A rough-hewn, working-class man navigates the complexities of love and domesticity in early 20th-century Melbourne. The protagonist, Bill, attempts to shed his past as a 'larrikin' to win the affection of Doreen, a woman who represents a more refined life. He faces the internal struggle of reconciling his rough street-smart identity with the expectations of a stable, romantic relationship. The narrative is presented through a series of interconnected poems written in Australian vernacular, providing a candid and humorous look at his transformation.

This work is widely regarded as a cornerstone of Australian popular literature, celebrated for its unique capture of the local vernacular. Readers and critics have historically praised the balance between the protagonist's rough exterior and his genuine emotional vulnerability. The collection remains a significant cultural touchstone, often cited for its ability to humanize the 'larrikin' archetype through accessible and rhythmic poetry. Its enduring popularity stems from the relatable nature of the courtship narrative and the charm of its distinct linguistic style.