Contemporary research on gender and education frequently emphasizes the culture of sexuality/gender among students. This is because educators can make sexuality/ gender education more meaningful for students only by understanding young people's sexuality/ gender learning and identity from the perspective of students' culture. However, how to make students feel comfortable expressing their sexuality/gender identity in a safe and benevolent environment, on the one hand, and challenging their hegemonic identity, on the other hand, is a challenge feminist teachers must confront. This study takes a class at a private vocational high school in Taipei as its research field. The research period spans one academic year (September 2009-June 2010). The methods in this study include interviews, drama education, and classroom observations. In this study, drama education is both a research method used to investigate students’ complicated identity and life world and as an emancipatory curriculum. The article will present two situations in drama class, showing of the sexuality/gender identity students present, and discussing how teachers can engage in a more emancipatory pedagogical practice. In the first situation, students produce a letter to an adult video actress, and they project their sexuality and desire in the letter. The paper will discuss how youth perceive pornography through the letter and how teachers can respond. The second situation reveals hidden bullying among female students. I will examine these girls’ gender culture and provide some pedagogical suggestions for teachers.