The chapter deals with the history of a woman soldier, a participant of the Polish national insurrection of 1863, Anna Henryka Pustowójtówna (1838–1881). Among the pictographic and historiographical representations of women involved in the combat, the image of Pustowójtówna in a man’s uniform stands out as most iconic, although her legacy today is undecided. The chapter discusses the transgressive agency of the figure of a cross-dressing soldier as well as the emancipatory idea of a citizen-soldier versus the normalizing power of literary convention. It also reflects on the specific position of women heroes in Polish collective in an attempt to understand why Pustowójtówna has been absent from women’s history and feminist discourse of today.