While all psychotherapy orientations aim toward developing a sense of self-observation, although through differing methods, the capacity for self-analysis is considered one of the central goals specific for psychoanalysis. Despite the centrality of the self-analytic function, through which the psychoanalytic process may continue after treatment termination, the empirical research on self-analysis is sparse. In this study, we attempt to show empirically how self-observation as a precondition to self-analytic capacity may develop. With the help of two qualitative methods we study five consecutive psychoanalytic sessions of the much-researched Amalia X case. We hope to be able to show how Amalia, through the process in these sessions, takes a new stance towards the problematic experience of being exposed and vulnerable in front of others. Our focus will be on Amalia's dream experiences and her relationship to her psychoanalyst.