How are teachers who identify as "digital literacy trailblazers' exploring and experimenting with digital tools in their English classrooms? Based on a study of English teaching with digital tools, this paper draws on the case of one secondary school teacher and her year 9 class as they read Diary of a Young Girl (Anne Frank) and engage with three digital applications in their learning about historical context, literary language and narrative voice. The case is presented in order to discuss digital literacy practices in the context of English curriculum and pedagogy.