This chapter uproots the border from the perimeter of the country, from the traditional dyad in which it is embedded and releases it in the urban landscape. The premise is that just as the category of space has been mobilized in the work of geographers such as Doreen Massey, it is possible to transfer this process of destabilization to the concept of the border and the shifting categories of crossers and gatekeepers. Borders are always in the process of being reconfigured, always in the midst of being drawn but also blurred. Through a selection of works by Latinx and Asian American writers the chapter looks at borders not only in their “ordering” dimension but also as sites that allow for reordering strategies of self-definition. These writers occupy a border in process and write from within the border. As a result, the places of resettlement where ethnoracialized and subaltern subjects have been traditionally relocated become repossessed to constitute a privileged standpoint and a self-fashioning from within. This double perspective of urban borders allows both to acknowledge the productivity of boundaries as well as their violation and subversion.