In 2014, Canada's prostitution laws underwent legal reform. The new legal regime criminalized, among other things, the purchase of a sexual service. Arguably, because their existence challenges the underlying rational of the Protection of Communities and Exploited Persons Act, men sex workers and their clients have been excluded from the conversation. Moreover, there is a glaring gap in the literature in terms of men's experiences hiring men sex workers. This thesis therefore sought to examine men clients' motivations, experiences, and relationships with men escorts, by speaking with clients directly, drawing upon ten in-depth one-on-one interviews with men who selfidentified as clients of men escorts. This thesis, divided into three findings chapters, explores the commercial sexual exchange, risks and their management, and stigma and identity, from the perspectives of men who hire men escorts. The first findings chapter, "Setting the Stage: The Commercial Sexual Exchange," details the advantages of hiring an escort, how the men set up an encounter, their experience of the commercial sexual encounter, and their relationships with escorts. The next chapter, "Clients Speak of Navigating and Negotiating Risk," moves the conversation beyond sexual health risks (extensively addressed in the literature) to consider other risks navigated by men who hire men escorts. The final findings chapter, "Stigma, Stereotypes, Social Judgment, and Identity Management," draws on Goffman to examine the men's perceptions of stigma, experiences of social judgment, stigma in the gay community, and the ways in which the men negotiate their private identities. This thesis highlights the diversity of clients and their experiences, and draws attention to the complexity of their relationships with escorts.