The e-Connect And Learn (eCAL) programme is a Trinidad and Tobago government-led initiative, launched in 2010, that grants personal laptop computers to students entering secondary school. The purpose of this paper is to provide a snapshot of how students are using these government-issued personal laptops 3 years after the programme's launch. This paper explores the fissure between what the policy recommends and what is actually enacted in the context of laptop usage in the classroom. Data were drawn from 1,451 students, from 32 secondary schools across Trinidad and Tobago. Responses indicate that students are falling short of the expectations for in-class laptop usage and in schools where usage is less often but on a regular basis, laptops are mainly used for technology-related subjects. These findings not only suggest that students' everyday personal laptop usage in the classroom is not in alignment with the eCAL programme goals, but also highlight some of the issues to be considered by other countries when implementing large-scale laptop programmes.