Harry Styles’ Best Fashion Moments – WWD

Check out the singer and actor’s fashion highlights.

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.

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.

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.

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.

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.

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.

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.