covering everything from the latest wardrobe must-haves to interior design trends.