The lyrics describe a chance encounter between two individuals on a trolley, where the protagonist falls in love at first sight with a woman he sees. The interactions between them on the trolley lead to a heartfelt connection by the end of the journey.

The Man That Got Away" by Judy Garland

"Overture: The Trolley Song/Over The Rainbow/The Man That Got Away" from Judy Garland blends themes of love, longing, and serendipity. The first part, "The Trolley Song," captures the excitement and butterflies of meeting someone special unexpectedly. The imagery of the trolley journey symbolizes the unpredictability of life and how chance encounters can lead to profound connections. In contrast, "Over The Rainbow" delves into the theme of escapism and yearning for a better place, where dreams come true and troubles disappear. The song reflects the longing for something more beyond the struggles of reality, a sentiment that resonates with many who seek solace in their dreams. Overall, the lyrics explore the complexity of human emotions, from falling in love to yearning for a place of peace and joy, touching on the universal themes of hope, love, and desire for a better future.