Episode 253, Rolling Stone (1) presents 19 recordings ranked by Rolling Stone Magazine as among the 500 Greatest Songs of All Time. Performers include Elvis Presley, The Platters, LaVerne Baker, Chuck Berry, Johnny Cash, Fats Domino and 11 more. This is the first of two episodes with this theme.
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| Song | Artist | Album | Label |
| The Glenn Miller Orchestra | String of Pearls | Glenn Miller Orchestra – The Big Band Era: 18 Greatest Hits | RCA Victor |
| I’m So Lonesome I Could Cry | Hank Williams | I’m So Lonesome I Could Cry | Mercury |
| I Walk the Line | Johnny Cash | I Walk the Line | Sun Records |
| Maybellene | Chuck Berry | Maybellene | Chess |
| Mystery Train | Elvis Presley | Mystery Train | Sun Records |
| LaBamba | Richie Valens | The Best of Ritchie Valens | Rhino |
| Jim Dandy | LaVerne Baker | Soul On Fire: The Best of LaVerne Baker | Atlantic |
| Ain’t That a Shame | Fats Domino | The Fats Domino Jukebox: 20 Greatest Hits | Capitol |
| The Girl Can’t Help It | Little Richard | The Girl Can’t Help It Soundtrack | The Orchard Enterprises |
| Blue Suede Shoes | Carl Perkins | Blue Suede Shoes | Sun Records |
| Mack the Knife | Bobby Darin | The Ultimate Bobby Darin | Atlantic |
| Hound Dog | Elvis Presley | Hound Dog | RCA Victor |
| Come Go With Me | The Del Vikings | 20th Century Masters – The Millenium Collection: The Best of The Del Vikings | UMG |
| The Great Pretender | The Platters | The Platters | Mercury |
| I Only Have Eyes For You | The Flamingos | Doo Wop Classics, Vol. 1 | Rhino |
| All I Have to Do is Dream | The Everly Brothers | The Everly Brothers’ Best | Barnaby |
| You Send Me | Sam Cooke | The Best of Sam Cooke | RCA Records |
| Every Day | Buddy Holly | Greatest Hits | Geffen |
| Whole Lot of Shakin’ Going On | Jerry Lee Lewis | Sun Records Greatest Hits | Sun Records |
| Maybe | The Chantels | Discover 50s Doo Wop | X5 Music Group |
| Walk Don’t Run | The Ventures | The Ventures | Capitol |