This dissertation seeks to clarify, mainly in the theories of Sigmund Freud and Jacques Lacan, the articulation of two central concepts of psychoanalytic theory, namely jouissance and desire. From this research, possible interlacements, convergences and correlations will be proposed between these two key terms of psychoanalysis, often treated as opposites, divergent and antagonistic, both in theory and in clinical psychoanalysis. The concept of anxiety will also be addressed, since it is located by Jacques Lacan as a middle term between jouissance and desire (1962-63/2005, p. 193). The notions of a jouissance in the service of desire or productive jouissance and a jouissance that stabilizes are some of the proposals that will be presented along the text. Once the subject of psychoanalysis is inserted into the culture, some cultural phenomena are observed and discussed throughout the work as expressions of both jouissance and desire and, why not, of anxiety. We also intend to discuss handling, care and the importance of the singularity of jouissance in the psychoanalytic clinic – tell me how you enjoy (jouis) and I ll tell you who you are – in other words, how the unique mode of jouissance and the unique relationship established by each subject with jouissance, can contribute to the direction of the treatment. Our compass in this paradoxical and nebulous course from desire to jouissance will be Miller s words: the jouissance doesn´t lie (2011, p. 195).