Princess Diana is the ultimate royal style icon - here's 27 photos to prove it


From starry dresses to yellow dungarees, Princess Diana really proved her stylish status by wearing whatever she wanted...


Princess Diana posing in a pink dress© Tim Graham Photo Library via Get
Iona MacRobert
Iona MacRobertEditorial Assistant
1 hour ago

When it comes to royal style, few people take the crown for best fashion evolution quite like Princess Diana. Throughout her 36 years, Diana was essentially the ultimate fashion influencer and today she would have millions of Instagram followers. Her journey mirrored that of a young nursery teacher who morphed into a global icon who inspired millions with her charitable work and not to forget, her empathetic nature.

From her early preppy looks to following strict royal protocol, and finally coming into her own, Princess Diana covered almost every fashion era in a remarkably short amount of time. Before her tragic death, her immense influence on the fashion world was clear as she regularly attended star-studded premieres and wore major designers – often with her signature Gucci bag on her arm.

Naming a single favourite look of Diana's is nearly impossible, but if I had to choose, I love her sparkling ballgowns (you have to see the midnight dress), which gave her true royal presence. However, the blonde royal could dress down just as effortlessly, making even athleisure look like a perfectly crafted outfit. There was literally no colour or pattern that she didn't pull off!

So let's take a look at 27 of Princess Diana's best fashion looks from her life...

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1. Purple preppy look (1980)© Tim Graham Photo Library via Get

1. Purple preppy look (1980)

At just 19 years old, Lady Diana Spencer was already a style icon before she officially became a royal. In this photo, she was working as a nursery teacher (albeit a remarkably stylish one), wearing shades of purple in a tailored, collegiate style.

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Lady Diana Spencer (later to become Princess of Wales) reveals her sapphire and diamond engagement ring while she and Prince Charles, Prince of Wales pose for photographs in the grounds of Buckingham Palace© Tim Graham Photo Library via Get

2. Engagement picture (February 1981)

The day her engagement to Prince Charles was announced, Princess Diana wore a royal blue skirt and matching blouse paired with a black clutch at Buckingham Palace.

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Lady Diana Spencer, wearing yellow dungarees with a floral blouse and red wedges, and Sarah Ferguson attend a polo match at Cowdray Park Polo © Getty Images

3. Yellow dungarees (July 1981)

Making yellow dungarees look incredible, Diana paired them with a Liberty print shirt and pink espadrilles at a polo match in 1981. It was an eclectic mix, but she made it work effortlessly.

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Formal portrait of Lady Diana Spencer (1961 - 1997) in her wedding dress © Getty Images

4. Wedding day (July 1981)

Diana's famous gown on her wedding day in July 1981 was made of British-woven silk and featured a dramatic 25-foot train. The dress was designed by the husband-and-wife duo David and Elizabeth Emanuel, creating a magical bridal moment.

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Princess Diana At The Victoria & Albert Museum in a purple puffy dress© Tim Graham Photo Library via Get

5. Fairy princess (November 1981)

Only days after her first pregnancy was announced, the 20-year-old Princess attended the Victoria and Albert Museum in November 1981 wearing a lilac Bellville Sassoon gown, looking just like a fairy princess.

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Diana, Princess of Wales (1961 - 1997) wearing 'Black sheep' wool jumper © Tim Graham Photo Library via Get

6. Black sheep sweater (June 1982)

Diana styled out this iconic black sheep jumper in 1982, proving that a winter staple does not need to be boring.

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Princess Diana in a blue floral dress© WireImage

7. English rose (November 1982)

Proving that simple dresses can truly shine, Diana looked beautiful in a single-shoulder Bruce Oldfield silk gown in a shade of bubblegum blue. Headlines were made for good reason.

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Diana Princess of Wales attends a rock concert by Genesis © Getty Images

8. Rock chic (February 1984)

Attending a Genesis concert in February 1984, Diana wore a sharp white tuxedo by Margaret Howell accented with a black bow.

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Princess Diana wearing a teal dress© Getty Images

9. Teal moment (1985)

Teal is a timeless shade, and Diana was ahead of her time with this single-shoulder gown in 1985. For an appearance in Melbourne, Australia, she famously wore an emerald and diamond choker across her forehead as a tiara, showing her unconventional approach to royal style.

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Diana, Princess of Wales, wearing a strapless blue dress designed by Murray Arbeid and long, pink gloves© Getty Images

10. Midnight dress (December 1986)

One of her most celebrated looks was this strapless, deep blue dress designed by Murray Arbeid, styled with vibrant fuchsia gloves. Embellished with stars, the dress offered a theatrical appeal perfectly suited for the premiere of The Phantom of the Opera in 1986.

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Diana, Princess Of Wales, Sitting On The Steps Outside Her Country Home, Highgrove.  The Princess Is Casually Dressed In Pink Gingham Trousers With A Matching Pink Jumper.© Tim Graham Photo Library via Get

11. Gingham princess (July 1986)

Making pink gingham pop, Diana posed outside on the steps of her Highgrove country home wearing a hot pink sweater layered over a white long-sleeved blouse paired with matching gingham trousers.

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Princess Diana wearing red leather trousers© WireImage

12. Red leather (February 1987)

Channeling a bold aesthetic, Diana wore striking red leather trousers to watch The Phantom of the Opera in February 1987.

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Diana, Princess Of Wales At Guards Polo Club.  The Princess Is Casually Dressed In A Sweatshirt With The British Lung Foundation Logo On The Front, Jeans, Boots And A Baseball Cap© Tim Graham Photo Library via Get

13. Cool girl aura (May 1988)

Strolling through the Guards Polo Club, Diana kept things casual and off-duty in jeans, a sweatshirt, and a crisp blazer. It remains an iconic Pinterest moment to this day.

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Diana is wearing a leopard print swimsuit and matching sarong while Prince William stands next to her© Getty Images

14. Holiday mode (April 1990)

Looking relaxed while on holiday in Necker Island in April 1990, Diana kept her style effortless in a loose leopard-print dress.

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Diana, Princess of Wales (1961 - 1997) visiting patients suffering from AIDS at the Hospital Universidade© Tim Graham Photo Library via Get

15. Pastel perfection (April 1991)

The combination of lemon yellow and baby pink suited Diana wonderfully in this dress, which she wore while visiting AIDS patients at a hospital in Rio De Janeiro in April 1991.

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The Princess wears a rainbow skirt banded in blue, yellow, red and green, set off by a black velvet jacket with matching buttons© Getty Images

16. Rainbow magic (November 1991)

Diana was never afraid to embrace bold prints. Arriving at a concert in November 1991 in a vibrant rainbow skirt suit, she cemented her status as a royal style icon.

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 Princess Diana Visiting The British School In Seoul, Korea© Tim Graham Photo Library via Get

17. Lady in green (November 1992)

Green was certainly one of Diana's signature colours. This forest green co-ord added a rich pop of colour to her outfit during a visit to the British School of Seoul in South Korea, complete with matching court shoes.

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Diana, Princess of Wales attends the premiere of 'Far and Away' at the Leicester Square Empire Cinema, She is wearing a yellow and navy blue halter neck evening dress designed by Catherine Walker© Tim Graham Photo Library via Get

18. Premiere time (July 1992)

Wearing an elegant yellow and blue halterneck dress by Catherine Walker to the premiere of Far and Away in July 1992, Diana looked every bit the Hollywood star.

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Diana, Princess Of Wales, Arriving With Prince William At Zurich Airport For A Ski-ing Holiday In Lech, Austria.  They Are Accompanied By Bodyguard Ken Wharfe© Tim Graham Photo Library via Get

19. Peppermint tones (March 1993)

Looking sharp in a peppermint suit, Diana suited this classic '90s roll-neck and blazer combination upon arriving in Zurich in March 1993.

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Princess Diana wearing all pink© Tim Graham Photo Library via Get

20. Barbie-esque (December 1993)

Looking like a real-life Barbie, Princess Diana stepped out in 1993 wearing a hot pink frock coat and matching skirt.

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Princess Diana (1961 - 1997) arriving at the Serpentine Gallery, London, in a gown by Christina Stambolian© Getty Images

21. Revenge dress (June 1994)

No list would be complete without the iconic 'Revenge Dress' from 1994. The glowing 32-year-old Princess arrived at a Serpentine Gallery benefit in an off-the-shoulder black dress by Greek designer Christina Stambolian, making an unforgettable statement.

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Princess Diana shopping in Knightsbridge© WireImage

22. London girl (October 1994)

Diana embraced off-duty London style while shopping in Knightsbridge in October 1994, pairing white jeans and loafers with sunglasses and a tailored blazer.

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 Princess Diana Attending A Concert In Italy In Aid Of Bosnian Children.  The Princess Is Wearing A Short White Dress And White Shoes.© Tim Graham Photo Library via Get

23. Versace look (September 1995)

Stepping out in a chic, short white dress by Versace, Diana showcased her growing fashion confidence during an appearance in Italy.

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Princess Diana, Princess of Wales, wearing  Virgin Atlantic sweatshirt, leaves Chelsea Harbour Club, London in November, 1995© WireImage

24. Gym-chic (November 1995)

Mixing athleisure with everyday loungewear, Diana effortlessly styled a Virgin Atlantic sweatshirt with bright orange cycling shorts, capturing classic '90s street style.

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Diana, Princess of Wales, wearing a John Galliano dress, arrives for a Costume Institute Ball at the Metropolitan Museum of Art on December 09, 1996 in New York, USA.© Getty Images

25. Royal blue (December 1996)

Attending the Met Gala in December 1996, Princess Diana looked radiant in a navy John Galliano for Dior slip dress as she stepped out following her divorce from Prince Charles.

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Diana, Princess of Wales is seen at the Chelsea Harbour Health Club © UK Press via Getty Images

26. Off-duty (May 1997)

Diana's casual looks were entirely effortless, as seen in this pastel jumper and white jeans combination spotted as she left the gym in May 1997.

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In July 1997, Diana attended one of her final public events at a gala celebrating the Tate Gallery's Centenary, wearing a black Chantilly lace gown by Jacques Azagury embellished with delicate sparkles. (Photo by Tim Graham Photo Library via Getty Images)© Tim Graham Photo Library via Get

27. Shining bright (July 1997)

In July 1997, Diana attended one of her final public events at a gala celebrating the Tate Gallery's Centenary, wearing a black Chantilly lace gown by Jacques Azagury embellished with delicate sparkles.

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