| THEGAMBLER | Dostoevsky novel about the trials and tribulations of a young man working as a tutor for a wealth Russian family: 2 wds |
| PARENTHOOD | About the trials and tribulations of the Braverman clan |
| ITA | Rose Byrne-Rafe Spall film on the trials and tribulations of a newlywed couple, I Give ___ Year |
| JACKAROO | What is a young man working on a sheep or cattle station (8) |
| APASSAGETOINDIA | Novel about the trial of Dr. Aziz |
| IDIOT | Dostoevsky novel about Prince Myshkin, with "The" |
| NODAL | Backing young man working as part of a network |
| TESTS | The trials and tribulations of international games (5) |
| MASTER | Tutor for a young boy (6) |
| ORDEALS | Tribulations of a soldier I abandoned in trouble (7) |
| STONEMASON | Soon set man working as builder |
| BLYTON | Author of a set of children's books following the high jinks, trials and tribulations of Darrell Rivers and her midnight-feasting chums at a fictional castellated cliff-top Cornish boarding school cal |
| RICH | Henry VIII's minister who played a key role in the trials of Sir Thomas More and John Fisher as well as the downfall of Sir Thomas Cromwell and the dissolution of the monasteries (4) |
| LOTTO | Venetian painter whose Portrait of a Young Man in his Study includes a detail of scattered rose petals thought to allude to the transience of love; or, bingo, a draw or housey-housey (5) |
| CAUSECELEBRE | Radio play by Terence Rattigan about the trial of Alma Rattenbury and her teenage lover for the murder of her third husband |
| MOORE | George -; Irish novelist whose works include A Mummer's Wife, Esther Waters and the memoir Confessions of a Young Man (5) |
| GAZPACHO | Name, linked to "treasure-chest in a church" and "remnants", for a cold Spanish soup comprising a wealth of salad vegetables/fruits (8) |
| COPPELIA | Which ballet tells the story of a young man who falls in love with a mechanical doll? (8) |
| MATERNITYRANTS | Tirades about the trials of being a mother? |
| HIGHWAYTOHELL | AC/DC song about the trials of being on the road: 3 wds. |
