Connecting Cat is part of an ongoing research concerning the creation of a transmedia learning environment in the context of ESL learning. It is targeted to Portuguese 10th-grade students, 16-year-old teenagers. Connecting Cat's storyworld is designed to be the setting of exploration of contents and curricular goals of ESL, level B1, according to CEFR (Common European Framework of Reference for Languages). The project uses a multilayered combination of audiovisual elements within a storyworld to shed light on the topics: media culture, multiculturalism, linguistic diversity and use of technology. The storyworld is constructed to allow expansion and dynamic personalization of its elements while enhancing the development of communication and media literacy skills.