Depression can be viewed as a psychiatric illness and, as a folk ideology, part of the conceptual world of everyday life for many people. In public culture, ideas about depression are often associated with culturally feminine traits (e.g., expressed sadness, uncontrollable crying, and other forms of emotionality) and in contrast to a sense of rationality publicly ascribed (however incorrectly) to men. Such gendered traits can consequently pose challenges to constructions of masculinity in older men who experience forms of stress related to loss and finitude. This article draws upon interviews from a unique sample—eight older men who reside in a military-sponsored retirement community—to explore how masculinity is performed and defended in light of age- and person-based threats such as depression. Findings point to the importance of the lifelong identity as a military serviceman as an important site through which to negotiate, process, or deny change with age.