This article examines the intricate interplay of educational enthusiasm, conformity, and resistance amongst Korean students during the Japanese colonial period (1920-1945). It explores how Japan's governance shift in the 1920s, which extended schooling years and introduced co-education, elicited mixed responses from Korean students, ranging from compliance to various forms of resistance. By examining student diaries, this study unravels the complexities of educational aspirations and resistance and challenges traditional binary views of colonial educational history. The research highlights the heightened educational zeal in the 1920s and 1930s, characterised by increased school enrolment and fierce competition for admissions. The diaries provide insight into students' reactions to colonial policies, blending aspirations for advancement with subtle forms of resistance. In analysing diary entries, this paper uncovers how increases in student enrolment and rising educational aspirations reflect both conformity with and resistance to colonial policies. Explicit resistance, more prominent in the 1920s, was replaced by implicit forms as militarism intensified in the 1930s. This study categorises resistance into organised (overt) and disorganised (covert) forms, with the latter including subtler forms of opposition, such as disquieting, indirect, and silent resistances. The diaries examined in this study reflect the dual life experiences of students, who adhered to public norms while nurturing private dissent. Manifestations of resistance ranged from disquieting actions to metaphorical defiance and strategic silence, which illustrates students' complex navigation between external conformity and internal rebellion. This understanding of compliance and resistance, encompassing overt acts and subtle unspoken forms, underscores the need for a comprehensive view of educational aspirations during this historical period.