This volume stems from the second edition of the international conference Fashion Tales, organized by ModaCult, a study center of the Catholic University of Milan, in June 2015. Back then, the focus on sustainability and the consolidation of the digital turn forced to think about the future of fashion in a new way, as an expression of a new responsible acting where the interests of consumers, producers and fashion communicators can converge. But what about today? What are the scenarios for the future of fashion? The question is even more relevant when we consider that in the meantime we have also gone through the pandemic years that have accelerated processes and perhaps even changed the expectations of many social actors. This volume allows us to reason about what has stabilized in the complex world revolving around fashion, about those changes that in 2015 appeared as frontiers still largely to be explored. Like a still image, the texts collected in this volume offer us the opportunity to take a tentative stock of fashion in the first two decades of the 21st century. Ten essays, organized around three areas, Identity, Media and Communication, and Technology and Sustainability, offering ten perspectives on objects and themes that were changing the fashion imaginary in 2015. Subjects rooted in territories until recently absent from journalistic narratives and brand collections, communication models and unprecedented possibilities of interweaving physical and virtual, images and texts: all of this was expanding the space of the possible and also seemed to open up new potential fields of action to be explored. A few years later, rereading these essays allows us to take stock of what of those announced changes has been consolidated.