Oberst told MTV News: "I think it has a sort of comedic aspect to it. The juxtaposition of the music and what's being sung about I suppose. I just think of sort of a stubborn old cowboy man that just wants to go lay in the grass and, you know, die out by the tree or something."
Conor Oberst told Mojo magazine September 2008 the story behind this song: "I have a friend who just celebrated his 75th birthday. It's a song for him: he's very strong, for the record I think he'll live forever, but we've talked about stuff like this… He doesn't want to die with his boots on, in the desert, looking up at the stars, and I think he deserves that. It's kind of a jailbreak song, a promise…if I'm ever in hospital you gotta come break me out."
"The Night Chicago Died" was written and recorded by the British group Paper Lace. They talk about Al Capone in the song, but got a lot of details wrong - understandable since they wrote it based on gangster movies.
The Naughty by Nature hit "O.P.P." doesn't have any curse words, but many oversensitive radio stations played a "clean" version with the word "kitten" edited out, surely the first time that word was censured.