The history of youth and media culture can be examined by tracing the relationships between the production, representation, circulation, and consumption of media, technology, and cultural texts aimed at youth markets and audiences. The historical development of youth relates to larger socioeconomic, cultural, and political conditions, including the role of mass reproduction and changes in the conditions of distance that shape youth lives. Youth and mass media first melded together in the West, owing to developments in the United States and the United Kingdom. The histories of media and youth culture in other countries, however, capture differences in youth media relationships. In the contemporary period, the use of YouTube in the West and WeChat in China illuminates the globalization of youth cultures and the ongoing role of a central paradox integral to young people’s entanglements with media around the world: the key media structures that shape and contour youth lives are also the very sites where youth continue to navigate authentic meaning and experience and imagine their own futures.