In this essay, using rhetorical analysis, I examine the gendered performances of a heterosexual couple in a Summer’s Eve commercial called “Manly Mistake” (Top 10 Funniest Commercials, 2015). In my analysis, I sought to answer the following research question: why does this commercial focus on masculinity and “manliness” to sell a product that is designed for a woman? To answer this question, I kept returning to the idea of the rhetorical triangle which represents the dynamic relationship that exists between a rhetor, a text, and the intended audience, all of which are settled in a particular context. In Naming What We Know, Roozen (2016) points out that rhetors “are always doing the rhetorical work of addressing the needs and interests of a particular audience, even if unconsciously” (p, 17). I argue that the rhetors of Summer’s Eve “Manly Mistake” created a successful persuasive ad strategy for its intended audience built around the concepts of male anxiety about gender and hypermasculinity, using ethos, pathos, and logos.