Recently, there has been much media coverage about cell phone and personal music player usage in schools, including in the Toronto and Whitton regions. However, there is little literature on how students and teachers view rules on the use of such electronic devices. Using data gathered from focus groups with students in Toronto and Whitton and interviews with teachers and administrators from Whitton, we present the viewpoints from these stakeholders on the usage of cell phones and personal music players. We frame this preliminary discussion around six themes: the importance of context; public/private space and cyberbullying; safety; regulation and enforcement; and tension between integrated and peripheral users of digital technology. We conclude that the role of such electronic devices in school is understood quite differently between administrators, teachers and students, that music players and cell phones are not equivalent and that movements towards top-down "blanket" rules limit input from most stakeholders. (Contains 5 footnotes.)