Therapists have long utilized poetry with various at risk male populations. Yet, in spite of its use, therapists have also been aware of the dilemmas associated with using poetry in a population whose behavior and identity may at times run counter to the core tenants of poetry therapy. However, the literature of poetry therapy does not fully explore what therapists need to know about men and masculinities in order to work with them. This article helps prepare therapists using poetry to become more sensitive to gender issues and utilize this understanding in their practice with men. It explores some of the key concepts from gender and masculinities studies and provides examples for how these concepts can be used in practice.