During English class on January 18, 2007, Santo and his tenth-grade classmates were invited to evaluate a set of published, youth-authored texts. Inside one of these texts was a sex advice column. In this article, the author is concerned with the ways conceptions of adolescence and sexuality take hold in and beyond the English curriculum. Through a classroom vignette, she considers some of the ways teachers might make more of moments when sex comes up and when planning interactions with youth about sex.