The lyrics of "My Old School" tell a story of someone who experienced betrayal and heartbreak in their youth. The protagonist recalls past memories of being put on a train to Annandale, finding out about a betrayal at school, and ultimately deciding to never return.

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Meaning of "My Old School" by Steely Dan


The song "My Old School" by Steely Dan delves into themes of betrayal, disillusionment, and the passage of time. The protagonist recounts a series of events from their youth, including a betrayal by someone they trusted and the subsequent decision to never return to their old school. The imagery of oleanders blooming and California eventually tumbling into the sea symbolize the inevitable changes and growth that come with time. The protagonist's defiance in refusing to return to their old school reflects a sense of maturity and resolve in moving forward from a painful past. Overall, the lyrics capture the bittersweet nostalgia of looking back on youthful experiences tainted by betrayal and loss, while also embracing the wisdom gained from those hardships.