| MIAFARROW | Actress who married singer Frank Sinatra in 1966 |
| STRANGERSINTHENIGHT | Number One hit for Frank Sinatra in 1966 (9,2,3,5) |
| THATSLIFE | Song whose most famous version was released by Frank Sinatra in 1966 (5,4) |
| MOSS | Kate ___, Croydon-born supermodel who married singer Jamie Hince in 2011 (4) |
| ASHLEYCOLE | England footballer who married singer Cheryl Tweedy in 2006 |
| KEITHTIPPETT | British jazz pianist and composer who married singer Julie Driscoll in 1970 |
| MYWAY | Hit for Frank Sinatra in 1969 and again in 1994 (2,3) |
| DOBEDOBEDO | Nonsense line sung by Frank Sinatra in "Strangers in the Night" |
| ANNA | ___ Kournikova, tennis star who married singer Enrique Iglesias (4) |
| BLUEEYES | Ol' ___ , nickname of U.S. singer Frank Sinatra (4,4) |
| TOMMYDORSEY | His orchestra featured teen singer Frank Sinatra |
| HOBOKEN | New Jersey birthplace of singer Frank Sinatra (7) |
| THREE | "Which one will the fountain bless?" asked Frank Sinatra in the Oscar-winning song, ... Coins In The |
| LIOTTA | Actor Ray ___ who played Frank Sinatra in the 1998 film "The Rat Pack" |
| TOSSED | "I was lost; The losing dice were ...; My bridges all were crossed; Nowhere to go," sang Frank Sinatra in Just In Time |
| TONY | 1967 crime film starring Frank Sinatra in the title role (4,4) |
| REPRISE | American record label founded by Frank Sinatra in 1960 (7) |
| TONYROME | 1967 crime film starring Frank Sinatra in the title role (4,4) |
| ALLTHEWAY | Song recorded by Frank Sinatra in 1957 (3,3,3) |
| ROME | 1967 crime film starring Frank Sinatra in the title role (4,4) |