Japan has one of the world’s largest and most diverse legal sex industries. In a limited female labor market, sex industry work is a stigmatized yet lucrative form of women’s short-term employment and advertisements for recruiting new employees are prominently displayed across urban spaces associated with feminized consumption. In this article, I examine the ideological impasses that adult Japanese women working in Tokyo’s sex industry express when talking about their motives for pursuing this work. Female sex workers commonly justify their work as the necessary sacrifice of filial daughters. This rhetoric of reluctant acceptance for the sake of others, however, obscures the reality that many sex workers are middle-class and college-educated women who find the financial opportunity and flexibility of this industry appealing in contrast to more dominant forms of feminized labor. These women express the ambivalence of their desires for economic self-sufficiency through narrating the dependence of others on them. Examining these ambivalences, I argue that sex workers’ motivations can only be understood through considering the ethical and moral frameworks that define the gendered economies in which they labor.