Torn between two colonial powers, Macau has long existed as a peripheral region in Lusophone studies. This current study explores João Pedro Rodrigues and João Rui Guerra da Mata’s 2012 film A última vez que vi Macau. With a focus on a contemporary Macau that seeks to resolve its fundamental duality through investigation of gender, film style, and geography, the current study also considers the inherent conflict present in any once colonized location.