Harry Styles’ Fashion Evolution in Photos

Harry Styles has cemented himself as a fashion icon who’s no stranger to taking a so-called fashion “risk” whether he’s posing on the red carpet or performing on tour. The now-27-year-old’s style has evolved dramatically since his X Factor audition as a 16-year-old in 2010, and we can’t wait for his next style showcase. Next up, he is set to open music’s biggest night with a performance this Sunday at the Annul 63rd Grammy Awards. We are sitting on the edge of our seats wondering if he’ll take to the stage in a sequin tuxedo or don his signature strand of pearls.

Fans have fallen in love with his eclectic fashion sense and his gender-bending style choices. He may only be one person, but his influence on the future of genderless fashion is undeniable. “I’ll go in shops sometimes, and I just find myself looking at the women’s clothes thinking they’re amazing,” Styles said in a December 2020 interview. “It’s like anything — anytime you’re putting barriers up in your own life, you’re just limiting yourself. There’s so much joy to be had in playing with clothes.”

Styles traded casual-wear for custom Gucci, unofficially becoming the luxury fashion house’s muse, before officially starring in the label’s Cruise 2019 campaign in September 2018. But Gucci isn’t the only luxury label to make its way into his wardrobe. Among them are Lanvin, Burberry, Saint Laurent, and Tom Ford, to name a few.

In anticipation of the singer’s return to the stage this Sunday, GRAZIA is taking a trip back in time to see how his style has evolved through the years—starting with his most epic fashion moments of recent, to some of the oldest that might surprise you. 

2021

Harry Styles
Credit: Supplied.

In his most recent music video, Styles matched the Treat People With Kindness co-star, Phoebe Waller-Bridge, in a wide legged trouser, embellished argyle sweater vest, and sequin tuxedo jacket, courtesy of Gucci no doubt.

2020

Harry Styles fashion evolution
Harry Styles performs for SiriusXM and Pandora in New York City at Music Hall of Williamsburg on February 28, 2020.

Styles pulled this yellow polka dot sweater vest and pinstripe navy trousers straight from the Lanvin Fall 2020 runway. He tied the look together by showing love for Gucci with red heeled boots from the label.

2020

arry Styles fashion evolution
Harry Styles visits SiriusXM Studios on March 02, 2020 in New York City.

For his first Howard Stern Show interview, Styles embraced colour in head-to-toe Gucci: a blue sweater and lime green trousers from the Fall 2020 collection—and white boots.

2019

Harry Styles fashion evolution
Harry Styles attends The 2019 Met Gala Celebrating Camp: Notes on Fashion at Metropolitan Museum of Art on May 06, 2019, in New York City.

This all-Gucci look and two-tone manicure go down in Met Gala fashion history. The singer’s black lacy outfit and single pearl earrings were perfect for the event’s “Camp: Notes on Fashion” theme.

2019

Harry Styles fashion evolution
Harry Styles attends Spotify Celebrates The Launch of Harry Styles’ New Album With Private Listening Session For Fans on December 11, 2019, in Los Angeles, California.

For a private screening of his second studio album, Fine Line, Styles wore a graphic knitted cardigan designed by Lanvin. It’s specifically from the label’s Fall-Winter 2019 collaboration with Babar the Elephant. This particular sweater, which he wore with khaki trousers and a pearl necklace, is seemingly sold out online.

2017

Harry Styles fashion evolution
Harry Styles attends the 2017 iHeartRadio Music Festival at T-Mobile Arena on September 22, 2017, in Las Vegas, Nevada.

Styles is no stranger to a custom Gucci suit, and this is just one of the many that he debuted on his world tour in 2018. We’re not sure what’s better: his lavallière blouse or fabulous flared trousers.

2015

Harry Styles fashion evolution
Recording artists Liam Payne, Louis Tomlinson, Niall Horan, and Harry Styles of One Direction attend the 2015 American Music Awards at Microsoft Theater on November 22, 2015, in Los Angeles, California.

While the rest of Styles’ band mates kept it classic and straightforward in monochrome suits for the 2015 American Music Awards, the youngest member of the group turned heads in a Gucci Spring 2016 white-and-black floral suit.

2014

Harry Styles fashion evolution
Harry Styles attends the British Fashion Awards at London Coliseum on December 1, 2014, in London, England.

The X Factor contestant arrived at the 2014 British Fashion Awards wearing a pinstripe suit from the luxury French fashion house Lanvin, styled with a black button-up underneath. 

2014

Harry Styles fashion evolution
Harry Styles is seen at ‘Jimmy Kimmel Live’ on November 20, 2014, in Los Angeles, California.

Name something chicer than this photo of Styles outside of the Jimmy Kimmel studios, photographed with a Tom Ford weekender bag, a black and white printed shirt, and Saint Laurent boots. We’ll wait.

2013

Harry Styles fashion evolution
Photo by Gareth Cattermole/Getty Images for Burberry

File this ensemble under looks I intend to recreate in 2021. Styles wore this outfit to attend the Burberry Spring 2014 fashion show during London Fashion Week. Naturally, he wore the British luxury fashion house’s pieces for the occasion: a leopard-print shirt, ripped black jeans, black boots, and a matching peacoat.

2011

Harry Styles fashion evolution
Harry Styles attends as rapper Tinie Tempah launches his Disturbing London x Nike Blazer at Shoreditch House on July 5, 2012 in London, England.

Here, Styles wears a casual outfit comprising a beanie and a grey T-shirt featuring a red heart on the pocket inscribed with the word “lover.” He completed the look with black slacks and Converse sneakers.

2010

Harry Styles fashion evolution
Harry Styles (R), Zain Malik (C), and Cher Lloyd sighted getting some snacks before returning to a recording studio on October 4, 2010, in London, England.

Why yes, this is a photo of Styles wearing a polo shirt with a popped collar and low-rise jeans. If this isn’t exactly what you needed to start your week, then, to be honest, we’re not sure what is.