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The article presents a review of current theoretical and empirical approaches to sex work, followed by the presentation of an original theoretical framework (Della Giusta et al., 2006), which is tested with an econometric model of the characteristics of demand for sex services by a sample of clients of street sex workers in the US. We present findings in relation to stigma and the relationship between paid and unpaid sex that corroborate our model's hypotheses and are in line with findings from other empirical studies. Furthermore, we identify in our sample two diametrically opposite profiles: one for clients whom we label ‘experimenters’, and one for more experienced ones that we name ‘regulars’, we also estimate attitudes toward risk, and draw implications in terms of both policy and future theoretical and empirical research.