South African filmmaker Jo Menell is most well-known for the cult classic, Dick, which featured shots of 1000 penises accompanied by audio commentary from women. The nature of that film, however, belies a rich career in film and journalism that spans a 1981 Bob Marley documentary, the first post-apartheid documentary about Mandela in 1997, and the Street Talk television series, as well as relationships with key figures from the 20th Century. Born into a life of privilege, Menell had progressive political inclinations and soon left apartheid South Africa for Britain where he was schooled in the ways and connections of the British ruling class. The film chronicles his rich and varied life using archival footage alongside an interview conducted with Menell while his portrait is being painted by Cape Town artist Beezy Bailey.