Princess Diana's 27 Best Style Moments
No one could pull off bold shoulders and big hats quite like her.
No one could pull off bold shoulders and big hats quite like her.
The Tartan Dress
In January 1981, just before her engagement to Prince Charles, Princess Diana showed off her budding fashion sense in a twee tartan dress.
The Engagement Dress
Like her son's fiancée decades later, Diana wore blue when she and Charles posed for their first official engagement pictures on February 1981.
The Novelty Jumper
Shortly before their big day, Charles and Diana had a bit of down time on the Balmoral Estate. We love Diana's novelty jumper and corduroy trousers, wonderfully retro!
The Wedding Dress
It was the dress that had everyone talking. The ivory silk taffeta gown, designed by David and Elizabeth Emmanuel, was decorated by hand with embroidery, lace, sequins, and 10,000 pearls. It also featured a whopping 25-foot train and was valued at the time at $14,050.
Just in case anything happened to it, there was a spare one made to avoid ruining the big day.
The Honeymoon Suit
On honeymoon in Balmoral, Diana wore a suit designed by Bill Pashley to match Prince Charles' kilt.
Ruffled Red Gown
While pregnant with Prince William, Diana dazzled in this Marie Antoinette-inspired dress by David Sassoon at a function at the Barbican Centre.
The Post-Maternity Dress
We love this green polka dot number, which she wore as she left the Londo Wing at St Mary's Hospital with a tiny Prince William in 1982.
The Drop-Waist Dress
The Princess made headlines in this vivid blue drop-waist gown by Bruce Oldfield.
The Floral Skirt
The floral skirt, the white shirt, the jumper tied around the shoulders, the kitten heels… Diana was dressed perfectly for the polo in 1985.
The Emerald Gown
On a trip to Australia in 1985, all eyes were on Diana as she danced with Prince Charles. Her blue ballgown was only made better by her diamond and emerald choker worn as a tiara.
The John Travolta Dress
The iconic design by Victor Edelstein, worn by Diana as she danced with John Travolta at a White House dinner.
The Red and Black Outfit
Always ready to push the fashion boundaries, Princess Diana wore this Murray Arbeid flamenco dress with one red glove and one black glove at America's Cup Ball in 1986 — '80s fashion at its best.
The Wide Shoulders
Diana was often nicknamed "Dynasty Di" by the tabloids for her love of wide-shouldered gowns such as this one.
The Military Suit
Diana had a longstanding relationship with fashion designer Catherine Walker, who dressed her from Prince Williams' birth to her death. This white suit with drum majorette gold frogging and epaulettes was created for her visit to the Sandhurst Military Academy in 1987.
The Pale Chiffon Dress
Another stunning Catherine Walker design.
The Floral Dress
We love this floral ruched dress worn to a Romeo & Juliet performance in London in 1989. It was one of her favorite designs and she wore it several times.
The Pink Dress
Princess Diana looked breathtaking in this decadent pink dress by Catherine Walker at a banquet in 1989.
The Pearl Dress
Perhaps one of her most iconic dresses, this high collar dress was inspired by Elizabethan ruffs and created by Catherine Walker for an official visit to Hong Kong. The Princess affectionately called it her "Elvis dress."
The Oversized Hat
Not many people could pull off a huge hat, but Diana was one of them. We love the matching dress and accessories, too.
The Column Dress
Diana dressed to impress at a banquet in South Korea in 1992 in a Catherine Walker gown, which she accessorized with the Spencer family tiara.
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