Brazilian society is marked by informality, by social plasticity and a predisposition towards game and play. These characteristics are opposed to the perspectival paradigm’s principles, which are the base of modern architecture. Therefore, a modernist practice in Brazil meets an extra level of difficulty because it has to cope with these rather playful aspects. If we consider the second-order cybernetics and its conversation theory, the plasticity that characterizes Brazilian culture may stop being an obstacle and, if coupled with digital technologies, may become the very basis for a truly modern Brazilian architectural practice.