The lyrics describe a toxic relationship that has left the speaker feeling drowned and overwhelmed. The narrator is reminiscing about a past lover who had a strong hold over them, leading them to dark places in their mind and heart. There is a sense of longing and regret in the lyrics, with themes of obsession, deception, and emotional manipulation.

Meaning of "Down in the Bottom" by Walter Becker

"Down in the Bottom" delves into the complexities of a toxic relationship where one person has a powerful influence over the other, eventually leading to their emotional drowning. The imagery of being taken down to the bottom of the wine dark sea symbolizes being consumed by dark emotions and afflictions, unable to escape the clutches of a manipulative partner. The lyrics explore the aftermath of such a connection, with the speaker reflecting on the impact it had on them and the lingering memories that haunt them. The mention of the old lady in the park suggests a cycle of manipulation as her legendary smile starts to fade, showing the toll of being in a relationship with someone who plays mind games. The references to demons, mystery, and the darkening sky allude to the ominous and heavy atmosphere of the relationship, highlighting the destructive nature of toxic connections. Ultimately, the song captures the pain, regret, and sense of powerlessness that can come from being entangled with someone who has a detrimental hold on your life.