| GRENFELL | Actress who played Ruby Gates in the St Trinian's films, the gym mistress in The Happiest Days of Your Life and also wrote Requests the Pleasure (8) |
| OUR | "The Happiest Days of ___ Lives" (Pink Floyd song) |
| KARENGILLAN | Actress who played Ruby Roundhouse in Jumanji: Welcome to the Jungle: 2 wds. |
| ALICYA | Actress who played Ruby Haswell in Emmerdale, _ Eyo (6) |
| SCHOOLDAYS | Happiest days of your life? (10) |
| CHER | U.S. entertainer who played Ruby Sheridan in the 2018 musical film Mamma Mia! Here We Go Again (4) |
| HABITFORMING | Presumably this is what wardrobe mistress in The Abbey is doing and it's addictive (5-7) |
| DELILAH | Samson's mistress in the Bible (7) |
| DUBARRY | French mistress in the history class |
| RUPERT | _ Everett, suave actor who starred in the St Trinian's films (6) |
| SIM | Alastair ___, Scottish character actor who plated Amelia Fritton in the St Trinian's films |
| ALASTAIRSIM | Scottish character actor who played the headmistress in the first two St Trinian's films |
| LILYCOLE | 2004's model of the year who appeared in the St Trinian's movie (4,4) |
| PORTCULLIS | Type of medieval gate in the form of a latticed grille depicted on the coat of arms or logo of the U |
| LAUNDER | Frank ___, director of five films in the St Trinian's series from 1954-80 (7) |
| WHIG | Member of the English political party that opposed the succession to the throne of James, Duke of Yo |
| SCHOOL | Type of educational institution depicted in the St Trinian's or Molesworth books (6) |
| ALCAPONE | Which gangster was behind the killing of seven members of Bugs Moran's gang in the St Valentine's Day massacre of 1929? (2,6) |
| EMPRESS | ___ of Ireland aka 'canada's Titanic' (Ocean liner which sank in the St. lawrence in 1914) |
| NICOLASCAGE | Actor who plays Benjamin Franklin Gates in the National Treasure film: 2 wds. |