The Duchess of Cambridge wore a fuchsia dotted vintage Oscar de la Renta dress with a ruffle collar to attend a reception held by Deputy Prime Minister with Prince William in Dublin. The look was reminiscent of a navy dress with fuchsia dots and a matching wrap-waist blazer that Princess Diana wore upon her return from the Canada tour in July 1983.
For her second day of the official tour of Pakistan (October 15), the Duchess of Cambridge wore a cobalt blue kurta and trousers, similar to a blue and gold kurta that Princess Diana once wore while visiting the region in the 90s.
On October 15, 2019, Middleton chose a green tunic coat designed by Catherine Walker, which she paired with Maheen Khan cream trousers, as well as a patterned green scarf from Satrangi reminiscent of a kelly green dress that Princess Diana wore on her trip to the region.
The Duchess of Cambridge arrived at the Pakistani Air Force Base Nur Khan on October 14, 2019 wearing a custom watercolor blue Catherine Walker dress and pants, echoing a similar teal outfit that her later mother-in-law wore on her official visit to the country.
The Duchess of Cambridge looked lovely in a pink floral frock while dropping off Princess Charlotte to her first day of school on September 5, 2019, similar to a number that Princess Diana wore to drop off Prince Harry at school in 1992.
Diana wearing a tweed topper and matching skirt while on her honeymoon in Scotland in August 1981; Kate in a Dubarry Bracken tweed jacket for an appearance at King Henry’s Walk Garden on Tuesday, January 15, 2019.
Diana is seen here in a red tartan skirt suit by Caroline Charles in 1985; Kate appears in an A-line Emilia Wickstead skirt at a Christmas party for military families in London on December 4, 2018.
Diana in purple Versace at the Field Museum of Natural History in Chicago in June 1996; Kate wearing Issa to celebrate National Canada Day in July 2011.
Princess Diana wearing a sky blue dress in 1983, and Kate wearing a light blue Catherine Walker look while visiting the Netherlands in October 2011.
Diana at London’s Goldsmith’s Hall in 1981 wearing a strapless black gown with a ruffle at the bodice; Kate in a similar look in black velvet at the Sun Military Awards in 2011.
Diana in a royal blue dress with pin-tucked sleeves while visiting New Zealand in April 1983; Kate in a Jenny Packham dress while visiting the Imperial War Museum on October 31, 2018.
Princess Diana in a classic short sleeve pink Versace suit and pillbox hat in 1995; the Duchess of Cambridge in a soft pink Emilia Wickstead coat dress for a 2012 garden party at Buckingham Palace.
Princess Diana in a gray coat with a velvet collar; Kate in gray glen check blazer by Smythe over a black turtleneck and jeans for an event in October 2018.
Diana in a Pepto-pink polka dotted dress in Perth in 1983, and Kate in a similarly hued Alexander McQueen dress coat at Trooping the Color in 2017.
Diana in a scarlet and gold flecked dress in 1981, and Kate wearing a red and gold dotted halter dress at the Chakravarty Cup in 2006.
Diana in a graphic frock and a white jacket while visiting Wales in 1993; Kate in a printed dress and an ochre coat the day before her wedding in 2011.
The Princess of Wales in an orange suit with a black belt while visiting Liverpool in 1995, and the Duchess of Cambridge wearing a red suit with a black belt in 2001.
Princess Diana wearing a teal dress coat in New Zealand in 1983, and Kate Middleton wearing a teal Emilia Wickstead dresscoat on Palm Sunday in New Zealand in 2014.
Diana wearing a gray pinstriped suit dress with a pussybow blouse while visiting Italy in 1985. Kate in a similar a pussybow blouse paired with a sporty olive green outfit on a visit to Canada in 2016.
Princess Diana dressed in a lavender skirt suit while visiting Washington D.C. in 1997 and Kate wearing lavender Emilia Wickstead while attending the Global Ministerial Mental Health Summit on October 9, 2018.
Diana attending a premiere in April 1993 wearing a structured midi-length blazer dress; Kate wearing cream Alexander McQueen for Princess Charlotte’s christening in 2015.
Princess Diana in blue and green tartan with a lace collar and cuffs at the Bute Highland Games in 1987 and Kate wearing green and blue tartan Alexander McQueen in 2012.
Diana wearing a tan outfit with a matching feather plume fascinator on her first official visit to Wales in 1981 and Kate wearing a gold coat and fascinator at the wedding Laura Parker Bowles and Harry Lopes in 2006.
Princess Diana wearing a white dress with black polka dots (designed by Victor Eldelstein) on Derby Day 1986 and Kate Middleton wearing Dolce & Gabbana at Wimbledon in 2017.
Diana visiting Westminster in June 1990 in a shocking pink skirt suit with black buttons, and Kate in the same color dress coat (complete with the button detailing) while pregnant with Princess Charlotte in March 2015.
Diana in an emerald Jasper Conran suit in 1983, and Kate in the same hue at a St. Patrick’s Day parade in 2014.
Princess Diana wearing a classic red suit at the launch of the HIV/AIDS Charity London Lighthouse’s New Appeal; Kate in a modern take on the look at the opening of the Global Academy in support of Heads Together in April 2017.
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