This paper examines the complexity of the issues associated with boys and literacy. It initially reviews Australian research documenting gender differences in literacy performance, highlighting the interplay between gender, class and ethnicity within this research. It then develops a framework for considering the interconnectedness between literacy, various masculinities, and schooling. The paper argues that literacy, as it is constructed in the school, becomes a domain of knowledge and a set of technologies that run counter to various dominant constructions of masculinity. As a result, school literacy is often in contrast to other electronic and visually-based 'literacy skills' that boys have access to. The paper suggests an approach which works with social constructions of masculinity, and discourses on 'critical literacy', to provide strategies for boys' literacy education that will not be in conflict with the education of girls reform agenda of the past 20 years.