Songfacts®:

• In this song, Fiona Apple issues fair warning to any guy who might consider dating her: "Run. As fast as you can."
  
  She's not playing the vixen or the victim, but telling it like it is. Her active mind, iron will and artistic inclinations make her incredibly seductive, but are more than any delicate man can handle.
  
  Ever since she spoke her mind at the 1997 MTV Video Music Awards, Apple has been labeled "crazy." In this song, and several others in her catalog, she wears it like a designer dress:
  
  O darling, it's so sweet
  You think you know how crazy I am
  
  One relationship of influence Apple had leading up to this song was with the magician David Blaine, whom she dated in 1997. They remained friends.
• Apple's first album, Tidal, was released when she was 18 and doing her best to navigate a strange showbiz world that was antithetical to her values. At the request of her record company, she wrote a hit song: "Criminal," but it quickly became clear that she was not going to be a pop star. Apple's music is intertwined with her psyche, complete with all the rough edges and rabbit holes. On her second album, When the Pawn..., she was even more visceral, which thrilled her fanbase but didn't expand her reach. "Fast as You Can" was the first single, and while it got airplay on Adult Contemporary and Alternative radio, it didn't make the pop charts. Songs this intense rarely do:
  
  My pretty mouth will frame the phrases
  That will disprove your faith in man
• This is a very percussive song with an intriguing keyboard sound that drives the track. Apple played piano on the track, and Patrick Warren added both Wurlitzer electric and Chamberlain, which is a close relative of the Mellotron. There is no guitar or bass on the song.
• The video was directed Paul Thomas Anderson, who was dating Apple at the time. His film Boogie Nights was released in 1997, followed by Magnolia, which came out in 1999 soon after When the Pawn... was released. Anderson and Apple used many of the same musicians, including Jon Brion, who did the music for Magnolia and produced When the Pawn.... Anderson also directed Apple's videos for "Limp" and "Paper Bag."
• The album title is usually rendered as When the Pawn..., but is really 90 words long, comprising a poem Apple wrote after seeing her 1997 Spin magazine cover story, which said she "has become a persona." The fill title is:
  
  When the pawn hits the conflicts he thinks like a king
  What he knows throws the blows when he goes to the fight
  And he'll win the whole thing 'fore he enters the ring
  There's no body to batter when your mind is your might
  So when you go solo, you hold your own hand
  And remember that depth is the greatest of heights
  And if you know where you stand, then you know where to land
  And if you fall it won't matter, cause you'll know that you're right
  
  Guinness recognized it at the longest album title ever, a record that's not hard to break. A Belgian group called Soulwax claimed the record in 2007 with a compilation album 103-words long, and the following year, Chumbawumba topped it with 160 words, which is when Guinness retired the record. Apple has the distinction of longest title among albums to chart in the US.