![]() Kermit also didn’t keep that thang on him, instead opting for a custom-made tiny box logo t-shirt. Kermit the Frog is about as unintimidating as Tyson can be terrifying, and he touched down on a photo tee the year after Iron Mike The first tee shot by Terry Richardson, Kermit’s shirt was an officially licensed project with Jim Henson’s Muppets Workshop, a far cry from the unauthorized use of Elmo on Raekwon’s tee three years earlier. (On a side note, Cappello notes that the vibe of the shoot was weird with “a lot of ego,” as Jones wanted to be paid up front, and in 2018, Jones indicated that he felt Supreme owed him a piece of the company for his participation). ![]() Both Jones and Juelz were at their hottest too: Jones would drop Hustler’s P.O.M.E (Product of My Environment), spearheaded by “We Fly High,” still his biggest song to date, that year, while Juelz was fresh off the 2005 release of What the Game’s Been Missing!, which featured “There It Go (The Whistle Song).” The duo’s flamboyance was about as far removed from Raekwon’s sharp-edged ruggedness as imaginable, but there was one very important similarity: namely that both represented New York City in their own incomparable way. ![]() Shot once again by Kenneth Cappello, the Diplomats photo tee with Jim Jones and Juelz Santana was a seminal moment in the brand’s history that bridged the worlds of skateboarding and hip-hop while also encapsulating the flash and attitude that was core to the Dipset lifestyle. ![]()
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