This chapter is dedicated to an analysis of Leone Ebreo’s Dialoghi d’amore (1505/1535). Their author was Lisbon-born Judah Abrabanel who ranked among the most important philosophers and writers of his time. At the center of his main work written in Italian are contemplations on the essence of love. In three dialogues the two noble characters Filone and Sofia discuss love as a cosmic concept. The chapter attempts to illustrate the simultaneous adoption of components from Christian, Arabic, and Jewish sources as a distinctive feature of this work. Dialoghi d’amore does not contrast new contexts with familiar ones, instead the boundaries between different contexts are eliminated altogether. The text’s representational foundation makes way for a permanent shift of meaning. From this procedural variation, a direct path leads to the literature and literary theory of European Romanticism.