Unravelling their own cultural legacy into global garments, Italian luxury label Etro accommodates unique design and rich patterned textiles by extending the robe’s design tradition through transition spaces. Traditionally, luxurious robes and the non-fashion places where people were permitted to be slothful, that is by reclining on sofas covered with carpets for rest and relaxation evolved spaces for the transition to occur. The idea of the robe’s fluctuating function as an item and transition space frames this chapter. Armoires or wardrobes and other upholstered pieces of furniture are always made to last but the vacation of these items within a particular transition space, such as a roof terrace or desert landscape, has altered global fashion through resort collections. Through the transition, it argues how the robe as an indispensable object and artefact cultivated a space for architecture through upholstery history, which popularised the invention of resort wear. Garment incorporation of unique textiles and embroideries, worn inside and outside in private became public, are indebted to Armenian traditions. As a global garment, the robe allows the body freedom of movement and as a piece of furniture not only stores it but also creates the voyage impetus to dress informally, trading outmoded fashion with environmental design’s transient nature of sustainable spaces. Appealing to Gerlolamo Etro in the 1960s, “house coats” provide cues as to why a generation of Italian fashion designers were attracted to the East by figuratively housing the robe. By looking at Etro’s idea of “new tradition,” the chapter explores the West–East admiration of the robe, countercultural adaption of the paisley (or “boteh”) motif and the invention of resort collection as the transitional space for architecture and fashion. Interpreting the use and role of Eastern influences on robe design in both the architectural and fashion realms, this chapter will explore how Italian fashion culturally marks the dressing gown as a sustainable transitional garment. Rampant in Western Europe in the nineteenth century, robe design, on a socio-cultural level, popularised the kimono because of the effects of sybaritism and Japanism. Expressing fluctuating transitions, Etro’s unconventional cultural combinations retrofit luxury garments through digital upholstering.