The Best Tyler, The Creator Outfits

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When: 2022

If anyone ever needed a stamp of approval when it comes to how good Tyler looks wearing anything, just look towards his surprising appearance on the runway of Louis Vuitton’s Fall/Winter 2022 presentation. The show, which was the second presentation Louis Vuitton held after Abloh’s untimely passing in November 2021, celebrated designs from Abloh’s eight-season arc at Louis Vuitton. Here, Tyler is seen riding a bike decorated with Louis Vuitton’s monograms along with a sporty knit crewneck inspired by the Pan-African flag. Tyler also composed the soundtrack for the presentation that season. After Abloh passed, Tyler shared a note on Instagram that commemorated the designer for being a “cheerleader” for himself and other artists. “I’ll keep pushing and trying things while leaving the door open,” T wrote at the time. “He’ll shake those pom-poms. We’ll keep that on loop. Safe travels.”

When: 2021

Tyler’s fit at the 21st BET Awards marked the beginning of a new era for his personal style that coincided with the release of his 2021 album Call Me If You Get Lost. While he continued to embrace the dressier outfits he ushered in during his Igor era, Tyler heavily complimented the travel themes of Call Me If You Get Lost by showcasing luxurious luggage. Here, he’s seen wearing a pink cheetah print vest from his Golf Le Fleur line, a pink ushanka, tassel loafers, and a $500,000 chain by Alex Moss. In hand, he’s holding a vintage wooden trunk and a brown Globetrotter Attaché briefcase. “I want the coloring of every video to be on point. I want every jewelry piece to be on point. I want every shirt I wear to be on point,” Tyler told Complex in an interview shortly after unveiling this look. It’s clear that Tyler has invested more in his personal style during these last couple years. 

When: 2022

Here’s what a chill outfit looks like for Tyler these days. While taking a walk in New York City just before the start of fall, he kept it relaxed by wearing a pair of humble baby blue jeans, a classic knit Fair Isle sweater, loafers, and a green Golf le Fleur hat. Naturally, he kept up his love for luxury luggage by accessorizing this look with a green Goyard Cassette Trunk bag. 

When: 2019

We can never have enough photos of ASAP Rocky and Tyler, The Creator together. A bromance that has been blossoming since these two went on tour together in 2015, Tyler and Rocky always dress to impress at functions together. When they arrived at the WSJ Magazine Innovator Awards in 2019, they both chose some real classy fits. Rocky arrived wearing a suit, subtly waxed jeans, Rick Owens sneakers, and Port Tanger sunglasses. Tyler on the other hand, chose to throw on a Noah suit with a pair of Hender Scheme x Dr. Martens derby shoes, an ushanka, sunglasses, and a pink Louis Vuitton bag. Rocky ended up actually giving the WSJ Music Innovator Award to Tyler. “It’s an honor to present this award to my best friend today, but little do y’all know I hate that motherfucker” Rocky said in jest. He mentioned that that they originally beefed when they were coming up in the rap game but later became close friends “People don’t know this, but when we first came into the rap game we didn’t even like each other, our crews didn’t like each other. But now, being in hip-hop, I don’t identify with anybody but my real true family and friends.”

When: 2019

Anyone who loves the music video for “Potato Salad” knows how nice Tyler, the Creator looks in a good varsity jacket. When he was asked to present the Urban Luxe Award to Rihanna at the British Fashion Awards in 2019, he arrived wearing a green GOLF le FLEUR x Lacoste varsity jacket, which matched nicely with a pair of green Dr. Martens x United Arrows loafers.

When: 2019

Tyler, The Creator loves his Gucci. Never forget when Tyler starred in one the brand’s ad campaigns alongside ASAP Rocky and Iggy Pop. So naturally, he always looks good when wearing it. Here’s another great example of a chill Tyler outfit. A pair of khaki shorts and bucket hat sandwich the centerpiece of this fit, an orange V-neck Gucci sweater with a subtle logo hit on the hip. A pair of Dr. Martens Derby shoes paired with long white socks ties this classy fit together.

When: 2011

As Tyler mentions on his 2010 track “Orange Juice,” he’s been so closely aligned with Supreme that he got “Box Logo hoodies and goodies, from buddies that understand that Bastard was buzzing like Woody, so we get it for free.” But what’s important to understand about Tyler’s love for the brand was that it was organic and not fueled by the hype machine. He mentioned that he discovered Supreme simply because it was one of the only skateboard shops in Fairfax, a neighborhood located in Los Angeles.

It’s difficult to imagine where Supreme would be today without Tyler. And it’s even harder to imagine anyone tie-dying a 2011 ‘Kaws’ box logo hoodie like the one Tyler wore to the MTVU Woodie Awards show that same year. Unless you’re John Mayer, an ambitious attempt at tie-dying a rare Supreme box logo will only get you roasted on Grailed when you decide to resell it six months later.

When: 2013

Before we go into this incredible fit, we have to lay down this major fact for context. The soundtrack for Grand Theft Auto V was crazy, crazy, fire. That’s because ‘GTA V’ was the first Grand Theft Auto game featuring the waviest artists of our time, who produced exclusive songs for the game’s radio stations. Who could have ever imagined that Rockstar Games would give us the opportunity to run over innocent pedestrians in Los Santos while blasting unreleased Neon Indian or A$AP Rocky songs?  

Although the Spike Video Game Awards didn’t last another year after it was rebranded as “VGX” in 2013, Tyler, the Creator’s live performance of his ‘GTA V’ exclusive banger, “Garbage,” has stood the test of time. With the song being about a drug dealer turning into a murderer, it made sense for Tyler to channel old school mob fashion with a super baggy zoot suit.

When: 2018

When Tyler was nominated for the ‘Best Rap Album’ Grammy for the first time in his career, he certainly knew he had to make a statement on the red carpet. Like his album Flower Boy, his fit for Grammy night perfectly captured his maturation as an artist who hasn’t sacrificed his quirkiness. Tyler arrived to the red carpet with white Converse Chuck Taylors and a ‘Golf’ tee, which was more reminiscent of his younger skate rat fashion. However, a Fall/Winter 2018 Supreme wool overcoat paired with a matching baby blue Louis Vuitton scarf, is a dapper fit for the biggest night in music. And a white Soviet Union-era Ushanka is a statement piece that ties this cozy fit together. 

When: 2018

The popularity of Tyler’s brand Golf Wang can certainly be attributed to his own taste. He wears an eye-catching floral puffer—reminiscent of grandma’s couch—that’s balanced out with khaki trousers and a bucket hat. A leather Golf Wang clutch, worn as a side bag, ties it all together.  

When: 2018

Here’s another bold Golf Wang fit that suits Tyler’s explosive personality. This thermal image of an atom bomb printed onto a button-up shirt is pure heat.

When: 2019

There’s something extremely comforting about looking at Tyler’s game day fit for the French Open this year. Although it’s difficult to put my finger on it, it definitely has to do with that pastel pink cardigan draped around his shoulders. One of the standout pieces from GOLF le FLEUR’s collaboration with Lacoste, a cardigan that looks like it was made from cotton candy is just too damn cozy.

When: 2019

“Me and Slater just hit a curb/Bunny hop, zoning out, listening to N.E.R.D.” Although Tyler is known for skating, he professed his love for riding BMX bikes strongly on his second album Wolf. Although the bike Tyler’s riding probably isn’t the infamous “Slater,” it’s a “Block Flyer” BMX bike from the Long Beach company SE Bikes. Tyler keeps this biking fit simple. An all white Carhartt WIP shirt is nicely complemented by different shades of brown from a Stray Rats hat, a matching pair of brown slacks, and light brown Converse GOLF le FLEUR’s.

When: 2017

Tyler always looks great in pink. Here he is with a pink Golf Wang cap to match a striped pink Supreme polo from Spring/Summer 2017.

When: 2011

A defining moment for Tyler, the Creator’s career was when he won his first award at the 2011 MTV Video Music Awards for Best New Artist. When Tyler won the Moonman, he ran up on stage with a tie dye ‘Tron Cat’ tee and a leopard Supreme camp cap from Fall/Winter 2011. Although his acceptance speech wasn’t the best, his fit certainly inspired legions of teenagers to only dress in Supreme and Odd Future gear for months to come.

When: 2017

On his song “Bastard” Tyler says “I wear green hats because I’m fortunately lucky.” That bar makes absolutely no sense, but I guess it means he loves the color green. This fit from Coachella 2017 is a great example of that. A green Supreme striped collar terry polo from Spring/Summer 2017 matches perfectly with his shorts and Golf Wang snapback.

When: 2015

This blue Golf Wang button up that Tyler wore on the cover of Cherry Bomb is easily one of the most iconic shirts he’s ever made. This Guy Fieri phase will be missed.

When: 2015

We just love this fit because of Tyler’s excellent food choice. There’s nothing else here that would make us include this on our list. We hope he kept that magazine clean while he was eating.

When: 2019

One of Tyler’s newest personas, “Igor,” marks a major shift in his music and his personal style. Before Tyler released Igor in 2019, he had never opted to trade in graphic T-shirts and skate shoes for a well-tailored suit and hard bottoms. Yet, even with a ridiculous Andy Warhol wig, it works. Whether it was Supreme or Odd Future merch, the Igor look further shows how Tyler always thinks outside the box when it comes to his fits.

When: 2015

One of Golf Wang’s most controversial releases was the “Golf Pride World Wide” tee from the brand’s Spring/Summer 2015 collection. The shirt took the Celtic Cross, a hate symbol used by white supremacists, and printed it in a rainbow colorway. Shortly after revealing the design in the brand’s lookbook that season, Tyler explained that he was trying to take the power away from the hate symbol by turning it into a symbol for LGBTQ pride. It was a risky but memorable move by Tyler.