A Journey Through Tyler, The Creator's Countless Style Moments (2024)

A Journey Through Tyler, The Creator's Countless Style Moments (1)

The Daily Stardust / BACKGRID

It's been abig few years for Tyler, The Creator.Between the multiple Grammy awards, film scores, and consistent drops from his brand, themusician and multi-hyphenate creative has established himself as a sartorial force to be reckoned with.

Having entered the scene as a high-energy, brightly-dressed skater, his transition into wearingmore formalwear such as cardigans, loafers, and oxford shirts was well charted. Now, in 2023, it has aged like fine wine as streetwear's preppy obsession is as big as ever.

And while many of us are playing catch-up on his cool grandpa look, Tyler has been adding more strings to his stylistic bow.

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Never one to be held back by conventions, the 31-year-old has been building on his signature style with eye-catching combinations such as shorts and puffer jackets, taking his love of luggage to new levels, and giving everyone a lesson in how to wear leather.

And with an equally-fashionable girlfriend by his side, it comes as no surprise that he had to be featured as one of our picks for the most stylish people of 2022.

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Trying to pick favorites from his countless on-point 'fits is no easy feat but we've given it ago below.

Scroll Down For Our Favorite Tyler, The Creator Outfits

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While it's a style that will never truly go out of fashion, we have recently been seeing long coats more than ever. Tyler is a perfect source of inspiration when debating how to wear a long mac like the one shown above — and so is his girlfriend Reign Judge.

Shop The Look

HighsnobietyContrast Mac Jacket

$147

Buy at Highsnobiety

J. Press x HighsnobietyShaggy Dog Cardigan

$285

Buy at Highsnobiety

TrussardiGreyhound T-Shirt

$70

Buy at Highsnobiety

Jean Paul GaultierClassic Woven Trouser

$520

Buy at Highsnobiety

A Journey Through Tyler, The Creator's Countless Style Moments (9)

Getty Images / Gregg DeGuire

When we said his outfits have aged like fine wine, we weren't lying. It's coming up to the four-year anniversary of this look and it should be on everyone's moldboard for smart spring/summer outfits.

Shop The Look

J. Press x HighsnobietyShaggy Dog Solid Sweater

$265

Buy at Highsnobiety

HighsnobietyStriped Dress Shirt

$110

Buy at Highsnobiety

A Journey Through Tyler, The Creator's Countless Style Moments (14)

Sir.Turenne Shorts

$159

Buy at ssense

A Journey Through Tyler, The Creator's Countless Style Moments (15)

Dr. MartensPolley Shoes

$140

Buy at Dr. Martens

A Journey Through Tyler, The Creator's Countless Style Moments (16)

Backgrid

Has anyone else beennoticing anuptick in the number of leather jackets being worn recently? Drake, Kylie Jenner, A$AP Rocky... they've all been making headlines for their leather jacket styling in recent months and Tyler is giving them all some tough competition with this look.

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J. Press x '47 x HighsnobietyLogo Cap

$60

Buy at Highsnobiety

DieselRego Biker Jacket

$327

Buy at Highsnobiety

A Journey Through Tyler, The Creator's Countless Style Moments (19)

GoyardMinaudière Trunk Bag

TBA

Buy at Goyard

Our LegacyCrinkled Sailor Trouser

$350

Buy at Highsnobiety

A Journey Through Tyler, The Creator's Countless Style Moments (21)

tyler-the-creator-girlfriend-nyc-goyard-outfit-2022 (3)

Backgrid / JosiahW

Jeans and a jumper could be described as most people's go-to daily look but, of course, Tyler's version is perfectly elevated. From the matching green Goyard bag andle FLEUR* cap to the festive pink print on the jumper, it's an effortlessly top-tier 'fit.

Shop The Look

HighsnobietyPeached Nylon Ball Cap

$50

Buy at Highsnobiety

Jil SanderChain Link Necklace

$455

Buy at Highsnobiety

A Journey Through Tyler, The Creator's Countless Style Moments (24)

Polo Ralph LaurenFair Isle Wool-Blend Sweater

$280

Buy at Ralph Lauren

A Journey Through Tyler, The Creator's Countless Style Moments (25)

GoyardGoyardine Grand Hotel Trunk Bag

$4560

Buy at Fashion Phile

A Journey Through Tyler, The Creator's Countless Style Moments (26)

Nudie JeansRad Rufus Straight-Leg Jeans

$200

Buy at Mr Porter

A Journey Through Tyler, The Creator's Countless Style Moments (27)

Getty Images / Joseph Okpako

On a practical level, combining shorts and a puffer jacket makes little sense but for some reason, I want to try it out every time I see Tyler do it. The musician wears shorts better than most and this combination is proof that he has mastered the art of getting your knees out.

Shop The Look

OakleyCMDN

$93

Buy at Highsnobiety

ROAShiny Down Jacket

$833

Buy at Highsnobiety

A Journey Through Tyler, The Creator's Countless Style Moments (30)

mastermind WORLDLeopard-Print Shirt

$946

Buy at Farfetch

A Journey Through Tyler, The Creator's Countless Style Moments (31)

Carlota BarreraTailored Shorts

$128

Buy at ssense

Dr. MartensPenton Bex Quilon Leather Loafers

$168

Buy at Highsnobiety

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An outfit that your Grandad could only dream of pulling off,Tyler puts his own spin on preppy styles with his signature Ushunka hat and some seriously large pearls. Going from shorts and puffer jackets to this is proof of Tyler's range — if you ever needed it.

Shop The Look

A Journey Through Tyler, The Creator's Countless Style Moments (33)

PologeorgisShearling Trapper Hat

$550

Buy at bergdorf goodman

Hatton LabsClassic Freshwater Pearl Chain

$368

Buy at Highsnobiety

HighsnobietyCrinkle Nylon Mac

$147

Buy at Highsnobiety

HighsnobietyThermal Crew

$90

Buy at Highsnobiety

HighsnobietyHeavy Wool Dress Pants

$155

Buy at Highsnobiety

A Journey Through Tyler, The Creator's Countless Style Moments (41)

Getty Images / Christian Vierig

Doubling up on a single brand and still keeping to your personal style can be tricky, but Tylermanages ithere — wearinga jacket and shoes from Louis Vuitton and Human Made's collaborative line. And while on the topic of things that are hard to style right, there are not many people who could make an all-brown 'fit look this good.

Shop The Look

A Journey Through Tyler, The Creator's Countless Style Moments (42)

KangolFaux Fur Trapper Hat

$95

Buy at Luisaviaroma

A Journey Through Tyler, The Creator's Countless Style Moments (43)

Louis Vuitton x NigoLeather Jacket With Tiger Patches

$6950

Buy at StockX

HighsnobietyAlpaca Cardigan

$165

Buy at Highsnobiety

A Journey Through Tyler, The Creator's Countless Style Moments (46)

GOLF le FLEUR*London Square Bag

from $1395

(Available at 2 Merchants)

Our Legacy‘70s Cut Wool Trouser

$258

Buy at Highsnobiety

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A Journey Through Tyler, The Creator's Countless Style Moments (2024)
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