This article examines how undergraduate instructors of pre-service educators can address complex issues of sexuality and sexual orientation within the classroom. First, we explain our own backgrounds and positionalities to provide a context for our ensuing ideas and discussions. Second, by reviewing the literature on homophobic bullying, we outline why it is imperative that preservice teachers understand and mobilize around issues of gay, lesbian, bisexual, transgender, queer/questioning, intersex rights. Third, we offer suggestions as to how to relate to undergraduate students when talking about sexuality and sexual orientation. We propose that using popular culture is an effective and engaging way of connecting to preservice teachers who have not previously had to confront their own homophobia and heterosexism. We suggest that using popular films or TV shows, such as "Ugly Betty," has the potential to open up space for dialogue and critical engagement with issues such as explicit or implicit homophobia. We believe that critical media literacy skills are necessary tools for young people who are constantly bombarded with oftentimes stereotypical images and personifications of GLBTQI people within the mainstream media. Consequently, although we propose that popular culture be used as an educative space within the undergraduate classroom, it must be used both carefully and critically. Finally, we discuss why it is imperative that undergraduate professors address these issues within the classroom by referencing recent tragedies that are directly connected to homophobic bullying.