Cupid's Trick by Elliott Smith is a haunting track that delves into themes of betrayal, heartbreak, and self-destruction. The song paints a vivid picture of a person grappling with the pain of unreciprocated love and the corrosive effects it has on their psyche. Smith's poignant lyrics and raw delivery capture the essence of feeling trapped in a cycle of longing and despair. Key moments in the song include references to unfulfilled promises and the internal battle between hope and reality, making it a deeply emotional and relatable piece.