After giving birth to Prince William, Princess Diana stepped out in a flowy polka dot dress. Kate Middleton left the hospital in a similar looking dress after giving birth to her first child.
Crummy weather shouldn’t keep you from looking your best. In her pre-wedding photos with Prince Charles, Diana wore green Hunter rain boots. The brand has seen a surge in popularity again in recent years, probably because they’re classic, timeless and durable.
Princess look

Diana wasn’t afraid to look like a girly girl, fully embracing her “princess” title. “At the beginning, her look was very ‘fairytale princess.’ There were lots of bows and frills,” Kerry Taylor, whose auction house auctioned ten of Diana’s dresses in 2013, has said. “She was the embodiment of every little girl’s fantasy of what it meant to be a princess.”
Bold patterns

Princess Diana didn’t shy away from bold outfits. She is seen here wearing a red and white polka dot patterned dress, a bright red blazer to match, and a white hat and red shoes.
Pairing casual with polished

Diana is known for her fancy dresses and gowns, but she could work a dressed-down look, too. She paired a collared white shirt with light wash jeans when on a trip to Bosnia in 1997.
Gold accents

It’s hard to forget this strapless white and gold evening gown that Diana wore to a banquet in 1986. The long white gloves make her look especially poised.
Beyond plain black tights

Black stockings are a classic way to make an outfit more modest, but Diana pulled off unexpected twists on tights. At the 1985 Melbourne Cup, her black tights featured back seams that stretched through bow motif above the ankle, and on another occasion, she went monochromatic by wearing blue tights with a blue skirt.
Bring back old trends

To visit her nation’s troops in 1995, Diana wore a pink skirt suit and pillbox hat à la Jackie O.
Floral dress

Princess Diana looked gorgeous in this floral printed dress with a white blazer draped over her shoulders. Such a simple look is still in style today.