Harry Styles’ Best Fashion Moments – WWD

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Check out the singer and actor’s fashion highlights.

Harry Styles on September 22, 2017

Harry Styles on September 22, 2017

David Baker / Getty Images

9/22/17 3
It’s very comfortable to play with retro references. This red and black argyle dress with pointed shoulders and bell-bottoms is a clear example. PC’s bow shirt, another one of his favorite touches, works well and enhances the Harlequin twist.

Harry Styles on May 06, 2019

Harry Styles on May 06, 2019

Dimitrios Kambouris/Getty Images for the Met Museum

5/6/19 2
This was a little disappointing. When you lead the game of breaking boundaries — and if it’s a Met theme camp — you’re expected to deliver. This Edwardian black shirt paired over black trousers falls flat – it’s just plain boring.

Harry Styles on February 18, 2020

Harry Styles on February 18, 2020

Gareth Cattermole / Getty Images

2/18/20 4
White lace gloves, along with an all-white lace dress, including the whip detailing on the sleeves, are giving off major Prince flashes. No one can pull it off as a prince, but this ensemble, complete with matching suspenders, is all about looking and feeling Harry.

Harry Styles on March 14, 2021.

Harry Styles on March 14, 2021.

Kevin Winter/Getty Images for the shoot

3/14/21 4.5
This was a great take on dorky-chic. A yellow tartan trimmed blazer with a matching mask, layered over a pink plaid sweater dress gave off a math teacher vibe, but it was the purple boa that stole the show. In general, it’s a good idea to wear a boa most of the time.

Harry Styles on April 15, 2022

Harry Styles on April 15, 2022

Kevin Mazur/Getty Images

4/15/22 5
A disco-inspired silver sequin jumpsuit with exaggerated cleavage is exclusive to Coachella. But when you add tattoos and the attitude of Harry Styles, the result becomes closer to visual. You should definitely try this at home.

Harry Styles on May 19, 2022

Harry Styles on May 19, 2022

Dia Dipasupil / Getty Images

5/19/22 4
In some cases, a runway concept is hard to execute, and this jumpsuit from JW Anderson seems to be one of those cases. However, Harry makes this striped Teletubbie look work for him.

Harry Styles on October 30, 2021

Harry Styles on October 30, 2021

Theo Wargo / Getty Images

10/30/21 4
You know you’ve succeeded in pushing the boundaries when you dress up like Baby Dorothy and it’s not clear if it’s just another stage costume or Halloween. Whatever it is, he makes it work. The result is fun and carefree.



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