This empirical paper shows how free/libre open source software (FLOSS) contributes to mutual and collaborative learning in an educational environment. Unlike proprietary software, FLOSS allows extensive customisation of software to support the needs of local users better. This also allows users to participate more proactively in the development and implementation process of a FLOSS-based system. In this paper, we observes how implementing FLOSS in an Italian high school challenges the conventional relationship between end users themselves (e.g. teachers and students) and that between users and developers. The findings will shed some light on the social aspects of FLOSS-based computerization--including the role of FLOSS in social and organizational change in educational environments and the ways that the social organization of FLOSS are influenced by social forces and social practices.