This article reflects on two performances of place involving graffiti and skateboarding: the first looks at a graffiti intervention by SKL0, an urban artist in Singapore, and the second examines the "Long Live Southbank" ("LLSB") campaign to resist the relocation of Southbank's Undercroft, an appropriated skate space in London. SKL0 and "LLSB" have galvanised significant public support, suggesting that it is possible to negotiate the aesthetics of a city (in the case of SKL0) and the visibility of (sub)cultures within publicly funded cultural institutions at Southbank Centre. Extending Michel de Certeau's concept of walking as a speech act that articulates possible paths of movement across a landscape, the article suggests that these performances of place demonstrate the possibility of outcomes initially perceived as impossible.