There is given the philosophic specification of a playing paradigm in the context of culture and social experiences changes, analysis of human existence in the playing space, a game within its frames in various spheres of activity. There is carried out the analysis of the philosophic notion of integrity in the playing experience in the classic and postmodern periods of culture development. There are also actualized the issues of personal development in the playing space in accordance with true values of a free person in search for world perception, choice of life strategy in the realities of the playing society.