The research explores Hong Kong students' dispositions towards higher education and employment in relation to understandings of their schooling experiences in English Medium of Instruction (EMI) schools in Hong Kong. The research draws upon Bourdieu's theory of practice, Appadurai's notion of the 'capacity to aspire', and Taylor's concept of 'social imaginary', to help make sense of students' aspirations for the future. Data included observation notes and interview transcripts with members of six focus groups across three distinctive schools in Hong Kong. Analytically, the research shows how aspirational dispositions and logics formed through specific configurations of the broader cultural and social milieu of Hong Kong, middle-class familial practices, non-elite EMI schooling experiences, and the place of English in Hong Kong, were complicit in fostering a sense of ambivalence about the future for these students.