Computer-Aided Design (CAD) applications often promote memorable experiences for the wrong reasons. Coupled with complex functionality and poor user experience the learning curve is often steep and overwhelming. Invoking design creativity remains limited to conveying established geometry. Gameplay conversely excels in memorable and formative experiences and could spur intuition and natural creativity. If games are profoundly imbued for purposeful play, thriving on tacit and explicit user knowledge, a CAD system carefully stylized with ludic mechanisms could potentially be highly productive. An emergent serious game (SG) and CAD system may then hold promise. Preliminary feedbacks suggest a game-CAD environment incorporating interoperable mechanisms of CAD and SG systems to exchange creation improves user interactions resulting in better evolution of the workflow. The emerging scenarios presented reports a transformative approach to understanding of relationships in CAD use, learning and play mechanisms that enhance creativity and innovation.