"It's a big blue Spanish sky/Lay on my back and watch clouds roll by/I've got the time to wonder why/She left me"
So begins Chris Isaak's utterly sad song "Blue Spanish Sky" from his third album, 1989's Heart Shaped World. The subject matter is familiar territory for Isaak who sings the saddest songs this side of Roy Orbison, but the actual song itself is slower and more introverted than what he's usually up to. Isaak's big blue Spanish sky has room for a wonderful nylon stringed guitar, a haunted trumpet and his wailing voice, leaving only beautiful pain behind. This is one of those lonesome ballads that are just so full of despair that it's fascinating, a true classic.