Seemingly always at the centre of things, Kanye West has provided us with two decades worth of music—and lots of other things. Considered by many to be among the most influential forces in contemporary fashion—especially at the intersection of fashion and streetwear—Kanye’s style has been dissected and debated for years, with a fine tooth comb picking out the subtle changes and details.

At the height of his influence—arguably in the mid-2010s—shoes that were sitting on shelves for weeks would sell out after pictures emerged of Kanye wearing them. He was a one-man marketing and trend making machine.

Kanye’s outsized personality and outsized influence make it seem like every outfit he wears is instantly iconic. His style has evolved with his music, with distinguishable aesthetic and sonic eras over the last two decades, meaning that the annals of Kanye’s style are filled with varied outfits and countless brands.

Which are the best, though? While this is certainly going to be a conversation with a clear consensus (and some contention), we’ve taken a stab at answering that, taking into consideration both the era and influence, in addition to the stylistic merits.

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All images of Kanye West courtesy of their respective owners.

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