Singer-songwriter Chrissie Hynde has stated that "Middle of the Road" refers to Tao Te Ching, which she interprets as "the middle way." According to Charles M. Young of Musician, the song is about "getting out there and mixing it up with the world." The song lyrics include observations about the difference between wealth and poverty that Hynde had observed.
Following the 1981 Pretenders album Pretenders II, two of the four bandmembers - Pete Farndon and James Honeyman-Scott - died of drug overdoses, leaving just Hynde and drummer Martin Chambers, who remained the mainstays in the band amongst a rotating cast of guitarists and bass players.
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