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Ten brilliant looks from Harry Styles

Harry Styles is the biggest star in pop – and its most fashionable. From cover shoots to music videos to red carpets, we've rounded up our favourite looks of Harry Styles

Harry Styles

Often hailed as one of the most fashionable men on the planet, it seems that Harry Styles’s fashion knows no limits. 

Fabulously flamboyant and not afraid to play by his own rules, Harry Styles has secured himself a place in the highest echelons of fashion.

Styles is Gucci’s darling, has hosted the Met Gala, and was the first man to appear solo on the cover of American Vogue.

As the singer gears up to release his highly anticipated third album Harry's House, Square Mile looks back on his best outfits over the years.

The early promise

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From June 2012. This one goes out to the OG Harry stans. Not as experimental as his later outfits, but this casual graphic tee and jeans look, served with a dash of irony, shows that Styles has always kept it cool when it comes to fashion.

Purple prince

Harry Styles at the ARIA Awards – November 2017

Boy with a pearl earring 

Harry Styles at the Met Gala, May 2019

California Dreamin' 

Styles didn’t get much cooler than when he chatted to Zane Lowe from California wearing this Bode calorie print shirt. Paired with a vest – his swallow tattoos just peeping out – and linen slacks, this laidback look took resort wear to a whole new level.

Babar brilliance  

Harry Styles at Spotify Session – December 2019

Gorgeous in Gucci

Harry Styles at Sirius XM – March 2020

Dress to impress

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Styles broke the internet with this historic cover shoot, as the first man to appear solo on the front of American Vogue. Styles strikes the perfect balance between playful and regal in this floor-length gown. And you’ve guessed it, it’s Gucci.

Golden Delight

Looking tanned as hell with a striped shirt, aquamarine blazer and patterned flares, Styles wore Gucci Resort while running around Italy filming the Golden music video. In true Styles fashion, he’s also sporting an adorable beaded necklace by Eliou.

Hip to wear squares

Harry Styles at the BRITs – May 2021

On your bike

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November 2021. Nonchalantly perched on a motorcycle, dressed head-to-toe in custom Gucci, this is Styles at his finest. Not many would think to pair a nipple-highlighting cut out vest with lilac flares, but it’s working for us.

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