| OLDFRIEND | Fined Lord Cook - he kept up relationship with one of the Playmates (3,6) |
| ONTHESIDE | Cook - he's done it as an extra job (2,3,4) |
| SISTERHOOD | Nurse has to cover up relationship with another woman (10) |
| JOANN | Title girl in a 1958 hit by the Playmates |
| HITITOFF | Have a good relationship with one upper class chap after strike (3,2,3) |
| BOHEMIAN | Cook him a bone to be unconventional (8) |
| CRAIG | With 24-Across: "Southern Charm" star whose relationship with 1-Across ended last month |
| MOULINROUGE | Short time for all to see brief relationship with 1 across's red can repeated here (6,5) |
| SMARTIE | Clever clogs strikes up relationship (7) |
| RATIO | A trio breaking up relationship (5) |
| THEMEPARK | Area of amusement in which he kept arm-waving (5,4) |
| PERSISTED | Sir! It's that pest, Ed! He kept on doing it! |
| PHENAKITE | Quartzy mineral he kept in a transfer |
| THESAURUS | Reference book he's kept in house? |
| BUNNYGIRL | One of Hefner's playmates - Jane Doe? (5,4) |
| APPLE | 'He kept him as the ___ of his eye' (Deuteronomy 32:10) (5) |
| SAMUEL | English writer and politician renowned for the diary he kept in the 1660s, _ Pepys (6) |
| IDREAMOFJEANNIE | Originally in b&w, this sitcom featured an astronaut with a beautiful house guest whom he kept bottled up |
| SISYPHUS | He kept rolling up, panicking shy puss I homed |
| TAKETHERAP | He kept Tara wrongfully - what should he do? (4,3,3) |
