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20 of Princess Diana's most daring outfits

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  • Princess Diana is known for many things, including her colorful and daring style.
  • Some of the late royal's most famous looks include her off-the-shoulder "Revenge Dress" from 1994 and her casual Virgin-Atlantic sweatshirt look from 1995. 
  • The princess is also known for wearing beautiful gowns, including her wedding dress with a 25-foot-long train.
  • Visit Insider's homepage for more stories.

To this day, the late Princess Diana is remembered as a kind philanthropist, loving mother to her two sons, and true style icon.

Throughout the 1980s and 1990s, the royal was known for wearing a wide range of colorful, elegant, and daring fashions that many are still inspired by today.

Here are 20 of Princess Diana's most memorable looks. 

Princess Diana's wedding gown had a magnificently long train.

For her 1981 wedding to Prince Charles, Diana wore a gown that fully embraced the style of the 1980s with its giant, puffy sleeves.

That said, the most iconic and daring part of this gown is its train. The train was 25 feet long, the longest in royal-wedding history.

 

 



Her honeymoon dress had was light and colorful.

In 1981, Princess Diana left for her honeymoon in this light, flowery wrap dress by Donald Campbell. She paired it with a pearl choker.  

 



Princess Diana wore this dreamy gown the day before it was announced she was pregnant with Prince William.

This gauzy off-the-shoulder dress, with swirls of lilac and pink, has a dreamy quality to it.

She wore this look in 1981 on the day before the palace announced that she was pregnant with Prince William.



Shortly after Prince William's birth, she looked elegant in polka dots.

Princess Diana's patterned teal dress was colorful and fun. 

Kate Middleton seemingly channeled Princess Diana's 1982 polka-dotted look for her own post-pregnancy photos in 2013. Shortly after giving birth to Prince George, Middleton wore a light-blue polka-dot frock. 



Princess Diana paired elegant jewels with vibrant colors.

In 1983, Princess Diana once again seemingly broke an unofficial royal guideline by baring her shoulders in this bright-pink, spaghetti-strap gown.

The princess paired the dress with the famed Spencer-family tiara.



She could sometimes be spotted in a bow tie, too.

Princess Diana may have been known for her elaborate dresses, but she has also worn some memorable suits.

Here she is in 1984 attending a rock concert while wearing a black-and-white tuxedo-style suit. 



She danced with John Travolta in an elegant velvet gown.

In 1985, Princess Diana wore this dark velvet gown and paired it with her famed pearl choker.

Here, she's dancing with actor John Travolta in the White House. 

 



She's worn some sparkling open-back numbers, too.

Diana was glittering in silver at the 1985 premiere of the James-Bond movie "A View To a Kill."

The gown was complete with a revealing open back, a style that's quite uncommon for a member of the royal family to wear. 



Princess Diana has also worn some polished, striped looks.

While visiting a naval base during a 1985 royal tour of Italy, Princess Diana wore a pinstriped dress by Catherine Walker and paired it with a simple hat. 

 



Princess Diana truly embraced the style of the 1980s in this shoulder-padded frock.

In another iconic look from 1985, Princess Diana chose this star-patterned, drop-waist gown for another Italy event.

The dress even featured shoulder pads, a 1980s signature. 



The princess also wore some color-blocked looks.

Princess Diana also embraced color blocking, another popular trend throughout the 1980s.

She wore this bold blue and black dress in 1985 while on a trip to Venice, Italy.

 

 

 



Princess Diana also knew how to style a casual look.

Pedal pushers may have been popular in the 1950s, but the princess brought them back in 1986 during a day off at home.

The gingham-patterned pants and vibrant-pink sweater took the casual look to new heights. 



In 1988, the princess showed her accessorizing prowess.

During an official 1988 visit to Bangkok, Thailand, Princess Diana looked chic in this cinched dress that was paired with white sunglasses and a vibrant teal belt.

 

 



Princess Diana loved her pearls — and sometimes she wore them head-to-toe.

Some people have compared this 1989 look to something the musician Elvis would wear.

The pearl-covered gown is currently at the Victoria and Albert Museum in London.



She could combine contrasting colors in the perfect way.

Princess Diana's colorful style is showcased in this polished red and purple look.

She wore this chic ensemble during a visit to Hong Kong in 1989.



She knew how to work her Sunday best.

While leaving a church service with Prince William in 1990, the princess donned this striking outfit that featured a houndstooth print. 



Many have called this her "Revenge Dress."

In 1994, on the night that the controversial Prince-Charles documentary aired (in it, he admitted to having an affair), the princess arrived at the Serpentine Gallery wearing a black dress with a plunging neckline.

This velvet, off-the-shoulder minidress was a look that no other royal before her had dared to wear.

To this day, the frock has been widely dubbed "The Revenge Dress."

 



Princess Diana seemingly channeled an American icon with this look.

Princess Diana seemingly channeled Jackie Kennedy's famed pink outfit in this Versace skirt suit during this 1995 outing to the Howe Barracks in Canterbury, Kent.

Read More: 8 ways Jackie Kennedy influenced history



She could rock any kind of neckline.

This beaded dress with a shocking, plunging neckline seemed perfect for Diana's summertime appearance at the Serpentine Gallery in 1995.

 







And who can forget one of Princess Diana's most famous casual looks?

In 1995, the princess showed off this casual look that featured bright-orange shorts, sneakers, and a Virgin-Atlantic sweatshirt

Years later, in July 2019, this sweatshirt was auctioned off. According to Vanity Fair, it sold for $53,532.

Read More:

17 of the most iconic dresses of all time

11 times members of the royal family caused a stir with their outfits

10 of the biggest ways Prince Harry and Meghan Markle's love story is different from Prince William and Kate Middleton's

How Lifetime's 'Harry & Meghan: Becoming Royal' movie cast compares to their real-life royal counterparts




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