This special issue of the Bulletin of Hispanic Studies contains five articles that critically explore a variety of representations of masculinities from four different Latin American cultures, namely those of Cuba, El Salvador, Mexico and Colombia. Chronologically, the texts that are the primary objects of study range from a previously unpublished letter written in Colombia in the 1860s to a classic novel of the Mexican Revolution, experimental writing from the 1960s Mexican literary movement La Onda, an iconic Cuban film of the 1960s, and a late 1970s Salvadoran collage epic.