POGO is one of the ESE projects and addresses story building as a key concept to drive technology development. The design process is based on a parallel and iterative process where user observations are concurrently combined with an open concept and content generation and flexible technological implementation. We propose a scenario-based methodology for User Testing of the Pogo Learning Environment in order to facilitate the operative co-operation and integration of the different competencies along the design and evaluation process. The main innovative feature of the proposed approach is the distinction between “micro” and “macro” scenarios. Micro scenarios aim mainly to detail interaction aspects and to provide a context for user testing. Macro scenarios will be used to evaluate the final integrated system (the Pogo world). This two-step method allow to ground the user evaluation into the current narrative practices and to build-up progressively a significant test-bed for the envisioned narrative activities that Pogo World aims to enable.