New media has been an important component of modern life with recent development of immersed media-rich environments (Lim & Nekmat, 2008). Jenkins and his colleagues (2006) refer such environments and their dynamics as participatory culture, in which meaning making and consumption processes are influenced by other new media users. These processes are especially attracting youth, who are open to experimentations with online identities. Such experimentation does not necessarily have to be related with entertainment. Rather it can also be related to learning and education. The primary aim of the current study is to understand the relationship between new media literacy and imaginativeness among undergraduate communication majors. The main assumption of the study is that communication undergraduates heavily use new media products and services. And such practices inevitably impact on their creative, social and practical imaginativeness. Findings aim to shed light on how interactions with the new media technologies impact on imaginative processes and practices of aspiring communication professionals.