The lyrics of "The Boston Rag" by Steely Dan depict a nostalgic reflection on past memories, mentioning characters like Lonnie and Lady Bayside and referencing events from the past, such as Lonnie's actions in 1965 and a specific incident that took place on Seventh Avenue. The chorus repeats the phrase "Bring back the Boston Rag," indicating a desire to revisit a bygone era.

Meaning of "The Boston Rag" by Steely Dan

The lyrics of "The Boston Rag" evoke a sense of longing for the past and a yearning for the familiar. The mention of Lonnie as a kingpin in the past highlights a time of influence and power that has since faded away. Lady Bayside represents a figure of unattainable desire or perhaps a symbol of lost love. The repeated plea to "bring back the Boston Rag" reflects a desire to revive a bygone era, suggesting that the narrator is dissatisfied with their present circumstances and seeks solace in past memories. The song's lyrics create a wistful atmosphere, reminiscing about a time when things felt more vibrant and alive, contrasting with the dullness of the present.