| Border Lord | Kris Kristofferson | 3:37 | |
| Beans Taste Fine | Shel Silverstein | 2:29 | |
| Son-of-a-Gun | Sanford Clark | 2:38 | |
| Pretty Girl | Ween | 2:35 | |
| I Know I'm Unhappy / Suicide Song / Glenville Reel | Loudon Wainwright III | 3:07 | |
| Boobs a Lot | The Holy Modal Rounders | 2:52 | |
| Paper Thin Walls | Modest Mouse | 3:01 | |
| Covert Discretion | Aaron Freeman | 4:54 | |
| That’s Just the Way That I Feel | Purple Mountains | 3:23 | |
| Amarillo Highway (for Dave Hickey) | Terry Allen | 4:00 | |
| Lonesome Picker | Jim Sullivan | 3:07 | |
| Pussy Titty | Dan Reeder | 1:17 | |
| See America Right | The Mountain Goats | 1:52 | |
| Arlene | The Handsome Family | 3:37 | |
| Mister, Would You Please Help My Pony? | Ween | 2:55 | |
| These Drugs Aren't Working | Dougie Poole | 5:11 | |
| Those Memories | The Brian Jonestown Massacre | 2:01 | |
| Lily of the Valley | Dan Pavlides | 3:00 | |
| Poor Ellen Smith | The Kossoy Sisters | 2:28 | |
| We Could Be Looking For The Same Thing | Silver Jews | 3:35 | |
| Best of All Possible Worlds | Kris Kristofferson | 2:58 | |
| Unlock more with Songs Like X Pro |
| The Ruling Class | Loose Fur | 3:35 | |
| The Hook | Stephen Malkmus | 3:03 | |
| Grindstone | Uncle Tupelo | 3:16 | |
| Maybe I’m the Only One For Me | Purple Mountains | 3:18 | |
| Playing the Fool | The Lostines | 2:25 | |
| Unrequited to the Nth Degree | Loudon Wainwright III, Kate McGarrigle | 3:15 | |
| Calico Girlfriend | Michael Nesmith, The First National Band | 2:36 | |
| She Sang Hymns out of Tune | The Dillards | 2:31 | |
| Hit The Ground Running | Smog | 6:56 | |
| No One Will Laugh | Dan Reeder | 2:34 | |
| Desert Skies | Beachwood Sparks | 2:59 | |
| I Love You All the Time (Play It Forward Campaign) | Dean Ween Group | 2:38 | |
| Bales Of Cocaine | The Reverend Horton Heat | 2:11 | |
| Holding | John Hartford | 1:49 | |
| Oui (a French Song) | Terry Allen | 2:21 | |
| Chocolate Town | Ween | 3:17 | |
| Sweet Lucy | Michael Hurley, Unholy Modal Rounders, Jeffrey Frederick & The Clamtones | 4:06 | |
| Velvet Underground | Jonathan Richman | 3:27 | |
| Long Journey | Michael Hurley | 2:51 | |
| Please Do Not Go | Violent Femmes | 4:15 | |
| Matty Groves | Doc Watson | 6:07 | |
| When The Fields Are White With Daisies | Norman Blake | 2:48 | |
| Ice People | Link Wray | 3:03 | |
| Rodeo Wind | Jonathan Richman | 2:19 | |
| You Got To Find Me | Michael Hurley | 4:09 | |
| I Must Be King | Jonathan Richman | 2:27 | |
| Let The Mermaids Flirt With Me | Mississippi John Hurt | 3:21 | |
| Seeds And Stems (Again) | Commander Cody and His Lost Planet Airmen | 3:49 | |
