Nowadays, the development of pervasive technologies has allowed the improvement of services availability. These services, offered by information systems (IS), are becoming more pervasive, i.e., accessed anytime, anywhere. However, those pervasive information systems (PIS) remain too complex for the user, who just wants a service satisfying his needs. This complexity requires considerable efforts from the user in order to select the most appropriate service. Thus, an important challenge in PIS is to reduce user's understanding effort. In this chapter, we propose to enhance PIS transparency and productivity through a user-centred vision based on an intentional approach. We propose an intention prediction approach. This approach allows anticipating user's future requirements, offering the most suitable service in a transparent and discrete way. This intention prediction approach is guided by the user's context. It is based on the analysis of the user's previous situations in order to learn user's behaviour in a dynamic environment.