How to Dress Like Harry Styles

How to Dress Like Harry Styles
At just 24 years old, Harry Styles isn’t just stealing teen girls’ hearts, he’s got grown men drooling over his laid back, ultra desirable style. Let's dissect how you can steal Harry Styles style and get his rock star look without joining a band.

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Harry Styles Outfits

Recently named one of the most stylish men in the world by GQ Magazine, the Worcestershire born Harry Styles clearly knows what’s up when it comes to dressing to impress. The One Direction crooner and style savant is not a trend-hound, rather, he’s developed his own unique blend of dapper and rocker that gives off the air of laid back luxury. His foray into the fashion world is even documented on a twitter account called @HarryWoreWhat, with a following of 36,000 strong. But don’t let his cowboy boot and tattoo rocker aesthetic fool you, Harry Styles’s outfit favourites are high-end, buzzy brands like Saint Laurent and Gucci. Steal Harry Style's clothes and style with our handy list of pointers. His aesthetic is a double-headed sword. He can pull off ripped denim and his 56 tattoos for a Keith Richards rock God aesthetic, or he can suit up in a floral two-piece and still look just as good. He looks just as home in a Hawaiian shirt and cowboy boots as he does in a Saint Laurent suit. Here's how to dress like Harry Styles for guys. 
harry styles grey black check shirt mens street style

Styles' Style File

One of the most fun aspects of Harry Style’s style is he isn’t afraid to break gender norms. He added a long, silken scarf to his suit at the Billboard Music Awards, and he’s a frequent fan of billowing blouses. You may have seen Gucci’s most recent collection sweep runways and street style blogs with their high-voltage seventies silhouettes. Styles has keenly adopted them, opting for vivid shirts and wide leg pants that go together as smoothly as butter and toast. Safe to say, Harry Styles and Gucci were a match made in heaven. When not channel the rock god look with leather boots, harry styles classic skinny jeans and Harry Style's white t-shirts. Oh and don't forget Harry Style's bandana.
harry styles t-shirt jeans boots look street style mens
PHOTO CREDIT: Hollywood Style

Harry Styles Shirt

Air Tie

For more formal occasions, Harry opts to rock a shirt-sans-tie look. The key to pulling this off is simple, just button your shirt to the top as you would when you’re about to put on a tie, then forget the tie!

Unbutton that Shirt

One of the key aspects to Harry Style’s laid-back style? Let loose and let those buttons fall open! Harry opts for four to five buttons, but you can steal the look but just letting one or two buttons worth of skin showing. Don't forget to team your blue shirt with a classic Harry Styles choice of boots.
harry styles blue shirt black jeans black boots fedora mens street style.jpg


Hawaiian Shirts

You may have poked fun at your dad when he brought one on the last holiday, but it may be time to take it back. The key to pulling off this flamboyant trend is to keep the trousers you choose to pair with it as minimal as possible. Chinos may lean a little too far towards dads-on-vacation, but a black skinny jean will elevate Harry Styles buttoned up shirt to street style status.
harry styles hawaiian shirt black jeans sunglasses mens street style



GQ dubbed Harry Styles the prince of prints, and for good reason. The dude embraces prints like they’re a plain white tee. Not even just your run of the mill print, he's known to sport anything from gingham to leopard to paisley, Mr. Styles embraces them all. For those who aren’t a typical print fanatic, ease your way into the trend with a subtle print like a plaid or pinstripe. Pairing a print with a black denim (a la Harry Styles) or black trousers is a great way to try out the trend without diving in headfirst. For those wilder guys out there, try pairing a print with something out of the ordinary. Stack a printed dress shirt with a blazer! Perhaps even try out a colourful pocket square with a bold blazer?

Harry Styles T-shirt

There are times when Harry goes full on with the prints and bold shapes, and then there's times where he just keeps it simple. With the right shape and styling, even a white T-shirt can look good, and Harry really knows how to pull off the minimalistic look. Pairing the simple top with a pair of skinny jeans and some good boots is a classic look for a reason, and if you focus on getting the right fit like old Harry here, then you're sure to look simple and stylish.
harry styles white t-shirt black jeans black chelsea boots mens street style


Harry Styles Jackets and Coats

Harry Style’s go-to casual pieces show off his style flexibility. From YSL printed bomber souvenir jackets, to structured overcoats, Harry likes to jazz up a regular tee and jean combination with a statement jacket. As much as he’s leather and bomber jacket fiend in his off time, Harry Styles knows how to turn up the class. He often opts for unfussy, neutral coloured overcoats. For the colder weather, a navy jacket with an oversized fit. One of Harry Styles clothing hacks – layer a structured or unstructured jacket with an old flannel shirt for a more relaxed feel.
harry styles blue coat blue jeans brown chelsea boots scarf mens street style.jpg


Harry Styles wears almost exclusively black skinny jeans (seriously, we dare you to find a photo of him in blue jeans!) We don’t blame him: they’re a great canvas for exciting shirts and can carry you to any event, from a rock concert to supermarket.

Harry Styles Footwear

Styles’ footwear choices are just as rugged as his appearance. Distressed Chelsea boots, well-loved chukkas, and converse are all part of the daily rotation. Cowboy boots and leather army boots are well loved - scuff marks and stains are embraced. One of the most common players in his shoe game? Little black boots, specifically of the ankle cut variation, with a small heel. Harry Styles pairs them with everything from slim jeans to suits. Take it to the next level by wearing a cowboy style boot, Heels aren't just for the ladies! Rocking boots with a suit like Harry Styles is a great alternative to your traditional dress shoe.
harry styles shearling jacket black jumper black jeans tan chelsea boots mens street style


Harry Styles Accessories

In true rock star fashion - Harry Styles is keen on the with-the-band accessories like jewellery, bandanas, and hats. Bandanas are great when worn around the head, neck, arm or even around the leg of your jean. Make things every-day wear suited by choosing a neutral colour like white, olive or black.
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