For young men, the transition to adulthood may be a time of heightened adherence to traditional gender roles and norms of masculinity. However, recent research with young men in gender-specific contexts has indicated that some contexts support a construction of masculinity that is more inclusive. Through a theoretical thematic analysis of interviews with young men in their first week at an all-male trade school, we explored if and how participants talked about gender and its role in their lives, how these discussions of gender may reflect individual gender ideologies, and how these discussions may inform participants' experiences in particular developmental contexts. The themes we identified included the following: Becoming a man as an active process, experiences of male embodiment of size and strength, intersections of school identity and being a man, students' perceptions of their all-male school environment and what it means to not have female classmates, and their reflections on the parts of themselves they see as feminine. We discuss the implications of our findings for future research with adolescents and young adults in relation to gender, relationships, and professional development.Throughout the life span, people experience different treatment based on the gender norms operating in their developmental contexts (Leaper, 2015) and also construct their own ideas about gender (Liben, Bigler, & Hilliard, 2013). The operation of gender thus reflects social structures of power and privilege that take on specific forms within specific contexts, as individuals adhere to and resist different constructions of gender. Furthermore, both the broader social structures and local constructions of gender are formed with and through sexuality and relationships (Tolman, 2006) and in relation to other aspects of individual development within particular contexts, such as social class, education, and occupation (e.g., Mac an Ghaill & Haywood, 2011;Roberts, 2013).In the present study, we examined the gender-related experiences of young men from working-class backgrounds who were pursuing a postsecondary vocational education. These young men graduated from high school and arrived, within a year, at an all-male trade school. At this pivotal juncture between adolescence and young adulthood, examining gender-related experiences also involves examining the ways in which gender ideologies and gendered experiences coexist with other aspects of development, such as sexuality, relationships, identity, education, and career. In order to unpack these interconnected layers of developmental experience, we undertook multiple angles of analysis. In this article, we draw upon several different areas of scholarship to analyze these young men's experiences of gender, sexuality, and relationships within the context of their school and the careers they are building.The analyses presented here are part of a larger ongoing study that involves our collaboration with an all-male trade school. 1 The analyses developed iteratively through our examinatio...