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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
Either way, theyre bigger now that they were at Knebworth in 1996
Long before convos around gender-fluid fashion became mainstream, Rodman had already ripped up the rulebook
The message was anyone in a matching jacket and bottom didn't have the need to get dressed up
Key fashion itemslike bucket hats, cargo pants, leather jackets, and high-top sneakersremain timeless, showing that the creative and confident spirit of the 90s still shapes todays menswear trends
Celebrities like David Schwimmer, Keanu Reeves, and Pierce Brosnan showcased these styles on and off the screen, influencing how men dressed for professional and formal occasions
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