From preppy pop star to style icon, we can’t help but love Harry Styles. Follow along as we take you from prep to pearls, and all the rock star glam in-between in this gender-fluid style icon’s style evolution.

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Harry Styles is a star on the rise, but keeps it casual off-duty in 2010
Okay, so he may not have been a style icon from the start, but it’s not hard to spot a glimmer of fashion savvy beyond the otherwise bland styling Harry Styles started out with.
Check out the style evolution for our very own Queen Bey.
Check out the style evolution for our very own Queen Bey.

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Harry Styles suits up leaving a studio in 2010
Officially debuted to the world as one part of would-be boy-band sensation One Direction, Harry Styles is already learning to juggle as he leaves a studio suited up and ready to work the red carpet for an awards show in 2010.
While the fit of the suit is less than flattering on the slim star, making him look more lanky than lean, we love that from the onset, Harry Styles was taking some risks with his style, working this contrast-lapel blazer.
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While the fit of the suit is less than flattering on the slim star, making him look more lanky than lean, we love that from the onset, Harry Styles was taking some risks with his style, working this contrast-lapel blazer.
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Harry Styles attends a Burberry Porsum fashion show in 2012
Still in his early days of fame, Harry Styles follows along with the coordinated boy-band wardrobe — but has clearly marked the tousled hair and fitted sports jacket as his own signature style move. You could say Taylor Swift was definitely a fan, as she was considered to be Harry Styles’ girlfriend for a brief period late this year.
Check out the style evolution for everyone’s favourite friend.
Check out the style evolution for everyone’s favourite friend.

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Harry Styles nails off-duty style in 2012
Where we really begin to see Harry Styles develop his own personal style in these early years is in his off-duty style. On those rare occasions where he isn’t stepping out with his fellow band members, the singer leans toward trendy-casual pieces; vintage concert tees, slim denim and cool kicks.
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RELATED: How to thrift Value Village like a pro.

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Harry Styles comes into his own (style) in a big way in 2013
Don’t mind us, we’re just over here picking our jaws up off the floor. With perfectly tousled locks, a sheer shirt, fitted blazer and sparkly scarf, Harry Styles flashes a million dollar smile at the 2013 British Fashion Awards and leaves us all shook.
Check out the style evolution for brooding cool-girl Kristin Stewart.
Check out the style evolution for brooding cool-girl Kristin Stewart.

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Harry Styles goes for animal print at the Burberry Porsum fashion show in 2013
It’s around this time that fans of Harry Styles — and the fashion community alike — are beginning to realize that the stylish singer can somehow pull off anything he wears — even a cheetah-print t-shirt. Wearing a seriously-tailored overcoat, animal-print tee, skinny jeans and boots, Harry Styles seems to be taking his fashion is a whole new direction — see what we did there?

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Harry Styles has us seeing stars (and stripes) at the British Fashion Awards in 2014
In a fitted, striped suit, Harry Styles proves his fashion sense is becoming more grown-up and trendy than his early pop star days. We love how the singer manages to take fashion risks while also sticking to a flattering, tailored silhouette.
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Sporting full-glam from the start, get ready for some serious sparkle with Mariah Carey’s style evolution.

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Harry Styles does a floral — and a flare – for the American Music Awards in 2015
A tough year for One Direction, still wildly successful but coping with the loss of one of their more popular members, Zayne Malik (think: Gigi Hadid’s on-again-off-again boyfriend), who exited the group in 2015, Harry Styles’ fashion was also feeling like more and more of a departure from the band’s preppy-pop image. More than that, there’s a sense of fluidity starting to emerge in the singer’s style choices that make him one of the more interesting stars to watch for.

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Harry Styles gives us modern-day Mick Jagger vibes in 2015
The hair, the airy tops, the skinny jeans, the jewellery — 2015 saw Harry Styles channeling classic Mick Jagger style in a big way — and we are totally here for it.
Winona forever — check out her timeless style evolution.
Winona forever — check out her timeless style evolution.

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Harry Styles is a solo artist — and taking us on a wild ride in 2017
With the indefinite hiatus of One Direction in 2016, Harry Styles signed with Columbia Records in 2016 and was officially a solo artist. This year felt like a rebirth for the singer’s style sense, as he emerged with bolder, more adventure fashion choices.

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Harry Styles nails it while promoting his solo album in 2017
Suits may be his signature, but Harry Styles knows how to keep it interesting. Sporting a red-and-white print suit with tassel-detail heeled loafer boots while promoting his new solo album in 2017, the singer continues to keep us hungry for more of his funky style.

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Harry Styles has us asking, “Elton, is that you?” at the iHeartRadio Music Festival in 2017
Channeling music icon Sir Elton John, Harry Styles sports a funky red-and-black suit with puffy white neck-tie for the iHeartRadio Music Awards in 2017. With shorter hair and bold style choices like this one, the now-solo-artist makes it clear his preppy boy-band days are long behind him.
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These are the best celebrity style evolutions of the decade.

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Harry Styles looks effortlessly cool performing at the Victoria’s Secret Fashion Show in 2017
Cooler-than-cool in a mint-coloured suit, Harry Styles commanded all eyes on him as he performed amidst a sea of lingerie-clad supermodels — proving, this guy still has every bit of the X-Factor he did when he was first discovered on the show by the same name in 2010.
Check out the style evolution for superstar singer and style icon Rihanna.
Check out the style evolution for superstar singer and style icon Rihanna.

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Harry Styles is the boy in the pearl earring at the MET Gala in 2019
Wearing heeled shoes, a sheer-detail outfit and a single pearl earring, Harry Styles rocked the red carpet of the 2019 MET Gala. Blurring the line between traditional perceptions of masculine and feminine dress, the singer is confidently embracing fashion for all, and we are for it.
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Harry Styles mixes it up for an appearance on BBC Radio One in 2019
Teal nail polish, pearls, high-waisted, wide-leg pants and a cropped tweed jacket — this was the medley of fashion that Harry Styles put together for an appearance on BBC Radio One’s Live Lounge in 2019. At first glance, we weren’t sure if it worked, but honestly, the more we look at it, the more into it we get.
Effortlessly cool style? Harry Styles is in good company with fellow fashion icon Zoe Kravitz.
Effortlessly cool style? Harry Styles is in good company with fellow fashion icon Zoe Kravitz.

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Harry Styles crushes it in a (crushed velvet) suit in 2019
Sporting a bright blue crushed velvet suit, Harry Styles is spotted leaving dinner in 2019 looking every bit the rock star.

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Harry Styles makes it official at the Brit Awards in 2020
It’s official: Harry Styles has a signature detail — pearls. Bringing the classic accessory back in a big way, the singer makes it clear that pearls, like any element of fashion, are for everyone. The singer compliments his statement details with an exaggerated collar, purple knit and plum-coloured suit.
One star who’s never played by the rules throughout her fashion journey is Lady Gaga.
One star who’s never played by the rules throughout her fashion journey is Lady Gaga.

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Harry Styles performs for Sirius XM in 2020
It just keeps getting better with Harry Styles. Rocking wide-leg pinstriped suit pants with a white shirt and yellow polka-dot vest, the singer looked ahead of the trends while performing at Sirius XM in 2020.

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Harry Styles is electric in bright yellow at an after party for the Brit Awards in 2020
Now this is how you show up to an afterparty! Looking like total rock star in a bright yellow suit with flared pants and a silk necktie, Harry Styles shows up and shuts it down at an after party for the Brit Awards in 2020.
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You oughta know we love a home-grown style story. Check out the fashion evolution for Canadian music icon Alanis Morissette.

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Harry Styles is perfect in pink while performing in 2020
Now this is a vibe. Performing on the Today show a powder-pink blazer, polka-dot tie, blue shirt and plum pants, Harry Styles is everything we never knew we needed in a style star. What an evolution it’s been — we can’t wait to see what else he’s got in store for 2020 and beyond.
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