Lines like "we’ll never know if our love could have grown" highlight the tragedy of a love lost to circumstance or internal struggles, such as the subject being "scared and alone" or "longing to feel but nothing that's real".
While the album as a whole features "sleeker pop production" than her debut, "Now & Then" serves as a bridge back to her earlier, more intimate acoustic style. Lily Kershaw - Now & Then
Kershaw told American Songwriter that she was suffering from "tremendous heartache" during the writing process. Lines like "we’ll never know if our love