Development occurs over the lifespan, and student affairs educators are not exempt from that life-long process. This article examined the coming out experiences of gay men within student affairs master's preparation programs. The study was comprised of 11 participants representing seven different higher education/student affairs administration programs. The findings of this study offer the following: first, the study offers insight on the coming out experiences of gay men in graduate preparation programs. Second, the findings showcase the role that student affairs programs, curriculum, and instruction play in the identity exploration process for gay men. Finally, findings from this study offer implications for pedagogical approaches and frameworks within student affairs/higher education administration programs.