It is not often that Vygotsky, Lacan and Kittler are referenced together, let alone in a discussion of user interfaces. But all of them have a common interest in the “mediated” development of the subject. Based on this, I consider each in the light of the relatively recent mediation of computer functions via the “windows, icons, menus, pointer” interface. I begin with a discussion of psychology and psychoanalysis; next, I review Kittler’s reading of Lacan. Finally, I conclude by focusing on the role of psychological categories in the early development of the modern graphical user interface, specifically in the work of Alan C. Kay.