This article explores Joanna Baillie's play, De Monfort, for the gender and class politics associated with the play's heroine, Jane De Monfort. Although textual evidence exists for characterizing Jane as a careful guardian of convention, morality, and the masculine sublime, and although the play's male characters describe her as an object of desire, this article proposes that Baillie's authorship of the play complicates interpreting Jane too narrowly as a custodian, beauty, or paragon. Instead, by investigating the play's dialogue, iconography, discursive aporiae, and use of representational space, it argues that Baillie restages gender roles to present Jane in a more positive and productive relationship to autonomy and agency than is typical for a Romantic heroine. Moreover, it contends that the use of textual displacements and omissions associated with Jane and her brother, De Monfort, expose the gender dynamics and social hierarchies that subtend the play, drawing attention to their fictional and politically charged nature. In effect, their appearance in De Monfort marks gender as an ideological blind spot in the prevailing Romantic poetics.