This article explores gay and bisexual male adolescents' positive perceptions of their sexual orientation identity. In-depth qualitative interviews were conducted with an ethnically diverse sample of 63 gay/bisexual male adolescents in Chicago (N = 42) and Miami (N = 21). Data revealed two major conceptual categories: (1) positive personal conceptualizations of being gay/bisexual and (2) resiliency in the face of gay-related oppression. Additional primary themes and subthemes were identified within each category that further illustrate how gay/bisexual youth were able to develop positive conceptualizations of their sexual orientation despite experiencing negative societal messages about being gay/bisexual. Implications for the development of interventions to promote the health and well-being of gay/bisexual male youth are discussed.