This practice-based research critically examines the realm of systemic sustainable fashion design by addressing the societal and industrial issue of material waste within production systems and overconsumption. Grounded in craftsmanship and alternative design methods, the research explores the transformative potential of Slow Fashion principles within the fashion industry. Studying Jean Prouve’s ethos and belief in modularity for permanence, not temporality, this study seeks to reimagine traditional methods used in fashion design. Through a series of experimental repurposing explorations, including transforming denim garments into functional objects, the research aims to demonstrate how slow fashion frameworks can foster innovation, longevity, and community engagement within the field of contemporary men’s workwear. Drawing inspirations from pioneers like Kate Fletcher and furniture designers Matteo Fogale and Laetitia de Allegri, the inquiry examines the intersection of material intimacy and craftsmanship in creating a systemic sustainable fashion collection. By incorporating theoretical insights and practical experimentation, this research aims to create a system that prioritizes longevity using explorative design practices that extend the lifespan of a garment and cultivate a deeper appreciation of durability, craftsmanship, and intentional consumption.