The author proposes a rhetoric of computational play as a perspective for the analysis of the ludic in the Information Age. Combining concepts from the philosophy of information and postphenomenology with different theories of play, he argues that there is a play element shaping the cultural impact of computational media and that this kind of play is experienced as either submission or resistance to the pleasures of computation. Both kind of experiences help develop new forms of understanding and create the cultures of the Information Age.