This work aims to develop some reflections about masculine construction and masculinity in contemporary Rio de Janeiro, using the focus of the analysis on the speech of men that have relations with prostitutes. The examination of the data collected through interviews allows us to observe that there is not a single motivation for the contact of men with said public women. In seeking to understand why, in a context of apparent sexual freedom, carioca men seek the services of prostitutes, the research showed the construction of a pattern of masculinity that is directly related to the one established between client and prostitute. The research intended to explore how, in the studied group, the masculine sexuality is expressed, always having as basis this dialogical exchange, mediated by money, between the prostitute and her client.