| KRISTOFFERSON | Who, in 1985, joined Waylon Jennings, Willie Nelson and Johnny Cash to form the country music group, The Highwaymen? (13) |
| MAMAS | First word of a Waylon Jennings/Willie Nelson hit |
| ALLYSHEEDY | Actress who in 1985 played a high school outcast in The Breakfast Club and an aspiring architect in St. Elmo's Fire: 2 wds. |
| STEPFATHER | Johnny Cash, to Carlene Carter |
| SUNIOSTUD | Memphis location where Elvis and Johnny Cash, among others, recorded (Swipe) |
| MUSICVIDEO | Grammy category won twice each by Taylor Swift, Beyonce and Johnny Cash |
| SUN | First record label for Elvis Presley and Johnny Cash (3) |
| OUTLAW | Kind of country played by Willie Nelson and Waylon Jennings |
| APR | Mo. in which Willie Nelson and Merle Haggard were born |
| ONTHEROADAGAIN | Song by Willie Nelson and great Ohioan needing a fresh arrangement (2,3,4,5) |
| ALLOFME | Jazz standard recorded by Billie Holiday, Frank Sinatra, Willie Nelson and others (3,2,2) |
| GEORGIAONMYMIND | Standard recorded by Willie Nelson and Ray Charles |
| SOWILL | Willie Nelson's "And ___ You My Love" |
| WIFE | Jessi Colter, to the late Waylon Jennings |
| ITSSO | "____ Easy" (Buddy Holly song covered by Bobby Vee, Connie Francis, Waylon Jennings, and Linda Ronstadt) |
| JENNINGS | Waylon, country music singer who sang the theme of The Dukes Of Hazzard (8) |
| PATSY | Cline who was the first solo female artist elected to the Country Music Hall of Fame |
| ANTEBELLUM | Lady ___, U.S. country music group founded in 2006 (10) |
| EVERIM | "If ___ down and out..." (Waylon Jennings line) |
| IMA | "___ Ramblin' Man" (#1 Waylon Jennings country hit) |
