Studies conducted by environmental psychologists, sociologists and cultural geographers show that affiliation of self with place forms a salient part of identity, and even personalities inclined to nomadic life styles identify themselves in terms of location. In people’s relations with space, cities have a special role, albeit one that changes over time. In the second half of the 20th century, erasing of the borders between urban and rural areas, the growth of migration, and globalisation marked by convergence of consumer tastes and patterns have changed the face of the city. The purpose of this essay is to analyse how the identities of the two biggest Russian cities, Moscow and St. Petersburg, and their residents are negotiated and reshaped in the discourse of Internet users and why the juxtaposition of the two cities has been a pervasive theme in the last decade.