This thesis focuses on two poems written by male writers in the eighteenth century, specifically ‘An Elegy to a Young Lady in the Manner of Ovid’ by James Hammond and ‘The Lady’s Dressing Room’ by Jonathan Swift, read in relation to the written answers their poems received by their female contemporary Lady Mary Wortley Montagu called ‘An Answer to the Foregoing Elegy’ and ‘The Reasons That Induced Dr S[wift] to Write a Poem Call’d A Lady’s Dressing Room’. In my thesis I claim that by reading the four poems as two companion pieces they give the reader a unique look into eighteenth century gender discourse, as they can be read as reworking the limits of femininity and masculinity. Using Judith Butler’s theory of performativity as my theoretical background, I place the four texts within the context of eighteenth century gender renegotiation and investigate the texts’ relationship with their surrounding society’s gender norms and conventions. Do they support or subvert the social regulatory frames of gender? My reading of Montagu’s texts as subversive is supported by my understanding of her as taking an active part in a literary dialogue of gender and giving voice to traditional female objects of male desire.