Yahoo LifestyleHarry Styles Fashion Evolution in Pictures
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October 2020
Harry’s clothes in the music video for “Golden” had the most perfect sun-soaked energy. From the vintage yellow hat and the flower-printed pleated trousers to the loose-fitting white shirt, Harry’s style exuded an easy and comfortable essence. - 2/51
June 2020
Harry’s wardrobe in "Watermelon Sugar" was as juicy and vibrant as the song itself. He wore colorful (cropped) knits and sunny prints and an array of sunglasses that mimicked the look of hard candy. - 3/51
March 2020
For his SiriusXM and Pandora appearance, Harry paired these blue trousers with a polka-dotted yellow sweater vest. For good measure, he rounded off the 'fit with some Dorothy-red Mary Jane heels. 
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February 2020
This outfit is an artifact! After this Today Show performance, Harries across the internet were finding ways to recreate this J.W. Anderson cardigan Harry wore. The internet trend even reached the designer’s office and Jonathan Anderson, fully embracing the recreations, uploaded the exact instructions to his website. - 5/51
February 2020
The BRIT Awards were a blessing! We got three (!!!) looks from Harry that night! First, he wore this chocolate brown suit and purple sweater topped off with a doily Peter Pan collar and string of pearls. - 6/51
February 2020
Then, he changed into a bright yellow suit with a far-from-subtle purple bow. Yahoo News is better in the app
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February 2020
And finally, his performance look was a heavily embroidered white jumpsuit paired with white gloves. - 8/51
December 2019
Sometimes, “holiday spirit” means ugly sweaters, and sometimes it means this custom Alled-Martinez glittery denim shirt and matching trousers that Harry wore to Capital’s Jingle Ball at London’s O2 Arena. - 9/51
November 2019
Oh, the sheep sweater! Between the dark blue sweater vest and the baby pink shoes, Harry’s look is a cottagecore-inspired dream come true. Yahoo News is better in the app
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October 2019
Harry actually wore this exact suit and boot combo once before at the Dunkirk premiere in 2017. When he wore it this time to The Store X The Vinyl Factory's Transformer curated by Jefferson Hack, it had a completely different and way more casual vibe to it. - 11/51
May 2019
To say Harry's Met Gala look was highly anticipated would be an understatement. By now, he had become something of a fashion icon so it was no surprise when he was now tapped to co-host one of the biggest fashion parties of the year. He came with Gucci’s Alessandro Michele and wore a classy black jumpsuit with a sheer bodice adorned with lace and ruffle. Oh, and, of course, the earring that he apparently got pierced “like literally the day before.” - 12/51
March 2019
Harry wore this beautiful cerulean blue double-breasted Gucci suit at the 2019 Rock and Roll Hall of Fame Induction. The perfect outfit for one rock icon to induct another into the Hall of Fame. And this is the one now going into a museum. Yahoo News is better in the app
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October 2018
Harry’s 2018 Halloween costume pays homage to the great Sir Elton John’s bedazzled baseball uniform from Dodgers Stadium. Frankly, he snapped! - 14/51
June 2018
This stunner of a suit from Harry’s Madison Square Garden show was great on its own, but his accessorizing with an “End Gun Violence” sticker on the guitar made it even better. - 15/51
March 2018
Harry’s glittery suit, worn on the European leg of his tour, is competing for attention with that smile! Yahoo News is better in the app
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January 2018
This black suit with monochrome texturing was the perfect mix of classic and flashy. Harry wore it to the 2018 MusiCares Person of The Year celebration honoring his personal heroes, Fleetwood Mac. - 17/51
November 2017
Harry should wear mint green more often! This grey suit and mint shirt look from his musical performance at the Victoria’s Secret Fashion Show is impeccable. - 18/51
September 2017
Thanks to the internet, everyone knew the setlist for his first solo tour but Harry kept fans surprised by wearing a different printed suit every night. He wore this same suit later in the year in his music video for “Kiwi.” Yahoo News is better in the app
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July 2017
Harry, now a literal movie star, looked like a prince at the Dunkirk World Premiere wearing a custom Gucci double-breasted suit and boots from the same fashion house. - 20/51
May 2017
Seeing Harry perform “Kiwi” live solidified his modern rockstar title, and this green pinstripe Charles Jeffrey Loverboy jumpsuit he wore for it at “The Late Late Show with James Corden” was the perfect accompanying 'fit. - 21/51
April 2017
During the One Direction days, Harry's concert outfits were pretty simple: He mostly performed in jeans and a t-shirt. But 2017 marked a clear "before and after" for the singer, who was now performing his solo work. For one of his very first live performances as a soloist, Harry wore this Gucci suit to SNL. Yahoo News is better in the app
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April 2017
Coincidentally, this picture is from the week of Harry’s SNL Musical Performance, but he was seen this Saint Laurent button up a lot since December 2016. We won’t confirm he single-handedly brought back the Hawaiian palm shirt trend but we won't deny it, either! - 23/51
January 2016
His red carpet style may be a little out there, but he kept things simple in his day to day life. - 24/51
November 2015
Harry got a lot of flack for his head-to-toe florals and flares, but if you’ve got it, why not flaunt it? Yahoo News is better in the app
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November 2015
The off-duty style continued with an all black look and his favorite suede booties. Peace out, H. See you backstage! - 26/51
November 2015
Perhaps inspired by his then-rumored gf Kendall Jenner, Harry adapted a bit of a model-off-duty look in late 2015. With a chunky shearling coat, untucked silk blouse, and suede booties, he was street style ready. - 27/51
September 2015
Rocking a bun around London later that month, Harry proved he’s not above running errands in sweats. Yahoo News is better in the app
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September 2015
Another day, another printed pant — if you’re Harry Styles, that is. - 29/51
December 2014
Harry stayed with his stripes streak through the end of the year, pairing this sleek pair with a black shirt and coat. - 30/51
December 2014
There it is! This black and red striped number was one of Harry’s first statement suits — and one of his best looks to date. Yahoo News is better in the app
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November 2014
His vintage band jacket and leopard boots were a major highlight of the 2014 AMAs. - 32/51
November 2014
Harry’s love of leopard remained in 2014, only this time he accessorized with a cross necklace, a thin black scarf, and tons of rocker rings. - 33/51
March 2014
Harry can make even a sweatshirt and jeans look cool. Yahoo News is better in the app
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February 2014
All it took was an emerald green suede trench over a simple black look, and Harry was good to go at London Fashion Week. - 35/51
February 2014
Harry’s secret for adding a pop to a plain suit? A printed shirt, of course. - 36/51
January 2014
The star hit up Sundance in style with warm layered sweaters, an overcoat, and thick headscarf. Yahoo News is better in the app
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December 2013
Harry added a punch to an all black suit with a sheer butt-on up shirt (swoon!) and a thin printed scarf. - 38/51
September 2013
Harry showed off his many tattoos in 2013 in a funky printed shirt and all-black sneaks. - 39/51
September 2013
This leopard sweater-ripped-jeans-black-boot combo is so cool, we’d totally wear it today. Yahoo News is better in the app
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June 2013
Harry was the picture of a British rocker in a baseball tee, leather boots, and, of course, dark shades. - 41/51
April 2013
Harry’s style became more simplified in spring — perhaps to make it easier to show off those signature curls? - 42/51
February 2013
Harry’s always been into accessories, but the lapel flower was clearly a fave in 2013. Yahoo News is better in the app
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February 2013
This is where things get really interesting. In this double-breasted suit and printed shirt look, it’s clear Harry was starting to dip a toe in the statement suit pool… - 44/51
September 2012
Has a jacket and jeans ever looked this good? Harry was just watching at the Burberry fashion show, but we think he could’ve easily walked it, too. - 45/51
July 2012
By summer 2012, even Harry’s off-duty duds were on point. Notice how the olive green beanie really pulls it all together. Yahoo News is better in the app
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February 2012
Harry hit up London Fashion Week in style in 2012 in a khaki trench, black skinnies, and tan suede shoes. - 47/51
February 2012
Just in time for 1D to become a total sensation, Harry traded in his animal hats and onesies for classic rocker staples. Ramones tee? Check. Wayfarers? Check. Converse All Stars? Check. - 48/51
December 2010
The singer continued to show off his unusual style as his X Factor fame increased, pairing a hooded varsity jacket with high-top sneakers and — for some reason — a fluffy animal hat. Yahoo News is better in the app
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November 2010
For a signing event in London, Harry was all about comfort in this heather grey onesie. (Can he wear anything or what?) - 50/51
November 2010
Can you say “awww”? In his early X Factor days, Harry kept things pretty simple with a grey suit and classic white shirt. - 51/51
Harry Styles Fashion Evolution in Pictures
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Aamina Khan, Sue Williamson
From 2010 to today.
Originally Appeared on Teen Vogue
