This chapter examines the central role of context in the evolution of human–AI communication, positioning it as a defining element of post-prompt interaction. It begins by articulating the foundational dimensions of context—linguistic, interactional, and situational—and shows how these shape meaning in human dialogue. It then explores the layered nature of context and the importance of moving beyond surface-level input toward deep, dynamic understanding. Strategies for designing contextual intelligence in AI are outlined, including memory systems, multimodal integration, temporal modelling, and adaptive user profiling. The chapter also highlights the risks and limitations of context-aware systems, from misinterpretation and bias to privacy and overtrust. It concludes with a vision of contextual co-creation, in which humans and AI collaboratively build meaning through mutual adaptation. Ultimately, this chapter redefines context not as background but as the shared medium through which meaningful and ethical communication between humans and machines unfolds.