The lyrics describe a girl who has picked up playing the guitar, ditched her school ring, and is now too cool to conform to societal expectations. She finds joy in singing and shining shoes, embracing her uniqueness and rejecting the idea of being common.

Meaning of "Baby Six String" by Dressy Bessy

The lyrics of "Baby Six String" by Dressy Bessy depict a young woman who is breaking away from societal norms and expectations to embrace her individuality. By trading in her school ring and picking up a guitar, she symbolically rejects conformity and embraces her unique passions. The repetitive chorus of "Sing it high, Hoorah, hoorah, Sing a little higher" emphasizes her desire to rise above the ordinary and mundane, seeking fulfillment in her own interests rather than conforming to societal standards of coolness. The mention of shining shoes for a small fee further reinforces this narrative of finding joy in simple pleasures and personal expression rather than adhering to societal standards of success or status. Overall, the song celebrates the freedom that comes from embracing one's true self and pursuing what brings genuine happiness, even if it means going against the grain.