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Harry Styles: Fashion Story in Photos

At just 28-years-old, Harry Styles has already established himself as one of the most talented multi-hyphenates in the game. 

After a shaky start on The X Factor, he’s long since proved his singing credentials, with ‘Watermelon Sugar’ topping the charts in 2019 (not to mention his illustrious One Direction career), and has branched out into the world of acting – even joining the Marvel cinematic universe

But it’s Harry’s fashion credentials that we’re truly obsessed with. He’s come a long way since sporting Jack Wills hoodies and baggy jeans on The X Factor. Fast forward 12 years, and Harry Styles is the man that all the designers want to dress.

Take the 2021 Brit Awards, where Harry won ‘Best British Single’ for his absolute bop, ‘Watermelon Sugar’ while wearing an oversized ’70s-esque suit. We are not worthy.

But if we’re talking about Harry’s style evolution, we absolutely need to discuss the early years: 2014, 2015, 2016 (the year he left the band to go it alone) – when Harry’s sartorial rulebook was made up of skinny jeans, Chelsea boots, tuxedo jackets, patterned shirts, lots of bandanas and silk scarves (and, of course, that enviable head of curls). If Saint Laurent designed it, Harry Styles wore it.

Then came the 2017 Gucci renaissance – also around the time Harry Styles’s Curls™ were cut for his role in the film Dunkirk – which saw Harry’s typically boy-band aesthetic evolve into a much more adventurous approach to fashion; one that has since been praised for challenging and blurring gender norms through style.

In 2018, Harry became the face of Gucci’s Cruise 2019 Tailoring Campaign, then at the 2019 Met Gala, he wore a sheer, lacy Gucci blouse accessorised with a single pearl earring. In December 2020, Harry appeared on the cover of US Vogue wearing a blue Gucci dress paired with a Gucci tuxedo jacket.

He told the magazine: “Clothes are there to have fun with, and experiment with and play with…. When you take away: ‘There’s clothes for men and there’s clothes for women’, once you remove any barriers, obviously you open up the arena in which you can play.”

Happy Birthday, Harry!

Here are some of Harry Styles’s most iconic looks, so far: 

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