Fashion

Harry Styles Continues to Dress Like a Legend in the Making

The former One Directioner has evolved into one of the premier fashion plates of his day.
IMAGE NBC/GETTY IMAGES
Comments

I've said it once, and I'll say it again: For the last few months, Harry Styles has been on one of the most epic runs in Fit History. When it comes time to record the Ws and Ls of this age of upended gender norms and constantly changing sartorial conventions, Styles will without a doubt be inscribed in the books as a winner, perhaps the most prominent example of what dressing up can look like as a man wholeheartedly embracing this new, welcome era of enlightened masculinity. This is the stuff legends (or, at the very least, signature aesthetics) are made of.

Styles has won plaudits from his fans and fashion types alike for more recently leaning into the glam rock element of his persona, but the aptly named superstar has always shown a knack for nailing the details when it comes to getting dressed. As the de facto frontman of One Direction, Styles never strayed too far from what would become his uniform: dark, skinny Saint Laurent denim and Chelsea boots with a (sometimes substantial) cuban heel, topped off with an artfully half-tucked silky button-down and flowing hair almost as long as the lines of frenzied people he and his bandmates inspired wherever they went.

ADVERTISEMENT - CONTINUE READING BELOW
CONTINUE READING BELOW
Recommended Videos

Although Styles showed a penchant for statement suiting early on (the floral number he wore to the 2015 AMAs only hinted at what was to come), he really emerged as a bona fide stylistic force as a solo artist, gradually evolving into one of the premier fashion plates of his day and the perfect canvas for Alessandro Michele's maximalist vision of retro Gucci glamour. Today, Styles has yet to meet a brash, boldly-patterned suit he doesn't like, often pairing them with piles of chunky rings, a pearl necklace or two, and brightly painted nails, in fits so big we have no choice but to bow and pay tribute. Lately, Styles has also favored a look I can only refer to as gracefully-aging-Grandma-chic, rocking novelty sweaters, often in a fuzzy shetland, and frilly peter-pan collar shirts with voluminous, high-waisted pants and intentionally unkempt hair.

Honestly, after a week like the last one I wanted to start my day mindlessly sifting through about a year's worth of pictures of Harry Styles. Can you blame a guy? Scroll through to share the love.

ADVERTISEMENT - CONTINUE READING BELOW

Gracefully-aging-Grandma-chic, as embodied in one (very, very good) look.

Photo by DIA DIPASUPIL/GETTY IMAGES .

Styles doesn't let a spilled drink stop him from putting on a masterclass in expert-level pattern mixing.

Photo by KEVIN MAZUR/GETTY IMAGES .
ADVERTISEMENT - CONTINUE READING BELOW

The man shows up to soundcheck looking like this. SOUNDCHECK. He is not like you and me.

Photo by NBC/GETTY IMAGES.

Styles, having an absolute ball.

Photo by JOSE PEREZ/BAUER-GRIFFIN/GETTY IMAGES.
ADVERTISEMENT - CONTINUE READING BELOW

Harry Styles ain't a snack, etc.

Photo by KARWAI TANG/GETTY IMAGES.

Deuces to Styles and his flared corduroys.

Photo by NEIL MOCKFORD/GETTY IMAGES.
ADVERTISEMENT - CONTINUE READING BELOW

If you're wondering how to start wearing higher-waisted pants, this is the answer.

Photo by NEIL MOCKFORD/GETTY IMAGES.

Looking for spring style inspiration? Copy everything Styles is doing here and call it a day.

Photo by RICH FURY/GETTY IMAGES.
ADVERTISEMENT - CONTINUE READING BELOW

Another day, another enviable sweater-vest/tailored trouser combination.

Photo by ROBERT KAMAU.

Styles, making a serious case for pairing your most formal tailoring with your least formal undershirt (and some chest ink).

Photo by DARREN GERRISH/GETTY IMAGES.
ADVERTISEMENT - CONTINUE READING BELOW

When Stevie Nicks is your adopted godmother, this is exactly how you should dress.

Photo by DIA DIPASUPIL/GETTY IMAGES.

Ditto when it's your first time hosting SNL.

Photo by NBC/GETTY IMAGES.
ADVERTISEMENT - CONTINUE READING BELOW

C'mon. No comment necessary.

Photo by KARWAI TANG/GETTY IMAGES.

Styles in what, for him, could conceivably be considered a subdued look.

Photo by JAMES D MORGAN.
ADVERTISEMENT - CONTINUE READING BELOW

The only good thing about the Victoria's Secret fashion show.

Photo by AURORE MARECHAL - PA IMAGES/GETTY IMAGES.

It's a massive testament to Harry's not-inconsiderable charisma that he makes outfits like this look as approachable as wearing a T-shirt and jeans.

Photo by KEVIN MAZUR/GETTY IMAGES.
ADVERTISEMENT - CONTINUE READING BELOW

All black done two ways: first up, with a not-so-subtle bird embroidery up top, courtesy of Stella McCartney.

Photo by GARY GERSHOFF/GETTY IMAGES.

And batting next, this suit via Raf Simons' Calvin Klein (RIP), complete with vivid red Western detailing below.

Photo by KEVIN MAZUR/GETTY IMAGES.
ADVERTISEMENT - CONTINUE READING BELOW

Office-appropriate tailoring, the Harry Styles way.

Photo by TIM WHITBY/GETTY IMAGES.

I'm not entirely sure what's going on with this suit. All I know is I like it, and I like it a lot.

Photo by PYMCA/GETTY IMAGES.
ADVERTISEMENT - CONTINUE READING BELOW

This story originally appeared on Esquire.com. Minor edits have been made by the Esquiremag.ph editors.

Comments
View More Articles About:
About The Author
Avidan Grossman
Avidan Grossman is the Style eCommerce Editor at Esquire, covering men’s fashion, shoes, grooming, and accessories. He spends way too much time deciding what to wear. Needless to say, his parents still have no idea what he does.
View Other Articles From Avidan
Comments
Connect With Us