Drawing from a range of cross-disciplinary areas and themes, this study explores the critical issues triggered by fashion and translation theories and applications. In particular, it analyzes the ambiguity and conflicting attitudes to fashion and luxury and subsequent gender-based satire and stigma. It examines the intertextual reflections on the visual and verbal representation of fashion in Shakespeare and subsequent diachronic and multiple translations accounting for the cultural variations. It also considers the cinematic adaptations and costume designs of Shakespearean works highlighting how Italian renaissance modes impacted on Elizabethan costumes and in turn how Shakespearean fashions have been represented in Italy.