Harry Styles has already established himself as one of the most talented multi-hyphenates in the game at just 29-years-old.
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, and starring in former girlfriend Olivia Wilde‘s Don’t Worry Darling.
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 twelve years, and Harry Styles is the man that all the designers want to dress, and for good enough reason.
Take the 2023 Brit Awards, where Harry stole the show in a dapper black seventies-style suit with a statement corsage bow. I mean, what else did we expect because he kills it every year at the BRITs?! But we also love casual Harry. I mean, who can forget his low-key yet still impossibly stylish looks while out on walks with ex-Olivia?
However, if we’re talking about Harry’s style evolution, we absolutely need to discuss the early years: 2014, 2015, and 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.
And these last few years, as his star power has continued to rise, there has been the era of Harry taking to the stage in glittering, sequinned and colourful ensembles that have dazzled us.
Here are some of Harry Styles’s most iconic looks so far: