This article focuses on the outcome of an important episode within contemporary Italian culture: the encounter between the world of literature and song, and specifically examines the lyrics written by Pier Paolo Pasolini for the actress and singer Laura Betti for the Giro a Vuoto show, performed in 1960 in Milan. This essay intends to highlight the key elements of this encounter and the characteristic elements of these songs by virtue of textual and stylistic analysis, and provide remarks with regard to the relationship between music, text and singing performance. A study of this kind allows emphasis to be placed on the innovation originating from this distinctive collaboration which represents an important sign of change towards the emergence of a quality song within the mass market which would later come to be defined as canzone d'autore (singer-songwriter genre).