The present chapter broadly uses the analytical framework made available by postcolonial theory in seeking answers to the uneasy relation of the Nepalis in Darjeeling with respect to histories, identities and politics. The chapter identifies the source of this problematic relation in colonial governmentality and its modern cognitive tools like cartography and mapping with respect to the spatial history of Darjeeling. Cartographic incision, it argues, rewrote the once seamless zone of movement between present day far western Nepal and east into a landscape of boundaries and regulations. The nomadic life of the hill people gave way to a sedentary existence, their mobility now policed by the imperatives of colonial control. Communities who settled permanently in Darjeeling came to constitute what may be described as the Nepali diaspora. The chapter points out that this particular history of migration and memory that informed the Nepali nationalist discourse has somewhat faded away with the deeper penetration of governmentality in Darjeeling in the wake of neoliberal development. But that is not all. The chapter also traces spontaneous moments and literary utterances that have subverted the centralising tendencies of modern nation-states by bringing forth those very fissures in the constitution of the diasporic subjectivity of Nepalis in Darjeeling. Finally, the chapter makes a plea to counter the epistemic and governmental violence through everyday resistance and literary movements that would eventually create possibilities of erasing the signatures of power on body and space to reconstitute a postcolonial Gorkha.