This article explores the recent history of fashion’s adoption of sustainability, drawing out some key qualities of this process, and paying particular attention to how the culture of fashion itself has shaped it. Of particular importance is the question how long-lasting change can be embraced, sustained and (probably crucially) invigorated by a system that intrinsically favours novelty and thrives on the visual manifestation of change and the aestheticisation of politics. Some alternative readings of fashion and the fashion moment that may support a deeper and more holistic embracing of sustainability are suggested. The article takes a systemic perspective on fashion and sustainability. Yet, it tries to situate the discussion in everyday examples of the user, the designer and other stakeholders’ practices and experiences. The piece draws upon some relevant theory, and findings from my own research into fashion, sustainability, futures studies and metadesign.