The meaning of homosexual identity as shaped by the adult life course is poorly described in the lives of gay men. In particular, the transition from young adulthood to middle age raises questions of how homosexual identity is redefined as gay men alter their participation in gay sexual culture, experience change in sexual desire and activity, and revise broader psychosocial identity as influenced by psychological and socialization processes related to aging. In addition, the HIV epidemic and historical change in social tolerance of homosexuality have shaped the experience of sexual identity among the generation of currently middle-aged gay men in the United States. A perspective that integrates sociocultural, historical, and psychosocial factors is thus needed to understand thesubjective meaning of homosexual identity as it is experienced in midlife. In this paper I have described exploratory research on the meaning of homosexual identity in the life trajectories of middle-aged men. Such meanings reflect available social and cultural pathways for change in midlife homosexual identity, as well as individual psychological attributes and idiosyncrasies of life history. These findings have heuristic value in further refinement of models of homosexual identity maintenance and support a more inclusive view of the life course that considers the effects of sexual orientation on adult identity.