This Special Issue proposes a reflection on play as a device for knowledge, representation, and experience design. The ludic dimension is understood as a regulated yet creative space in which action, choice, simulation, and narrative contribute to the construction of possible realities. From this perspective, gaming mechanics move beyond their recreational function to become tools for organising information, behaviours, and modes of interaction with space. Within today’s digital landscape, shaped by immersive environments, artificial intelligence, and interactive systems, the volume questions the role of Drawing in defining and controlling these experiences. What emerges is a conception of play as a space for design and experimentation, where representation and simulation converge in the construction of new forms of knowledge and relationships with reality.