This article focuses on how Peruvian elites mobilized representations of masculinities as part of discourses on national progress and as essential elements in their assertions of hierarchy. By addressing intellectual elites’ discourses in two cultural magazines, El Perú Ilustrado and Variedades, and various literary works during the 1884–1912 period, the article presents three arguments. First, elites’ diagnosis of the country’s backwardness emphasized Peruvian men’s deficient masculinity, which included the elites’ own white creole masculinity. Thus, intellectual elites placed great importance on catching up with European “masculine” traits as pathways to progress and modernization. Second, discourses on masculinity were central elements by which elites asserted their legitimacy. Elites mobilized discourses on masculinity selectively—either as self-restraint or as physical prowess—to reinforce their hierarchical status vis-à-vis subaltern men. Third, intergenerational conflicts between the elites’ younger and older cohorts also transpired in terms of masculinity. Each generation depicted the other as embodying abject effeminacy. As a whole, by incorporating the analytical lens of masculinity, the article provides new insights into the construction of elites’ identities and of long-standing hierarchies in Latin America.