Since 2007 Henning has received serval national research awards in Japan working at Waseda University in Tokyo. Until the end of January 2011 he will now deal with design challenges and opportunities of portable technologies to support learning activities inside the classroom and outside across various contexts. A functional software prototype for interactive whiteboards, and pen-tablets and PDAs has been implemented in order to support learning activities in the classroom, at home, and in the wild. Futures workshops have been conducted to sketch out additional scenarios for mobile learning applications, named Pattern Collector, Natural Ideograms, Contextual Windows, Augmented Tourguide, Mobile Library, and Wiki School. Drawing from psychological and pedagogical theory we explored their unique potential to support learning across contexts.