In order to achieve a more holistic understanding of Mediterranean History during the Third Crusade, a critical analysis of Richard I is necessary. This paper questions how accurately Richard I was portrayed in literary sources during the Third Crusade and attempts to construct as complete an image of the various motivations that led to differing depictions of Richard I as possible through a critical analysis of literary sources. Focusing on how his actions during the Third Crusade were interpreted, this paper will show the various, often opposing, sentiments held by both Western and Muslim authors on Richard I. Once a comprehensive presentation of the literary representations of Richard I has been established, this paper will question motives behind authors’ characterizations of King Richard in order to create a greater understanding of the politics and cultural biases that were driving forces behind the actions of the Third Crusade and modern interpretation