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8) The Bucket Hat The first bucket hat-wearing rapper was widely said to be Big Bank Hank of Sugar Hill Gang, who wore one during a 1979 performance of Rappers Delight on the TV show Soap Factory (which also marked the first-ever recorded music video) , and it promptly launched a phenomenon, spurring others to embrace the hat, including Run-DMC in 1984 (the groups headwear collection was so extensive, they were never seen without a bucket, a fedora, or a panama hat perched atop their heads), LL Cool J in 1985 (like who could ever forget his red Kangol bucket hat), and Jay-Z in 2000