| NICENEASY | 1960 album and song by Frank Sinatra (4'1'4) |
| WITHME | 1957 album and song by Frank Sinatra (4,3,4,2) |
| COMEFLY | 1957 album and song by Frank Sinatra (4,3,4,2) |
| CLOSETOYOU | 1956 album and song by Frank Sinatra (5,2,3) |
| DESPERADO | Album and song by Eagles (9) |
| THATSLIFE | Song whose most famous version was released by Frank Sinatra in 1966 (5,4) |
| THELADYISATRAMP | 1956 song by Frank Sinatra (3,4,2,1,5) |
| BORNTORUN | Bruce Springsteen's autobiography that was named after an iconic album and song of his and was released in September 2016: 3 wds. |
| MINDGAMES | Lennon album and song of 1973 |
| GNATSLIFE | Shortest song ever recorded by Frank Sinatra? |
| ALLTHEWAY | Song recorded by Frank Sinatra in 1957 (3,3,3) |
| MYWAY | 1969 song by Frank Sinatra written by Paul Anka: 2 wds. |
| LOVEANDMARRIAGE | 1955 song by Frank Sinatra (4,3,8) |
| ENDISNEAR | Second half of the first line of My Way, as sung by Frank Sinatra |
| IVE | - - - Got You Under My Skin, classic song by Frank Sinatra (3) |
| TNT | Dangerous explosive or AC/DC album and song (1,1,1) |
| BABY | - - -, It's Cold Outside, frequently covered call-and-response song by Frank Loesser (4) |
| MOON | Rodgers and Hart song sung by Frank Sinatra and others, Blue ___ |
| NAIMA | Much-covered ballad by John Coltrane, composed for his 1960 album Giant Steps and named after his wife |
| ELLA | '___ Wishes You a Swinging Christmas': 1960 album by The Queen of Jazz |
