Princess Diana’s Iconic Maternity Looks Ranked

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11. Missed The Mark: April 3, 1982

Princess Diana stepped out at Grand National in Aintree while pregnant with Prince William in early April 1982. We have to admit, this wasn’t one of our favorite maternity looks of hers. The combination of red and blue seemed to clash and the ruffle detailing along the neckline of the dress felt a tad overwhelming.

(Photo by David Levenson/Getty Images)

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10. Nailed It: June 4, 1982

We absolutely love this bubblegum pink maternity look that Princess Diana wore in June 1982, which was the same month William was born. The look was super effortless feeling with the undone buttons and rolled up sleeves, but still sophisticated and breezy for a summer afternoon.

(Photo by David Levenson/Getty Images)

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9. Missed The Mark: June 12, 1982

Diana was spotted again in June even closer to her due date for an appearance on the balcony of Buckingham Palace at the Trooping of the Colour ceremony. For the event, she wore a dark green dress with a matching hat. While we actually don’t mind this color on its own, it definitely wasn’t the best choice of color while standing beside men in red! The combination of the green and red clashed and the dark shade of green felt quite heavy for an early summer event.

(Photo by David Levenson/Getty Images)

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8. Nailed It: June 1982

Diana stepped out again in June 1982 to attend a polo event at Windsor Great Park. She was photographed here with Prince Charles looking very pregnant in this silky pale pink dress. We love this chic, summery color on her and the choker detail really added a trendy element to her look.

(Photo by Anwar Hussein/Getty Images)

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7. Missed The Mark: April 2, 1982

Pink seems to be the color of choice for Diana during her pregnancies, which seems funny considering she had two boys! This look she wore in April 1982 while pregnant with Prince William for a visit to Liverpool. For the appearance, she wore a bright magenta coat with a matching hat. This look was simply a little too frilly for us from the oversized ruffles on the shoulders of the coat to the bow on her hat and lacked the classic Diana elegance.

(Photo by David Levenson/Getty Images)

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6. Nailed It: June 7, 1984

A few years later when Diana became pregnant with Prince Harry, she returned to her beloved pink maternity fashion despite having yet another son. In June 1984 she was showing slightly, but still able to conceal her bump with the help of a flowy dress and oversized cardigan. We absolutely love the chic feel of this fluffy sweater paired with an elegant midi length dress and kitten heels.

(Photo by Anwar Hussein/Getty Images)

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5. Missed The Mark: June 1982

Diana stepped out in June 1982 wearing the same green polka-dotted maternity dress she would wear to reveal William to the world a few weeks later. While this dress has likely become one of Diana’s most iconic and memorable fashion moments, we can’t say that it’s a favorite either. The pussy-bow detailing and awkward sleeves made this look appear a little stuffy.

(Photo by David Levenson/Getty Images)

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4. Nailed It: May 1984

Princess Diana looked super elegant and feminine when she stepped out in May 1984 while pregnant with Prince Harry wearing this Victorian-inspired lace gown. The subtle glitter laced throughout and the dainty button detailing along the sleeves made this a truly remarkable fashion moment, especially when topped with a sparkling crown!

(Photo by David Levenson/Getty Images)

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3. Missed The Mark: June 16, 1984

Princess Diana, unfortunately, missed the mark with this maternity look she wore while pregnant with Prince Harry in June 1984. She’s photographed here holding a young Prince William while standing on the Buckingham Palace balcony for the for Trooping The Colour ceremony. While the shade of periwinkle is quite flattering, the doily-like detail on the neckline wasn’t the best.

(Photo by David Levenson/Getty Images)

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2. Nailed It: March 30, 1984

Diana absolutely dazzled when she stepped out during the early stages of her pregnancy with Prince Harry wearing this drop-waist pale pink gown. From the sleek shape to the subtle glittering texture to the lovely shade of pink, this look totally stole the show on the red carpet.

(Photo by Anwar Hussein/Getty Images)

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1. Missed The Mark: September 1982

In 1982 Diana stepped out to attend the wedding of her former flatmate Carolyn Pride in Chelsea, London. For the occasion, the pregnant Princess opted for a loose-fitting magenta dress with white detailing along the front. While it’s understandable to opt for something loose and breezy while pregnant, this dress was simply ill-fitting, which was unfortunate. Luckily, the bright fuschia color looked beautiful on her which compensated for the shape.

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(Photo by David Levenson/Getty Images)

Olivia Di Pede

Olivia loves all things fashion, beauty, and entertainment. In her free time, she can be found taking yoga classes, reading thriller novels, and styling outfits on Instagram.