Harry Styles Vs Timothée Chalamet | The Stars’ Best Looks
Fashion7 Minutes Read

Harry Styles Vs Timothée Chalamet | The Stars’ Best Looks

April 13, 2022 Share

Timmy and Harry Styles are two of the most undeniably stylish men on the planet. As in, you actually can’t deny it. They’re everywhere.

There’s a reason these two have previous looks from the two currently showing in the V&A’s menswear celebration. Timothée Chalamet and Harry Styles have a knack for dressing well. The two have an approach to fashion that has redefined dressing for the modern age, so it’s no wonder that they’re two of our Best-Dressed men of all time.

With that in mind, we thought it was about time we compiled a list of their most unforgettable fashion moments. There’s no better point of call if you’re seeking for some style inspiration…

Harry Styles at Radio City Music Hall, September 2017

Harry Styles in a custom burgundy brocade Gucci suit performing in New York on September 28

A suit hasn’t been considered cool stagewear since the Strokes. But for Harry, there was no other option than to keep the formality high and his star status undeniable at Radio City Music Hall with a red, metallic-finished flower suit.

Timothée Chalamet at The Golden Globes, January 2019

Timothée Chalamet attends the Golden Globes, 2019 | Credit: Frazer Harrison

If you’re wearing all black, there’s only one way to round off your look, and it’s not with a double-breasted blazer. It’s a  harness, of course. Yes. A harness. We know it sounds strange, but when Chalamet appeared at the Golden Globes wearing the deconstructed Louis Vuitton piece over his black shirt and trousers, he looked positively dazzling. This is how to approach formalwear from now on: part-armour, part-suit.

Harry Styles at the Met Gala, May 2019

Harry Styles attends the 2019 Met Gala Celebrating Camp: Notes on Fashion | Credit: Dimitrios Kambouris

Cochairing the Met Gala is no easy task, but when Harry Styles accepted the position alongside Lady Gaga and Gucci designer Alessandro Michele, his ensemble was highly anticipated. With a sheer shirt-cum-blouse and a single pearl earring, he did not disappoint.

Timothée Chalamet at Venice Film Festival, September 2019

Timothée Chalamet attends Venice Film Festival, 2019 | Credit: Stefania D’Alessandro

Now this was a real show-stopper. Why? Because each and every element has been carefully considered. Tailored to perfection? Check (he can thank Haider Ackermann for that). Super stylish materials? Also check (an ivory satin panel was attached to his blazer to complement his asymmetrical suit). And the icing on the cake? A cinching waistband worn over his tailoring, giving his ensemble a real gown-like appearance. Simply put, this is contemporary elegance.

Harry Styles at the BRIT Awards, February 2020

Harry Styles performs at the BRIT Awards, 2020

In February 2020, Styles introduced granny chic to the main stage at the Brit Awards. The fact that he was dressed in Marc Jacobs womenswear revealed how at ease the singer is with showcasing his feminine side.

Timothée Chalamet at the Oscars, February 2020

Timothée Chalamet attends the Oscars, 2020 | Credit: Rick Rowell

Timothée Chalamet attended the 2020 Oscars and continued the workwear trend we also got from Frank Ocean and Kanye West. The Little Women star, dressed in Prada, looked like a mix of bodyguard and petrol station employee, and ripped up the red carpet rule book with just one ensemble.

Harry Styles at the BRIT Awards, February 2021

Harry Styles attends the BRIT Awards, 2021

The biggest names in music (Taylor Swift, Dua Lipa, etc.) were in attendance for the 2021 Brit Awards, but it was Styles who stood out in a Gucci graphic-print suit in throwback sepia tones.

Timothée Chalamet at Cannes Film Festival, July 2021

Timothée Chalamet attends the “The French Dispatch” screening during the 74th annual Cannes Film Festival, 2021 | Credit: Samir Hussein

Chalamet dressed up like a high fashion Tin Man for his first official public appearance in almost a year at Cannes Film Festival, garnering much of the attention on the red carpet.

Harry Styles at 63rd Grammy Awards, March 2021

Harry Styles attends the 63rd Grammy Awards, 2021 | Credit: Kevin Mazur

Styles served big boa energy as he arrived to the Grammy Awards, illustrating once again that he has one of the most unique styles on the planet. It’s a very mismatched aesthetic, but in the best way possible.

Timothée Chalamet at the Met Gala, September 2021

Timothée Chalamet attends the Met Gala, 2021

In a Haider Ackermann tuxedo jacket, Rick Owens sweats, and a pair of Converse, Timothée embraced smart-casual for the 2021 Met Gala.

Harry Styles at 63rd Grammy Awards, March 2021 …again

Harry Styles performs at the 63rd Grammy Awards, 2021 | Credit: Kevin Winter

Harry Styles performed a version of his award-winning song “Watermelon Sugar” to kick off the 2021 Grammy Awards. He wore a custom-made Gucci leather single-breasted suit with no shirt underneath (no complaints here) and another boa.

Timothée Chalamet at the Dune Premiere, October 2021

Timothée Chalamet attends the Dune Premiere, 2021 | Credit: Samir Hussein

Chalamet looked to British designer Alexander McQueen and its creative director Sarah Burton for his ensemble to the Leicester Square premiere of Dune. He was dressed in a single-breasted wool suit with metallic zips and slashed leg and arm details. Another spacey serve from Timmy.

Harry Styles During Love On Tour, 2021

Harry Styles performing during Love On Tour, 2021 | Credit: Anthony Pham

Reprising his role on the stage, Harry Styles kicked off his Love On Tour in… yep, you guessed it, custom Gucci.

Timothée Chalamet on SNL, December 2020

Timothée Chalamet hosting SNL, 2020

Saving the best ‘til last, the question here is what is better than Harry Styles and Timothée Chalamet? Timothée Chalamet dressed as Harry Styles.

‘70s-inspired wide-legged trousers, Gucci, Peter Pan collars and pearl rings? Nailed it, Timmy. 

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Author: Imogen Burnett
Harry Styles
New York
Timothée Chalamet