1Princess Diana Archive/Getty Images; Dave Benett/Getty Images//Getty Images Princess Diana donned a sparkling blue Catherine Walker gown to a charity ball in 1989. Decades later, Lady Kitty Spencer opted for a similar look at the 2017 Walpole British Luxury Awards—albeit in a slightly lighter color.
2Jayne Fincher/Getty Images; Dave Benett/Getty Images//Getty Images In the summer of 1994, Princess Diana wore a black, off-the-shoulder look by Christina Stambolian to visit London's Serpentine Gallery. Lady Kitty Spencer chose a similar dress for a dinner benefitting the Elton John AIDS Foundation. (And as the event was in partnership with Bulgari, Spencer paired it with a Bulgari Serpenti necklace.)
3Tim Graham/Getty Images; Max Mumby/Indigo//Getty Images Advertisement - Continue Reading Below
4Tim Graham/Getty Images; Dave Benett/Getty Images//Getty Images Princess Diana opted for a matching Versace coat and skirt during a visit to Liverpool in 1995, and finished off the look with a Dior handbag. In 2018, Lady Kitty Spencer wore a coat in a similar mustard shade to a London cocktail party.
5Tim Graham/Getty Images; Dave Benett/Getty Images//Getty Images Diana chose a patterned gown by Catherine Walker, one of her favorite designers, for a dinner in Melbourne in 1988. Years later in London, Lady Kitty Spencer opted for a blue-and-white printed dress at a London party.
6Tim Graham/Getty Images; Nick Harvey/REX/Shutterstock //Getty Images The aunt and niece have both opted for near-identical shades of all-over purple: Diana in 1997, during a visit to Washington, D.C., and Spencer to a Wimbledon party at Kensington Palace.
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7Mike Forster/Daily Mail/REX/Shutterstock; Darren Gerrish/WireImage//Getty Images The Princess of Wales wore an emerald dress to a dinner at the British Museum. For her part, Kitty Spencer chose a garment in a similar cut and color for a Bottega Veneta event at London's Chiswick House and Gardens.
8 Tim Graham/Getty Images; Dave Benett/Getty Images//Getty Images Diana was photographed in a flouncy, printed dress after delivering a speech (in Welsh!) in Cardiff; decades later, Lady Kitty Spencer chose a look in the same vein for a Bulgari event.
9Tim Graham/Getty Images; Dave Benett/Getty Images //Getty Images In 1987, Diana attended an evening event in Germany in an off-the-shoulder gown, paired with some stunning jewels. In 2018, Kitty Spencer donned a similar outfit at yet another Bulgari dinner.
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10Tom Wargacki/WireImage; Dave Benett/Getty Images//Getty Images This flashback photo of Diana shows the princess attending the Back to the Future premiere, sporting a burgundy velvet dress. Lady Kitty Spencer donned a gown in a near-identical fabric for a fashion fete in 2017.
11ntony Jones/Justin Goff\UK Press via Getty Images; Dave Benett/Getty Images//Getty Images In 1997, Princess Diana donned a buttoned white dress to visit Shri Swaminarayan Mandir, a Hindu temple in London. Twenty years later, Kitty Spencer wore an all-white look to the Cartier Queen's Cup Polo final.
12David Levenson/Getty Images; Daniele Venturelli/Getty Images//Getty Images The Princess of Wales wore a stunning pink gown to Milan's La Scala opera house, during the 1985 royal tour of Italy. Lady Kitty Spencer also chose a layered, tie-strap look for a dinner in Rome.
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13Julian Parker/UK Press via Getty Images; WENN.com//Getty Images For a visit to the ballet at Royal Albert Hall, Princess Diana dressed to the nines in a floral patterned gown. Kitty Spencer chose a dress with a similar print for the 2017 Serpentine Gallery summer party.
14Julian Parker/UK Press via Getty Images; Dave Benett/Getty Images//Getty Images The Princess of Wales opted for a black dress with an off-the-shoulder collar and bow detail. Years later, Kitty Spencer revisited the look, with a high-necked twist.
15Tim Rooke/REX/Shutterstock; Valerio Pennicino/Getty Images//Getty Images Lady Kitty Spencer and Princess Diana chose near-identical red sheath dresses—Diana to support the Red Cross in Washington, D.C., and Spencer to attend a gala in Florence, Italy.
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16Tim Graham/Getty Images; Dave Benett/Getty Images //Getty Images Nearly three decades apart, both Princess Diana and Lady Kitty Spencer donned cheetah prints. (Granted, Diana was on a beach holiday, while Spencer was attending a jungle-themed party.)
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