As discussed in the work of Pringle and Hickey (2010), in a time of “high modernity” (Giddens, 1991), masculine identities can be understood as “peculiarly robust and fragile” (p. 116) in that day-to-day action is constantly changing and (re)formulating the discourses of masculinities. With online feminist and pro-feminist movements including, #MeToo, #TimesUp, and #NotAllMen, an area of concern that continues to arise are how young boys and men are challenging the heteronormative discourse and disrupting/dismantling the boundaries of being a “normal” boy/man. This doctoral dissertation explores the counter-narratives of young adult men to understand how this population of men can shift and (re)imagine the construction of masculinities through being allies in social justice and potential agents of change. Drawing from the theoretical considerations of masculinities and post-structural scholars (Butler, 1990, 1993; Connell, 1995; Foucault, 1978, 1980, 1985, 1991) and the use of photovoice methodology (Wang & Burris, 1994, 1997), this research examines the lived experiences of 8 young adult men (aged 18-25) and how they are building their masculine subjectivities both within and outside of the discourses of normalcy and heteronormativity as agents of change and allies in equality and equity. This doctoral dissertation is written as a manuscript-style thesis, in which four self-contained manuscripts analyze multiple components of this study. The data analysis contributed to two articles focused on the methodological commitments of conducting a photovoice study with young, privileged men, and two articles focused on theoretical contributions towards male ally development and construction of the discourses influencing and permeating gender, masculinity, and allyship.