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FASHION

28 Years of Harry Styles: A Look Back at His Most Iconic Outfits

Fantastically flamboyant. Wildly whimsical. Extraordinarily eccentric. The style of Harry Styles is anything but average. 
Columbia Records

Fantastically flamboyant. Wildly whimsical. Extraordinarily eccentric. The style of Harry Styles is anything but average. 

Whether he’s donning a feather boa, a shimmery jumpsuit, or a string of pearls, the singer-songwriter transcends fashion boundaries by refusing to adhere to gender norms. From gracing the cover of Vogue in a dress to posing for SNL as a ballerina to dressing as Dorothy for “Harryween,” Styles is redefining what it means to be masculine — and looking great while doing it. 

So, in honor of Harry’s 28th birthday this week, let’s take a look at five of his most iconic outfits of all time.

Grammy Awards, 2021

Worn during his performance at the 63rd Annual Grammy Awards, Styles’ custom Gucci leather jacket and green feather boa combo was the talk of the town.

Throughout the night, he flaunted three different colored boas — starting in purple, performing in green, and ending in black.

BRIT Awards, 2021

In yet another Gucci get-up, Styles looked absolutely groovy at the 2021 BRIT Awards.

Wearing a double-breasted retro suit made from wool and silk, a brown leather bag, and low-top sneakers, the winner of Best British Single should also win Best Dressed.  

Love On Tour, 2021

What better way to kick off his long-awaited 2021 Love On Tour than in a sparkly fringe vest, hot pink trousers, and heeled boots?

Selected by stylist Harry Lambert, Styles’ Las Vegas ensemble was just the beginning of the spectacular tour looks that were to follow.

BRIT Awards, 2020

If there is one thing Styles manages to do every year, it’s look amazing at the BRIT Awards.

A part of Marc Jacobs’ Spring/Summer 2020 collection, the singer’s dazzling marigold suit was actually womenswear. In fact, Lady Gaga wore the exact piece on the December 2019 Elle cover.

Met Gala, 2019

As Met Gala co-chair in 2019, Styles faced a tall order in the fashion department — but he did not disappoint.

Dressed from head to toe in Gucci (of course), his intricate lace blouse, small pearl earring, and ultra high-rise trousers were the perfect mix of elegant and daring.