From the most avant-garde jazz musicians, visual artists and poets to architects, philosophers and writers, charts a period in American history when Black men across the country adopted the clothing of a privileged elite and made it their own. It shows how a generation of men took the classic Ivy Look and made it cool, edgy and unpredictable in ways that continue to influence today's modern menswear. Here you will see some famous, infamous and not so famous figures in Black culture such as Amiri Baraka, Charles White, Malcolm X, Martin Luther King Jr., James Baldwin, Miles Davis, John Coltrane and Sidney Poitier, and how they reinvented Ivy and Prep fashion—the dominant looks of the time. The real stars of the book—the Oxford cloth button-down shirt, the hand-stitched loafer, the soft shoulder three-button jacket and the perennial repp tie—are all here. What explores is how these clothes are reframed and redefined by a stylish group of men from outside the mainstream, challenging the status quo, struggling for racial equality and civil rights. Boasting the work of some of America's finest photographers and image-makers, this must-have tome is a celebration of how, regardless of the odds, great style always wins.