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Disc1
| 1 | Tim McGraw | Taylor Swift | 3:52 |
| 2 | Picture to Burn | Taylor Swift | 2:53 |
| 3 | Teardrops on My Guitar | Taylor Swift | 3:24 |
| 4 | A Place in This World | Taylor Swift | 3:19 |
| 5 | Cold as You | Taylor Swift | 3:59 |
| 6 | The Outside | Taylor Swift | 3:27 |
| 7 | Tied Together With a Smile | Taylor Swift | 4:08 |
| 8 | Stay Beautiful | Taylor Swift | 3:56 |
| 9 | Should’ve Said No | Taylor Swift | 4:02 |
| 10 | Mary’s Song (Oh My My My) | Taylor Swift | 3:33 |
| 11 | Our Song | Taylor Swift | 3:27 |
| 12 | I’m Only Me When I’m With You | Taylor Swift | 3:35 |
| 13 | Invisible | Taylor Swift | 3:25 |
| 14 | A Perfectly Good Heart | Taylor Swift | 3:42 |
| 15 | Taylor’s 1st Phone Call With Tim McGraw | Taylor Swift | 4:43 |
Disc2
| 1 | “Tim McGraw” (music video) | Taylor Swift | 4:00 |
| 2 | First Grand Ole Opry Performance of “Tim McGraw” | Taylor Swift | 2:57 |
| 3 | Yahoo! Performance & Interview Feature of “Tim McGraw” | Taylor Swift | 4:06 |
| 4 | “Teardrops on My Guitar” (music video) | Taylor Swift | 3:45 |
| 5 | “Teardrops on My Guitar” Behind the Scenes | Taylor Swift | 4:16 |
| 6 | “Our Song” (music video) | Taylor Swift | 3:30 |
| 7 | “Our Song” Behind the Scenes | Taylor Swift | 11:30 |
| 8 | GAC Short Cuts Series “A Place in This World” | Taylor Swift | 2:10 |
| 9 | CMT’s Unplugged at 330 Sessions Video Performance of “Picture to Burn” | Taylor Swift | 3:14 |
| 10 | Taylor’s Home Movie | Taylor Swift | 5:40 |