Paddy McAloon originally wrote "A Prisoner of the Past" in the spring of 1989[3] for a proposed album of songs where he imagined he was writing for Phil Spector, wishing to emulate "all the niceties of Sixties pop music but with a more modern lyrical twist".[4] "River Deep – Mountain High", a 1966 Spector production for Ike & Tina Turner, was a specific inspiration, though McAloon ultimately felt too small a recording space and too few musicians made it "impossible to create the Spector sound".[5] McAloon has described it as a revenge song, with the lyrics being a stalker's threat to a former lover.[6] His "pathetic dream of revenge" is the notion that both of them will become ghosts.[7]
Amongst contemporary reviews, the song was met with a warm reception. Several reviewers commented on the song's 1960s-inspired sound,[2] and some made comparisons to the work of Scott Walker[4] and The Divine Comedy.[14]The Guardian's Phil Daoust considered the song "beautiful and seductive in a horrible kind of way, not least because it's an unashamed homage to Phil Spector."[6] Writing for the Italian magazine Musica, Enrico Sisti declared "A Prisoner of the Past" "a "Be My Baby" for 2000".[15] Writing for the Sunday Tribune, Colm O'Callaghan highlighted the song's "wash of cinemascope strings and timpani drums over McAloon's lispish reverie", but felt the song could only really measure up in the context of Andromeda Heights.[16] Bob Eborall wrote in the Ealing Leader that the track was "catchy" and "a winner",[17] while an uncredited writer for the Irish Independent praised McAloon's "typically florid melody structures" and described the song as "as exquisite as anything from his glorious past".[2]Mojo's Chris Ingham was unfavourable, describing the song as "over-arranged" and "disappointing".[18]
In 1999, Tom Ewing of Freaky Trigger ranked "A Prisoner of the Past" at number 72 in his list of the "Top 100 Singles of the 90s". Ewing praised the song's "preposterous, sheer melodrama", describing it as "pure diva pop" and "a mock-epic of Broadway proportions, dwarfing everything on its puny parent album Andromeda Heights".[19]