| THETENDERTRAP | 1955 film with Frank Sinatra and Debbie Reynolds (3,6,4) |
| ANCHORSAWEIGH | 1945 film musical with Frank Sinatra and Gene Kelly (7,6) |
| FROM | 1954 film with Frank Sinatra, ---- Here to Eternity (4) |
| NELSONRIDDLE | ____, a 1A player in Tommy Dorsey's orchestra, later worked as an arranger, with Frank Sinatra and Linda Ronstadt among others |
| SINGININTHERAIN | Film musical with Gene Kelly and Debbie Reynolds |
| SINGIN | and 5 1952 film musical starring Gene Kelly, Donald O'Connor and Debbie Reynolds (6,2,3,4) |
| INTHERAIN | Singin' ___ ___ ___, 1952 film starring Gene Kelly and Debbie Reynolds (2,3,4) |
| GOODBYECHARLIE | 1964 movie with Tony Curtis and Debbie Reynolds |
| BUNDLEOFJOY | 1956 comedy-musical film starring Eddie Fisher and Debbie Reynolds (6,2,3) |
| SANDS | ____ Hotel and Casino, venue near Las Vegas associated with Frank Sinatra (5) |
| GAZEBO | "The ___"; movie for Glenn Ford and Debbie Reynolds |
| TAKEME | 1942 Tommy Dorsey hit with Frank Sinatra vocals |
| RIDDLE | Nelson, American musician known for his collaborations with Frank Sinatra (6) |
| MYWAY | Classic song associated with Frank Sinatra (2,3) |
| BONO | He sang "I've Got You Under My Skin" with Frank Sinatra on "Duets" |
| THATSLIFE | Song associated with Frank Sinatra which includes the line: "I've been a puppet, a pauper, a pirate, a poet" (5,4) |
| THIEF | "To Catch a ___" (1955 film with Cary Grant and Grace Kelly) (5) |
| LADYANDTHETRAMP | 1955 film with a famous spaghetti scene |
| ITCH | 'The Seven Year --', 1955 film with Marilyn Monroe (4) |
| ARM | Frank Sinatra and Eleanor Parker film, The Man with the Golden ... (3) |