Once the failure of classical fashion Semiotics (1960-1980) was certified, as it conceived the fashion phenomenon as a system devoid of meaning (Barthes), incapable of communicating (Lotman) and unbearable (Volli), the great designers and marketing strategists began a new period, that of the Pragmatics of Fashion (1980-2000), committed to resemiotizing the system by resorting to prestigious referents for their collections (the history of art and culture) and to the brand, defined as a hypericonema loaded with powerful literal, imaginary and psycho-emotional meanings (Paz Gago). This stage of fashion semiotics is described by Floch and Calefato, scholars of fashion brands as written text, since it is the proper name of the great fashion designers that has become a brand. Both agree on the need to move beyond the more linguistic stage of the discipline to develop a visual semiotics or a plastic semiotics that serves to analyze fashion as an essentially visual phenomenon. With the new millennium, in line with the new digital technologies that colonize and are colonized by fashion, the Neosemiotics of fashion (2000-2020) emerges, mediated by the stories and reels uploaded to social networks such as Instagram or TikTok, as Bianca Terraciano or Victoria Nannini will analyze. Fashion semiotics faces a new challenge today due to the emergence of Artificial Intelligence, which has already colonized all processes in the fashion system: design creation, pattern making, manufacturing, advertising and marketing campaigns, fashion shows, distribution, and marketing can all be implemented through generative Artificial Intelligence applications. These new technological phenomena respond to the semiotic mode I have called Machination, as opposed to the Representation and Simulation characteristic of classic analog and digital technologies.