The album was originally conceived after Richard Thompson, along with many other artists, was asked by Playboy magazine to nominate his choice of the best songs of the last 1000 years. He took them exactly at their word and served up a list that included the oldest-known English-language songs, a medieval Italian dance tune and various other folk songs alongside slightly more contemporary fare. The list was never published by Playboy; it was subsequently released into CD format. The songs comprising the track list cover a roughly thousand-year period, 1068–2001, starting with "Sumer Is Icumen In". The most recent song included on the album is Britney Spears' hit "Oops!... I Did It Again".
That's Entertainment!73%
Star!69%
Song for Marion68%
Yankee Doodle Dandy70%
Too Late Blues63%
Good Vibrations67%
Arlo the Alligator Boy67%
Press Play65%
Monster High: Boo York, Boo York77%
Daft Punk Unchained71%
Footlight Parade68%
Love Happy58%
Bratz: Rock Angelz74%
Silk Stockings68%
Let It Shine69%
The Pirate65%
Walk the Line75%
Babes in Arms64%
Köln 7571%
The Rocker60%