Wearable technologies have been developing a momentum recently. However, integrated concepts for teaching and learning with wearable technologies are still not existing in the moment. In this paper, we report about a multi-contextual framework for such an integrated concept. It consists of a number of real-world use-cases coming from a third-party funded project, an entrepreneurial teaching course from a technical university and an open source software development strategy. Conceptual as well as technical issues and first experiences draw an optimistic picture while we outline further needs in research and development.