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This song is a tribute to Kristofferson's friend, the Irish singer Sinead O'Connor. Kristofferson comforted O'Connor on stage in 1992 when she was booed by the crowd during a Bob Dylan 30th Anniversary concert a fortnight after tearing up a picture of the Pope on Saturday Night Live. O'Connor regularly shaved her hair as a statement against the superficialities of the record industry, which Kristofferson alludes to in the lyric, "that bald-headed brave little girl."