Abstract: Georg Simmel is frequently interpreted as an anti-urban thinker because “The Metropolis and Mental Life” emphasizes the blasé attitude and the psychic pressures of metropolitan existence.This article argues that such readings overlook the broader coherence of his urban thought.Rather than offering a merely negative diagnosis of modern city life,Simmel develops a theoretical account of how autonomy and totality may be mediated under the conditions of expanding objective culture.From this perspective,the aesthetics of the metropolis can be understood as a framework through which the city organizes fragmented sensory experience into a meaningful form.Simmel's writings on Rome,Florence,and Venice illuminate different configurations of this framework,moving from classical totality to the unity of contradictions,and finally to lying beauty and cultural tragedy.At the same time,adventure oriented toward strangeness provides a distanced mode of practice through which modern subjects may recover agency within metropolitan life.