From Slick Rick and Salt-N-Pepa to Tyler, the Creator and Doja Cat, these are the best dressed rappers of all time.
Since the beginning of hip-hop culture, fashion has been the unofficial sixth element — from early rappers like Eric B. and Rakim and Salt-N-Pepa shopping at Dapper Dan’s 24/7 Harlem boutique to MC Shan and LL COOL J copping spray-painted sweatshirts from pioneering streetwear brand the Mighty Shirt Kings at the Jamaica Colosseum Mall in Queens. Whether you call it getting dipped, fresh to def, fly, bangin’, dope, jiggy, or lit, it has always been about being original and standing out from the crowd. In honor of hip-hop fashion and its impact on fashion overall, we’ve decided to rank the best dressed rappers of all time.
Our criteria is as follows: originality and confidence, attention to detail (jewelry, footwear, hats, sunglasses, and handbags), memorable fashion moments (music videos and red carpet appearances, for example), grooming (hair, makeup), fashion contribution (trendsetter, fashion endorsements, or own fashion label), as well as era/time period. Here are the 25 best dressed rappers of all time.