See Harry Styles' Most Daring Looks Over the Years

Take a trip down fashion lane with the One Direction superstar

By Jess Cohen May 01, 2019 11:00 AMTags
Harry Styles, 2017 Victoria's Secret Fashion ShowFrazer Harrison/Getty Images for Victoria's Secret

Harry Styles is set to co-host the 2019 Met Gala in just a few days!

The "Sign of the Times" singer will co-chair the major fashion event on May 6 alongside Lady Gaga, Serena Williams, Gucci creative director Alessandro Michele and Vogue's Anna Wintour. This honor is a nod to Styles' growing presence in the fashion industry. Over the years, the 25-year-old has become known for his daring ensembles, on and off the stage.

So, as we continue counting down the days until the first Monday in May, we're looking back at Style's bold fashion choices, from metallic suits to leopard-print sweaters and beyond!

photos
Harry Styles' Best Looks

Let's take a trip down fashion lane with the One Direction superstar's must-see style moments!

Think Pink

The singer appears with the veteran rocker as he celebrates the release of his new album Fine Line with a sold-out one-night-only concert at the Forum in Los Angeles in 2019.

Nothing to Hide

Jaws dropped when the singer arrived to the 2019 Met Gala in this sheer top from Gucci. 

Bold in Blue

The One Direction star wore a blue velvet Gucci suit to the 2019 Rock & Roll Hall Of Fame Induction Ceremony in March 2019.

Stylin' Styles

You can't deny it...the man's got swag, especially when sporting an orange-printed suit at Radio City Music Hall. 

Purple Rain

Harry was the prince of fashion performing at the 2017 ARIA Awards in this bold, paisley-printed purple metallic suit.

Floral Phase

In late 2017, it was clear that the "Wild Thoughts" singer was going through a floral suit phase and we're not complaining. 

Well Suited

The pop star cleans up nicely, wouldn't you say? Harry wore a tailored-to-perfection double-breasted suit to the premiere of Dunkirk in 2017 and we say, "bravo!"

Mr. Grey

The singer joined some of the world's most beautiful supermodels at the 2017 Victoria's Secret Fashion Show in a grey suit with a sleek pastel-green shirt underneath.

Keep it Classy

Harry attended the Dunkirk World Premiere in an impeccable Raf Simons-designed tuxedo jacket with a classic black dress shirt tucked into black slacks that were detailed with a red and white marching band embroidery on the hem.

Fashion Forward

How do men attract attention at fashion week? Hint: Take a peek at Harry's leopard-print sweater worn at the Burberry Prorsum Womenswear Spring/Summer 2014 show.

Pinned Down

Harry attended the 2014 British Fashion Awards in a red pin-striped suit that worked perfectly with his semi-groomed hair. 

Coat Chic

Even when he's not trying, the "Kiwi" singer looks cool. 

Casual Cool

In 2013, the boy band singer rocked skinny jeans, boots and Ray-Ban sunglasses.

Scarf It Down

When you win an award at the 2013 British Fashion Awards, it means your style perspective is strong. Also, when you can effortlessly sport a scarf to a big event, you definitely deserve cred. 

Fresh Fashion

Harry's love for fashion was noticeable even early on his career. The suit jacket and casual pants combo worked well for the Burberry runway show. 

3-Piece Ensemble

Even at 18 years old, the British singer opted for a classy look with a three-piece suit—with a statement bow-tie—for the 2012 BRIT Awards.

Prep Street

It's true that Harry and the rest of his former band mates have come a long way style wise, but back in 2012, the part-casual, part-suit outfit combo did it for fans. 

Hair Envy

Perhaps it's his voluminous hair or dark sunglasses, but the simple tee and pants look on Harry back in 2012 was so freaking cool.