This chapter presents a social diagnosis of the masculinization of homelessness in northern Mexico, based on three axes (male pride, disconnection, and helplessness) and three dimensions (individual, micro-social, and macro-social), and a proposal for intervention from a feminist and Marxist approaches. The case study involved male former migrants with broken family ties, currently living in a situation of homelessness. The gender perspective helped to understand the violence and vulnerability faced by men in their adherence to traditional gender roles and the mandates of hegemonic masculinity. From a Marxist perspective, it is possible to see how the categories of socio-economic status, age, or ethnicity, among others, exceed the rights to education and work opportunities, depriving this group of integral well-being. The chapter considers the important issues of homelessness from both feminist and Marxist perspectives, and it suggests ways that these approaches could contribute to social transformation from the Social Work.