Plug-in-Play represents a playground of ideas related to how we engage our urban environments. By connecting a number of objects (some existing and some staged) in San Jose City Hall Plaza to the building facade via oversized theatrical plugs, we suggest a new type of environment wherein social interactions, citizenship, and personal activities are more dynamically reflected. As visitors interact with objects on the plaza or connect to the installation via social networks, this physical and virtual activity is registered through the projection of an abstracted urban landscape on the facade of City Hall. The resulting effect constitutes an attempt to create a more accurate representation of the vitality and complexity of our urban environments.