It is known that Cervantes wanted, above all things, to be successful on the Golden Age stage and to become a famous playwright. Due in part to the rising popularity of Lope de Vega and the comedia nueva, Cervantes gave up his aspirations to the stage and focussed on his prose. However, unlike any author during this period, Cervantes continued to breathe theatricality into that prose. Structures, themes, characters, and settings shift constantly between distinct genres, unveiling details about Cervantes’s life and worldview. Moreover, at times, the line between theatre and prose seems to mix or blur, demonstrating the dramatic imagination in Cervantes’s works. Additionally, the fact that Cervantes’s writing emphasizes dialogue is of no surprise, as it is infused with a profound humanism, often of Erasmian roots. This chapter explores the significance of this new type of comedy in the works of Miguel de Cervantes.