This article examines the sex trade in the Windsor–Detroit border region following World War II. Between 1945 and 1960, thousands of people entered Windsor and Detroit in hopes of securing employment in the booming auto industry. Windsor's male-dominated economy, when combined with its position as a border town, enabled the development of an extensive sex trade industry. As a result, the city gained a reputation that was international in scope, drawing both Americans and Canadians into the city for the purpose of sex. For a few brief years Windsor's sex tourism industry was able to withstand the social, moral, and legal regulation brought about by the Cold War. Through their participation in the sex trade, women and men necessarily crossed social, legal, and national borders, creating a unique sexualized space. However, border towns do not function exclusively outside the scope of national laws, politics, and identities. This is best demonstrated by the strong, and relatively successful anti-vice campaigns that developed in response to the sex tourism industry. Windsor, therefore, proves to be an important case study of the ways in which border towns function both outside of, and in relation to, the power dynamics of the nation as a whole.