Photo 1 of 24 As a teenager, Diana was effortlessly chic. The shirt, necktie and pearls are toned down with her woven bag and fuzzy cardigan (Photo: Getty Images)
Photo 2 of 24 In Hong Kong, she wore a red and purple suit set by Catherine Walker to the Governor’s launch in 1989 (Photo: Anwar Hussein/WireImage)
Photo 3 of 24 During her visit to Sydney, she sported a gorgeous blue asymmetrical gown, with a matching clutch and shoes. Again, this neckline is incredibly popular today (Photo: Julian Parker/UK Press via Getty Images)
Photo 4 of 24 Possibly most 2021 outfit of them all, here Diana wears a white set with a blazer and cowboy boots taking her sons to school (Photo by Daily Mirror/Mirrorpix/Getty Images)
Photo 5 of 24 To contrast her tan, she wore all white to a concert in Italy to raise money for Bosnian children. The criss cross details on her shoes elevate a simple look into something special (Photo: Tim Graham Photo Library via Getty Images)
Photo 6 of 24 Diana looking very apres ski, a trend that’s making an appearance on runways this season, with this funky knitted jumper in Balmoral (Photo: Tim Graham Photo Library via Getty Images)
Photo 7 of 24 When attending the film premiere of Back to the Future, she brought attention to her own back with this necklace knotted pearls (Photo: Keystone/Getty Images)
Photo 8 of 24 The princess wore this fisherman yellow Escada coat with a hat by Philip Somerville at the naming of the patrol boat Vigilant on the Isle of Wight (Photo: Terry Fincher/Princess Diana Archive/Getty Images)
Photo 9 of 24 Diana might have glimpsed into the future briefly because again, this lime green and purple sheer coverup is all the rage now. Sadly, this was the last summer in St Tropez before she passed (Photo: Michel Dufour/WireImage)
Photo 10 of 24 Diana wore Catherine Walker again in Dubai, this time in blue and white, and the turban hat was a nice touch (Photo: Georges De Keerle/Getty Images)
Photo 11 of 24 Another cool Diana look circulating outfit inspiration boards online, as she sports a blazer and boots again, this time with a sweatshirt, jeans and a cap (Photo: Tim Graham Photo Library via Getty Images)
Photo 12 of 24 Red hot from top to toe in Paris (Photo: Tim Graham Picture Library/Getty Images)
Photo 13 of 24 Still looking chic whilst shopping on Bond Street in London and sporting the iconic Gucci bamboo handle bag (Photo: Anwar Hussein/WireImage)
Photo 14 of 24 No-one could pull off this hat as well as she does, and the spotted and striped blouse is super fun (Photo: Tim Graham Photo Library via Getty Images)
Photo 15 of 24 Another Catherine Walker number, Diana wore this beaded dress with her famous “revenge” dress necklace (Photo: Tim Graham Photo Library via Getty Images)
Photo 16 of 24 A puffed sleeve blouse and leather wrap around belt for a polo match looked very smart casual (Photo: Tim Graham Photo Library via Getty Images)
Photo 17 of 24 She always considered colour coordination, as telling by this cream, brown and grey look (Photo: Tom Wargacki/WireImage)
Photo 18 of 24 This is one of the most memorable photos of Diana, but people only remember that she was napping. They forgot about her pale lavender chiffon dress by Bellville Sassoon, which was so delicate and romantic and an apt choice for this sleeping beauty (Photo: Tim Graham Photo Library via Getty Images)
Photo 19 of 24 This is the photo that brought cycling shorts and sweatshirts back, and honestly, it’s not a surprise. The neon apricot is so underrated (Photo: Anwar Hussein/WireImage)
Photo 20 of 24 On her 36th birthday, the Princess of Wales wore a glittering black gown with a stunning emerald and diamond choker with complementing earrings (Photo: Mark Cuthbert/UK Press via Getty Images)
Photo 21 of 24 Pretty in pink and white and check, this was a very sweet look to transition from summer to autumn (Photo: Tim Graham Photo Library via Getty Images)
Photo 22 of 24 Less check, more plaid and even more padded shoulder for Diana, paired with large pearls in France (Photo: Georges De Keerle/Getty Images)
Photo 23 of 24 Purple really did look gorgeous on Princess Diana, and this matching printed set was ever so elegant at the polo match (Photo: Tim Graham Photo Library via Getty Images)
Photo 24 of 24 She looked like true royalty at the British Fashion Awards in 1989 in this white pearl dress and bolero by Catherine Walker, complete with a regal high collar (Photo: Jayne Fincher/Getty Images)
