This article focuses on the intersection of gender and dis/ability in the life course of a young man who has had physical impairments from an early age. We investigate the dynamics of the performances of masculinity throughout the life course. Drawing on interactionist theories and applying an ethnographic approach, we analyze the life experiences taking place in multiple social spheres throughout the life phases of Christian, a Swiss powerchair hockey player with cerebral palsy. During his childhood and adolescence, the participant was not in a position to embody the familial ways of performing masculinity, and he was functionally dependent on women. Through his ongoing transition to adulthood, his commitment to sport and the process of technologizing his body enabled him undo gender and emancipate himself from the familial masculine figure. Thus, we show how the body, context and life phases contribute to the performances of gender and dis/ability.