This study is an investigation into the representation of complexities confronting the concept of the Rainbow Nation as a South African social reality. The study is based on the works of Trevor Noah, one of post-Apartheid South Africa‘s eminent stand-up comedians whose two media works, The Day Walker and Crazy Normal, tackle issues pertaining to the socio-political and economic realities that are prevailing in South Africa. The mass media products continue to receive wide acclaim from both, media circles and audiences from racially diversified societies. They are delivered in a mimetic stereotypical manner that cuts across the length and breadth of the South African society. Trevor Noah‘s comedy uses humour to provide the South African society with an opportunity ―[for brutal honesty] to explore, affirm, deny, and ultimately to change its structure and its values‖ (Turner, 1977:33). Representations made in his comedy, more than providing people with a tonic for laughter, also create for the society momentary instances of thought which transcend the theatre stage in which the humour is delivered. Courtesy of these representations, his comedy infiltrates the people‘s sub-consciousness and engages them on those issues pertaining to race-relations and multicultural tolerance which are more often than not trivialised but are influential in shaping the status quo.