The lyrics of "Another Long One" convey feelings of longing, regret, and self-reflection. The speaker grapples with the idea of missed opportunities for love and the consequences of their own actions. The song reflects on past memories, the fleeting nature of happiness, and the internal struggles that keep the speaker up at night.

Meaning of "Another Long One" by Shawn Colvin

"Another Long One" delves into themes of regret, lost opportunities, and the internal turmoil that can keep a person awake at night. The speaker seems to be lamenting missed chances at love, acknowledging that their own choices and perceptions have led them to a place of loneliness. The lyrics explore the bittersweet comfort found in memories and highlight the self-destructive tendencies that prevent the speaker from moving forward. The mention of "little boys in my head sleeping tight" could symbolize unresolved issues or past traumas that haunt the speaker's thoughts. Overall, the song captures a sense of melancholy, introspection, and a painful awareness of the things left unsaid or undone.