This paper explores the complex interrelation of the personal and the political in Namita Gokhale‟s Paro: Dreams of Passion and Arundhati Roy‟s The God of Small Things. With the help of a comparative approach, the research investigates how the authors deal with the intersections of individual aspirations, identities, and political systems of the culture and history in which they are situated. Gokhale‟s satire on the urban elite of post-liberalization India and Roy‟s portrayal of the caste and family trauma and oppression in Kerala are both examples of the elite classes of India. The analysis shows how the characters are deeply political, located in structures of patriarchy, class, and colonialism. The study of these different political structures contrasts and highlights the different narrative techniques of the authors and the complex of themes in the novels and shows literature and the authors‟ culture as a repository of social order and power abuse. The personal-political interface forms the backdrop of the works and this interface, particularly in postcolonial feminist criticism, which attempts to construct a broad framework for the works, is what this study endeavors to address.