This paper explores four works of contemporary fiction to illuminate formal and informal regulation of sex. The paper's co-authors frame analysis with the story of their creation of a transdisciplinary course, entitled "Regulating Sex: Historical and Cultural Encounters," in which students mined literature for social critique, became immersed in the study of law and its limits, and developed increased sensitivity to power, its uses, and abuses. The paper demonstrates the value theoretically and pedagogically of third-wave feminisms, wild zones, and contact zones as analytic constructs and contends that including sex and sexualities in conversations transforms personal experience, education, society, and culture, including law.