| Artist | Song | Album | Label | Year | ||
| Dire Straits | Romeo & Juliet | Making Movies | Warner Brothers | 1980 | 8:01 | 5:50 |
| Shawn Colvin | Shotgun Down the Avalanche | Steady On | A & M | 1989 | 8:05 | 4:40 |
| Dar Williams | Pointless Yet Poigniant Crisis of a Coed | North City | Razor & Tie | 1996 | 8:10 | 3:12 |
| Guy Clark | Somedays the Song Writes You | Somedays You Write the Song | Dualtone | 2009 | 8:28 | 3:36 |
| Chris Smither | Time Stands Still | Time Stands Still | Signature | 2009 | 8:32 | 3:45 |
| Shawn Colvin | Naive Melody | Live | Nonesuch | 2009 | 8:36 | 4:55 |
| Dar Williams | Comfortably Numb | My Bitter Self | Razor & Tie | 2005 | 8:40 | 6:00 |
| Victor Krauss & Shawn Colvin | Shine On You Crazy Diamond | Vicktor Krauss II | Back Porch | 2009 | 8:46 | 4:58 |
| Guy Clark | If I Needed | Somedays You Write the Song | Dualtone | 2009 | 8:58 | 2:50 |
| Steve Earle | To Live Is to Fly | Townes | New West | 2009 | 9:05 | 3:00 |
| Dire Straits | Down to the Waterline | Dire Straits | Warner Brothers | 1978 | 9:10 | 3:53 |
| Dar Williams | Christians & Pagans | Mortal City | Razor & Tie | 1996 | 9:20 | 3:30 |
| Chris Smither | I Don't Know | Time Stands Still | Signature Sounds | 2009 | 9:24 | 4:04 |
| Van Morrison | Here Comes the Night | Best of Van Morrison Volume 1 | Polydor | 1990 | 9:27 | 2:46 |
| Shawn Colvin | Sunny Came Home | Live | Nonesuch | 2009 | 9:30 | 4:10 |
| Guy Clark | The Guitar | Somedays You Write the Song | Dualtone | 2009 | 9:40 | 4:03 |
| Chris Smither | Don't Call Me Stranger | Time Stands Still | Signature Sounds | 2009 | 9:55 | 4:08 |
Playlist: The Bonnie Simmons Show for September 17, 2009 - 8:00pm
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