This thesis considers the cultural significance of Web-based exchange practices among the participants in contemporary western mainstream culture. The thesis argues that analysis of these practices shows how this culture is consumption oriented, event-driven and media obsessed. Initially, this argument is developed from a critical, hermeneutic, relativist and interpretive assessment that draws upon the works of authors such as Baudrillard and De Bord and other critiques of contemporary 'digital culture'. The empirical part of the thesis then examines the array of popular search terms used on the World Wide Web over a period of 16 months from September 2001 to February 2003. Taxanomic classification of these search terms reveals the limited range of virtual and physical artefacts that are sought by the users of Web search engines. While nineteen hundred individual artefacts occur in the array of search terms, these can classified into a relatively small group of higher order categories. Critical analysis of these higher order categories reveals six cultural traits that predominant in the apparently wide array of search terms; freeness, participation, do-it-yourself/customisation, anonymity/privacy, perversion and information richness. The these argues that these traits are part of a cultural complex that directly reflects the underlying motivations of contemporary western mainstream culture. The daily practices of Web-based search and exchange thus reproduce and reinforce this cultural complex. The empirical work of the thesis validates the critical assessment of western mainstream culture developed in the initial chapters of the thesis.