On today's episode of The Limits, Jay talks to legendary fashion designer, Dapper Dan. For over five decades, "Dap" has revolutionized the way hip-hop and fashion have influenced each other, dressing the likes of Eric B. and Rakim, LL Cool J and Salt-N-Pepa. He also always makes sure everything goes down in his native Harlem, where Jay met up with him. Once a gambling prodigy, Dap briefly went to prison on drug charges, but he came out with a renewed respect for Black culture and sensibilities. He started dressing gangsters and hustlers, and gained popularity for repurposing the logos of brands like Gucci for hip-hop icons.When the FBI came after his namesake Harlem store, it seemed like Dap would have to shut down for good. But he remained a cultural fixture, and in one of life's great ironies, built a new chapter in his career in a 2017 partnership with Gucci. At 77, Dap thinks like a historian, relating everything he has made to the musical and cultural movements of the time. He tells Jay how Harlem has evolved, how he's managed to always look forward, and who he sees as this generation's successor to his vision. For sponsor-free episodes, weekly bonus content, and more, subscribe to The Limits Plus at plus.npr.org/thelimits. This week, Dap talks about the wisdom he imparts on Harlem youth today.Follow Jay on Instagram and Twitter. Email us at thelimits@npr.org. Watch on YouTube: https://www.youtube.com/watch?v=67046jn8010