This paper describes the implications of the transition from Ontology conceived as fundamental metaphysical logos to ontologies construed as postmodern historical applications of this, and then, finally, to Trans-Ontology as the ultimate, futuristic innovation of Transhumanism. If modernity counts as the key shift that has occurred in our living and understanding of the world since the dawn of history, postmodernism seems to be the record of a transition from the absolute Grand Narratives of modernity to a scenario consisting of polycentric, equally justified narratives. Thus, the historical failure of the old Ontology, in the form of monarchy, absolutism, monotheistic religions, Eurocentrism, and nationalism, entails the plurality of approaches and diversity of flexible transformations of ontologies. Yet such a purportedly liberating evolution is encountered en route to the likewise postmodern trans-humanist impulse that aims at a complete transformation of the traditional human essence by means of a theurgist, miraculous, Trans-Theological technology. The latter’s goal is to normalize the arrival of a paradoxically innovative universe, where transhuman beings will rebuild the world, and re-essentialize it. Ultimately, this universal integralism will be based on an ever-growing ludic character, coupled with a mathematically scheduled playfulness, aiming at a transformed, fully integrated and manageable entity.