This article examines the phenomenon of town-twinning between Idiroko (Nigeria) and Igolo (Benin). While transboundary town twinning is the integration of settlements across distinct state territories—an emerging pattern of borderland urban evolution—this seems to be a new impact of the colonially determined borders in West Africa. Despite the challenges posed by the partition of West African culture area s, town twinning has more recently turned into an established form of regional integration based on a “bottom-up” rather than “top-down” approach in the region. Using qualitative methodology based on descriptive analysis of oral interviews, government records, geographical data, as well as diverse literature, this paper uncovers the role of “borderlanders” in negotiating borders through increased non-state transnational sociospatial cooperation and networking. Apart from altering the traditional state-centric territoriality, this new development may entail broader economic and socio-political implications in the region.