Blue Valentine is one of Tom Waits’s most celebrated albums because it captures a pivotal moment in his artistic journey, where he expanded beyond his early jazz-influenced style into a grittier, more blues-inspired realm. This album was a departure from his earlier, more nostalgic records, marking a shift in tone, themes and musicality that would come to define his career.

Featured songs:

Somewhere
Red Shoes By The Drugstore
Christmas Card from A Hooker in Minneapolis
Romeo Is Bleeding
Whistlin’ Past the Graveyard
Blue Valentines