Celebrity Fits: The Best, Worst and Most WTF of 2021

If 2020 was style’s Annus horribilis owed to Covid and subsequent canceled events, 2021 could be considered a return to form. Parties and award shows came back, while there was the usual onslaught of fire street fashion to ponder.

Of course, while we applaud anyone who has the ambition to try and get a fit off, some wardrobes hit harder than others. As the year wraps up, Highsnobiety staff weigh over some of the best, worst, and just plain odd looks of the year.



Getty Images / Marc Piasecki

Lionel Messi won a record-breaking 7th Ballon d'Or in Paris this December, yet it was Zendaya's metal "spine" dress on the red carpet that really gave us shivers. Kudos, Roberto Cavalli.

Frank Ocean

Getty Images / Dimitrios Kambouris

Frank Ocean's neon green Met Gala robot baby — bringing a whole new meaning to the term "daddy chic."

Virgil Abloh

Getty Images / Christian Vierig

Virgil's work speaks for itself, but he was a designer who knew how to dress. See this flamboyant take on black-tie as proof.

A$AP Rocky and Rihanna

Getty Images / Raymond Hall

The style equivalent of Batman and Spiderman coming together to complete couples dressing.

Ben Affleck and Jennifer Lopez


A lot of bad things happened in 2021. Bennifer's angelic matching white fit was not one of them.

HoYeon Jung

Getty Images / Jemal Countess

HoYeon Jung traded her green Squid Game tracksuit for some grungy Louis Vuitton, and we're very much here for it.

Kendall Jenner

Getty Images / Gotham

Things that go together: gin and tonic, bread and butter, Kendall Jenner and The Row.

Kanye West

The Hellraiser Balenciaga jacket was cool and all, but Vetements Kanye is the best Kanye.

Tyler, the Creator


Trying to pick out the best Tyler, The Creator outfit in 2021 is like deciding on a favorite ice cream — ultimately, they're all great. But the Supreme hat here makes us all sentimental.

Steve Harvey


Big Steve Harvey hired a stylist and broke the internet. We can't wait to see him at the Met Gala next year.

Lady Gaga

Getty Images / MEGA

If only House of Gucci was as good as Lady Gaga’s fit above.


Pete Davidson

Getty Images / Mike Coppola

We never had Pete Davidson down as a Thom Browne man, so fair play for trying. But frumpy is the word for this look.

Greg Kelly

“I’m a well-dressed man” remarked Balmain-wearing, right-wing Newsmax host Greg Kelly, in what was arguably the most inaccurate statement of the year.

Machine Gun Kelly

Getty Images / Rich Fury

Shortly after this photo was taken, Machine Gun Kelly revealed his black tongue. We’re still not sure why.

Travis Barker and Kourtney Kardashian

Getty Images / Photopix

The anti-Rih and Rocky.


Evan Mock

Getty Images / Karwai Tang

You have a great body, we get it, Evan.



You can see the Great Wall of China from space. Squint and you’ll also be able to make out Drake’s fur coat.


"I wanted to troll the paparazzi," said Grimes of her Max Communist Manifesto fit. Next up, accessorizing with Friedrich Engels.

Adam Sandler

Getty Images / Albert L. Ortega

Only Adam Sandler would have the chutzpah to wear a hoodie over a shirt at his friend Salma Hayek's Hollywood Walk of Fame unveiling.

Source: Highsnobiety