The freedom and power of citizens was buttressed by the exclusionary effects on non-citizens. My reading of Apollodoros’ Against Neaira ([Dem.] 59) in Chapter 5 exemplifies the practical results of the ideology of freedom on all levels of Athenian society. The case calls into question the limits of citizenship and demonstrates how a status transgression can impair the jury’s own power. The prosecution speech alleges that Neaira, a resident foreigner, is guilty of pretending to be a citizen. As a foreign, female sex laborer, Neaira represents the antithesis of the model citizen. Neaira’s arrogation of citizenship privileges, however, gives her a measure of positive freedom and power. In contrast to other readings, I show that power struggles are crucial to analyzing the prosecution’s arguments. The prosecution attempts to show that instead of doing “whatever she wishes,” Neaira deserves to be subject to others doing “whatever they wish” to her. Apollodoros’ characterization of her transgressions as destabilizing citizenship indicates the centrality of autonomy and power to citizen identity. Hence, the importance of positive freedom was not simply theoretical, but practical.