Pete Davidson's Style Evolution Goes From Teenage Dirtbag To Dashing

If there’s one person who’s going to wear a designer bucket hat to the Met Gala, it’s Pete Davidson. The comedian hit up fashion’s biggest night sans his date from last year, but with a whole new vibe. Rather than rock the dapper but serious bodyguard look like he did in 2022, he wore a long black trench coat, colorful tee, dark purple leather pants, and topped it all off with a bucket hat. Fendi, you did Pete proud.

Davidson entered his bald era post-split from EmRata and amid rumors that he’s dating his Bodies Bodies Bodies costar Chase Sui, debuting a freshly shaved head at the Los Angeles Lakers v New York Knicks on Jan. 31, 2023. In the days that followed, he was all smiles with his new look at the 2023 NFL Pro Bowl Games.

If Davidson’s relationship with Grande can be characterized by logos, and his relationship with Kardashian can be characterized by sleek suits, then maybe we’re entering the age of Davidson tracksuits. Sitting front row at the New York Knicks game on Nov. 27, he and Emily Ratajkowski made their public debut, wearing pretty much what any normies would wear to a basketball game. The SNL alum wore a navy tracksuit, the same silver Asics from the Bupkis set, and a pair of sunglasses, while EmRata wore a brown puffer jacket and a pair of snakeskin boots.

On the set of the Peacock series Bupkis, the Staten Island native not only gave a shoutout to his hometown on his T-shirt, but also went back to his natural brunette hair color. He paired the look with a navy blue and maroon tracksuit and go-to silver JJJJound Asics.

Following his August 2022 breakup with Kardashian, Davidson got a little pointed with one of his looks. For the 2022 Primetime Emmy Awards, the comedian brought some familiar streetwear to the stage. Davidson’s outfit featured the same jacket Kanye wore to the 2019 Met Gala. While the utilitarian look is in Davidson’s style wheelhouse, his biting sense of humor clearly extends to his wardrobe.

In October 2021, Davidson started dating none other than Kim Kardashian. Once again, his style changed with this new relationship. While his time with Grande saw the actor leaning into logos, Davidson’s Kardashian era was all about sharp suits and skinny ties. In fact, that’s what he wore to the 2022 Met Gala. It’s a very dapper look, albeit slightly lacking that classic Davidson flair.

Now he’s really getting bold! For his first appearance at the 2021 Met Gala, Davidson forwent a traditional suit for a dress and blazer designed by Thom Browne. This look encapsulates Davidson’s burgeoning ability to wear avant-garde pieces.

At the premiere of Big Time Adolescence in March 2020, Davidson opted for a causal ‘fit featuring stylish shoes, but with an upgrade from his sneakerhead days. The actor wore a simple crewneck, jeans, and a pair of super-shiny Oxfords.

Although Davidson didn’t come up with this ‘fit himself, his appearance on the Alexander Wang runway in May 2019 hinted at his burgeoning reputation as a fashion darling. After all, can you really call yourself a stylish celebrity if you haven’t walked in a fashion show?

In 2018, there were three major changes in Davidson’s life: He started dating Ariana Grande, upped his streetwear game, and went Marshall Mathers blond for the first time. Davidson also began wearing shirts, fanny packs, and funky sunglasses bearing designer labels.

A lot of heads turned Davidson’s way at the 2017 Video Music Awards. At the event, the Bodies, Bodies, Bodies star got political. At face value, this look is just a white tee and jeans, but its message shows Davidson’s willingness to get bold with his fashion.

While you may not think the next navy suit Davidson wore to Comedy Central’s Roast of Rob Lowe was very exciting, his sneakers were a huge deal. For the event in August 2016, Davidson broke out a pair of Nike Mags — the shoe famously worn by Marty McFly, played by Michael J. Fox, in Back to the Future II. The shoes retailed for $950 in 2016, but StockX most recently sold a pair for over $25,000.

During Comedy Central’s Roast of Justin Bieber, Davidson stepped out in a masterfully tailored suit. The navy pants and jacket featured a subtle diamond pattern and satin lapels. Letting the suit speak for itself, Davidson kept the rest of his ‘fit relatively simple, but finished off the look with a pair of electric blue Nikes.

In 2014, Davidson joined the SNL cast and stepped up his style game with a focus on footwear. For Variety’s “10 Comics To Watch” showcase, he paired a camo print button-down with black jeans and a fitted hat. But the real standout accessories were his red hot sneakers.

At just 18 years old, Pete Davidson was serving some serious baby face during his comedy set at The Stress Factory Comedy Club in Jan. 2012. For this standup act, he went with the classic “graphic T-shirt over a long-sleeved shirt” combo.