| Too Many Choices | Cowboy | 2:46 | |
| Athens County | Jonathan Edwards | 2:45 | |
| Rock and Roll Doctor | Little Feat | 2:58 | |
| Accidentally Like a Martyr - 2007 Remaster | Warren Zevon | 3:42 | |
| My Love Is a Gentle Thing | Manassas | 1:23 | |
| Medley: Fool for a Cigarette / Feelin Good | Ry Cooder | 4:28 | |
| Let It Rain | Cowboy | 4:44 | |
| Can't Go Home | Brewer & Shipley | 2:31 | |
| Teardrops Will Fall | Ry Cooder | 3:05 | |
| Tell Me Why | Matthews' Southern Comfort | 2:02 | |
| The Loving Of The Game | Steve Goodman | 3:01 | |
| Time Is Now | Kevin King, Latay, Cowboy, Legacy | 3:46 | |
| Journey Through the Past | Neil Young with The Stray Gators | 2:21 | |
| My Tears Still Flow - Remastered | Amazing Rhythm Aces | 3:24 | |
| Propinquity (I've Just Begun to Care) | Michael Nesmith, The First National Band | 2:59 | |
| Run Like a Thief | JD Souther | 3:14 | |
| Long Face | Bobby Charles | 3:38 | |
| Sure As I'm Sittin' Here | John Hiatt | 3:18 | |
| Leaving Louisiana in the Broad Daylight | Rodney Crowell | 3:24 | |
| Jesus & Elvis | Greg Brown | 3:38 | |
| Love in the Sweetest Amnesty | Chris Hillman | 3:43 | |
Unlock more with Songs Like X Pro |
| Strong Boy | The International Submarine Band | 2:04 | |
| Walk on Down the Road | Mason Proffit | 2:57 | |
| Lonesome L.A. Cowboy | New Riders of the Purple Sage | 4:03 | |
| This Ol' Cowboy | The Marshall Tucker Band | 6:44 | |
| Goin' Down to Laurel | Steve Forbert | 5:00 | |
| (Is Anybody Going To) San Antone - Single Version | Doug Sahm | 3:09 | |
| Heavenly Fire | The Souther-Hillman-Furay Band | 3:46 | |
| Jazzman | Pure Prairie League | 2:36 | |
| Thunderbird | John Hiatt | 4:04 | |
| Lowlands | The Ozark Mountain Daredevils | 3:44 | |
| Wishbone | Willis Alan Ramsey | 2:46 | |
| Mr. Powell | The Ozark Mountain Daredevils | 3:13 | |
| Cowboy Of Dreams | デヴィッド・クロスビー, グラハム・ナッシュ | 3:33 | |
| I Am A Lonesome Fugitive | Roy Buchanan | 3:44 | |
| Ballad Of Spider John | Willis Alan Ramsey | 4:18 | |
| It Was Always So Easy (To Find An Unhappy Woman) | Peter Wolf | 2:40 | |
| Rings | Leo Kottke | 2:51 | |
| Satin Sheets | Willis Alan Ramsey | 2:39 | |
| Out On The Side | Dillard & Clark | 3:49 | |
| Alone | stilz moore, Cowboy | 4:12 | |
| Hear My Song (feat. Cowboy & Big Dodd) | Big Dodd, Cowboy | 4:08 | |
| L.S.H. | Disbanded the Band, Cowboy | 5:05 | |
| At The Crossroads - Alternate Mix | Sir Douglas Quintet | 4:37 | |
| Goin' Upstairs | Sam Samudio, Duane Allman | 5:05 | |
| Lifestyle (feat. Cowboy & B Boi) | Moblife Tezz, Cowboy, B-Boi | 4:05 | |
| To the Top | CosyTricky P, Cowboy | 3:30 | |
| Goin' Down Slow | Duane Allman | 8:48 | |
| Carry Me | デヴィッド・クロスビー, グラハム・ナッシュ | 3:36 | |