| GARYOLDMAN | Film actor whose roles have included Winston Churchill and Sid Vicious |
| OLDMAN | Gary, who's played Winston Churchill and Sid Vicious (6) |
| THESEXPISTOLS | English punk rock band whose members included Johnny Rotten and Sid Vicious |
| VALENTINO | Rudolph, silent film actor whose screen roles included The Sheik of 1921 (9) |
| DEAN | US film actor whose moody rebellious roles made him a cult figure (1931-1955) (4) |
| KARLOFF | Horror film actor whose real name was William Pratt (5,7) |
| BORIS | Horror film actor whose real name was William Pratt (5,7) |
| SANDHURST | Common name for the Royal Military College in Camberley, Surrey, whose alumni include Sir Winston Churchill and Princes William and Harry (9) |
| JOWLS | Droopy facial features on Winston Churchill and bulldogs |
| EDEN | Sir Anthony -; prime minister preceded by Winston Churchill and succeeded by Harold Macmillan (4) |
| INSOMNIA | Sir Winston Churchill and Marilyn Monroe both suffered from what at night? (8) |
| SIRS | Winston Churchill and Paul McCartney |
| HARROVIANS | Word used to describe the alumni of the school attended by Winston Churchill and Benedict Cumberbatch (10) |
| PIMLICO | Area neighbouring Belgravia in the City of Westminster, site of a number of blue plaques including those of Winston Churchill and Joseph Conrad (7) |
| LAWRENCE | The Seven Pillars of Wisdom author painted by Augustus John who served as an advisor to Winston Churchill and later retreated to Clouds Hill in Dorset (8) |
| POWERNAP | With notable partakers including Aristotle, Winston Churchill and Albert Einstein, a restorative snooze taken in the daytime (5,3) |
| SIDING | Small track by Sid Vicious from the heart is no good (6) |
| EDDIECOCHRAN | Rock'n'roll legend covered by Sid Vicious (5,7) |
| SHOCKINGPUNK | Sid Vicious with a Taser? |
| PUNK | Sid Vicious' movement |
