15 times Princess Diana nailed casual royal style

15 times Princess Diana nailed casual royal style
  • Princess Diana is known for her bold royal style, but some of her best looks were also casual.

  • From jeans to sweatshirts, the royal knew how to nail a royal-off-duty look.

  • These casual Princess Diana looks are not only stylish, but also totally recreateable.

A mere month before she married Prince Charles, Diana Spencer wore a sweater that eerily predicted her "black sheep" role in the royal family.

princess diana wearing a sheep patterned sweater in 1981
Princess Diana in June 1981.Tim Graham Photo Library/Getty Images

She paired the bold red sweater with a ruffle-collared shirt and dark-wash jeans.

As Princess Diana grew into her royal style, she embraced casual yet feminine looks in her everyday life.

princess diana
Princess Diana photographed in 1986.Tim Graham Photo Library via Getty Images

Princess Diana was spotted wearing pink gingham pants, a white shirt, and a hot pink cardigan outside Highgrove House, which was her main residence with Prince Charles, Prince William, and Prince Harry in Gloucestershire, England.


The look was later recreated in The Crown.

Princess Diana wore a cream white sweater and midi skirt that embodied cozy fall fashion.

diana at kensington palace
Princess Diana.Anwar Hussein/Getty Images

She paired the look with red leather boots and a red belt around her waist.

While attending a polo match in July 1983, Princess Diana embodied a casual-yet-chic royal style.

princess diana wearing a white shirt and blue pants to a polo match
Princess Diana attends a polo match at Cowdray Park Polo Club in West Sussex in July 1983.Princess Diana Archive/Getty Images

The young royal paired a white shirt with a sailor-inspired collar with a pair of pale blue pants. She accessorized with a pair of oversized aviator sunglasses that brought the look together.

At another polo match two years later, Princess Diana paired a puff-sleeved white blouse with a fun floral skirt.

princess diana in a white shirt and floral skirt
Princess Diana attends a polo match in June 1985.Tim Graham Photo Library/Getty Images

While the floral pencil skirt brought a level of sophistication to the look, the royal toned it down with simple brown flats and a matching belt.

The following year, Princess Diana wore an oversized navy sweater and cream pants to a polo match.

princess diana in a navy sweater and white slacks
Princess Diana at a Guards Polo Club match at Smiths Lawn, Windsor, in May 1986.Jayne Fincher/Princess Diana Archive/Getty Images

This country club-esque style choice of a sweatshirt layered over a collared shirt recently came back into fashion.

Princess Diana looked ready to swing in this tennis outfit.

princess diana wearing a tennis outfit
Princess Diana opens the Women's International Tennis Association European Office in 1988.Princess Diana Archive/Getty Images

The royal paired her tennis-inspired outfit with a pair of simple white sneakers and a cardigan.

One of Princess Diana's most iconic looks is this jeans, blazer, and sweatshirt combo she wore in 1988.