"It's Like Reaching For The Moon" is a song about unrequited love. Billie Holiday compares her love interest to unreachable elements such as the moon, sun, and stars. She acknowledges that the person she loves is above her and seemingly out of her reach, like an angel who is too divine to love someone like her. The lyrics also convey the idea that loving someone who is unattainable is like trying to do something impossible, such as flying without wings or playing a fiddle without strings. However, despite the odds, Billie's secret heart holds onto the hope that her love interest will surrender to her affections. Overall, the song captures the desperation and longing of someone who loves someone they cannot have, while also expressing the beauty and poetry of such unrequited love.
