With the growing pervasiveness of Virtual Reality, Augmented Reality, Mixed Reality and Digital Twins combined with Artificial Intelligence, 5G networks and the omni-present 2D Web, we are entering into a new era, characterized by a multi-modal entangled combination of previously disparate realms of IT with human and social cognitive systems. This process of entanglement is arguably leading to a new, qualitatively different kind of reality, in which the bor-ders between the physical and digital world, as well as digital representations and simulations thereof are becoming increasingly fuzzy. Based on these developments, the paper re-interprets some well-known concepts – including virtual reality, augmented reality, mixed reality, as well as virtual / digital simulations and virtual / digital twins. Based on these new interpretations, the paper introduces the higher-level structures of Digital Reality (DR) and Internet of Digital Reality (IoD). It is argued that these structures can lead to a better understanding of the new possibilities afforded to humanity by pervasive digital technologies.