This paper explores the subtle notion of unplugging to critically analyze the technological determinism of the Smart City. This exploration suggests that being digitally connected should not be perceived as gaining social capital. This article critiques the assumptions of the Smart City and proposes a 10-dimension conceptual framework. The first section of this article explores hyper-connected societies and how unplugging could be beneficial. The main subjects, Digital Natives, are discussed in the second section of this article. The third section is a decalogue on deconstructing the Smart City, and the final section presents key ideas and questions for future analysis.