This article explores the ways in which older Czech men construct their masculine identities. Profiting from the personal memories of individuals who witnessed dramatic social changes in 20th century Czechoslovakia, the study draws on eight oral narratives that focus on the period of older men’s youth but also encompass their adult and later lives. The article identifies five recurrent themes through which older men construct their identities and discusses these outcomes in relation to the debate concerning the nature of gender order in the contemporary Czech Republic. It demonstrates the attachment of older men to the patriarchal masculine models of their youth, which are presented as masculine ideals, but also depicts their reservations towards such models. These reservations, however, do not cause older men to argue in favour of greater equality for women.