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  1. Carefree Highway Lyrics: Pickin' up the pieces of my sweet shattered dream / I wonder how the old folks are tonight / Her name was Ann and I'll be damned if I recall her face / She left me not ...

  2. Sep 19, 2015 · A song about a lost love and a carefree life on the highway. Read the lyrics, watch the video, and see the comments from other fans of this classic country-folk song.

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  3. The song employs "Carefree Highway" as a metaphor for the state of mind where the singer seeks escape from his ruminations over a long ago failed affair with a woman named Ann. Lightfoot has stated that Ann actually was the name of a woman Lightfoot romanced when he was age 22: [2] "It [was] one of those situations where you meet that one woman ...

  4. Mar 30, 2014 · "Carefree Highway" was the second single released from Gordon Lightfoot's 1974 album, "Sundown." The song peaked at #10 on the Billboard Hot 100 and spent on...

    • 4 min
    • 580K
    • John McCulloch
  5. Pickin' up the pieces of my sweet shattered dream I wonder how the old folks are tonight Her name was Ann and I'll be damned if I recall her face She left me not knowin' what to do Carefree highway, let me slip away on you Carefree highway, you seen better days The mornin' after blues from my head down to my shoes Carefree highway, let me slip ...

  6. A song about a one-night stand and the regret of losing a lover. The lyrics mention the Carefree Highway in Arizona, where the singer saw his ex-girlfriend Ann, but the song is not about the road itself.

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  8. Carefree highway, let me slip away on you Carefree highway, you seen better days The morning after blues from my head down to my shoes Carefree highway, let me slip away, slip away on you Turning back the pages to the times I love best I wonder if she'll ever do the same Now the thing that I call living is just being satisfied

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