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Harry Styles Isn't Afraid To Break The Rules When It Comes To Fashion — See His Most Memorable (& Talked About!) Looks

harry styles birthday fashion one direction olivia wilde pf
Source: MEGA (2)

Feb. 1 2021, Published 4:07 p.m. ET

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Pop phenom Harry Styles garnered a lot of attention (good and bad) for wearing a dress on the December 2020 cover of Vogue, but the 27-year-old singer has been defying fashion norms for years. 

Following his career from an adorable member of One Direction to his journey as one of pop music’s most prolific artists, his sense of style has remained unapologetic.

*DRESS*ED TO IMPRESS! 7 MEN WHO DEFY GENDER NORMS: HARRY STYLES, DAN LEVY & MORE

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He proudly wears sheer tops, flared bell-bottoms, heels and pearl necklaces at concerts and appearances. His gender-fluid affair with fashion has carried over to his real-life relationship with actress Olivia Wilde.

As OK! exclusively reported, the two lovebirds are sharing each other’s clothes. "Harry proudly announced on the cover of Vogue that he enjoys wearing dresses so it shouldn't come as too much of a surprise that he likes wearing Olivia's clothes," a source dished to OK!. "Olivia is cool with Harry's sense of style and happy to let him borrow whatever he wants from her closet."

THIS SINGER JUST GOT HARRY STYLES' FACE TATTOOED ON HER CHEEK: PHOTO 

Friends of the couple were quick to point out that it’s a two-way street. "Harry is also happy to loan Olivia his pants or his dresses," added a pal. "These two share everything. Expect to see them borrowing from each other more in the future.”

Styles is fearless when it comes to his fashion choices, and an inspiration to millions of people out there who push to challenge what the world describes as “normal.”

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Scroll through to see Harry Styles’ bold take on fashion.  

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Even from the beginning, Styles was unafraid to wear accessories. During his X Factor audition he loaded up on bracelets and a long, flowy scarf. 

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As a solo artist, he has continued to break the norm. In his music video for "Watermelon Sugar," he wore bright blouses and over-the-top sunglasses. 

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harry styles birthday fashion one direction olivia wilde
Source: MEGA
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One Direction

Even during his 1D days, Styles was a trendsetter. He routinely rocked fashionable pieces, such as a sherpa vest while doing a soundcheck in Los Angeles.

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harry styles birthday fashion one direction olivia wilde
Source: MEGA

Styles has a way of mixing colors together that blends so effortlessly. 

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harry styles birthday fashion one direction olivia wilde
Source: MEGA

Not a lot of men are brave enough to wear pearls, and yet Styles wore them proudly at the 2020 Brit Awards. 

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harry styles birthday fashion one direction olivia wilde
Source: MEGA

The singer was sheer perfection at the 2019 Met Gala celebrating Camp as he flaunted his tatted body. 

harry styles birthday fashion one direction olivia wilde
Source: VOGUE

Styles broke the internet when he defied gender norms on the December 2020 cover of Vogue — where he sported a lace-trimmed dress and Gucci jacket. He also made history as the first solo male to be featured on the fashion magazine cover. 

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