This article examines part of the complex relationship between linguistic and cultural diversity and the digital technologies that shape our social worlds. In particular, the author explores how digital media cultivate ideas about language practice in multicultural communities and simultaneously serve as a pedagogical tool for discussing controversial issues in a classroom setting. The author first discusses digital media as powerful storytellers about culture and language issues. The author then addresses the theoretical dimensions of media effects on audiences. Finally, she presents ways in which we can challenge all students to problematize their cultural and linguistic identities by using digital media in our classrooms.