| Clue | Source | Date |
|---|---|---|
| Causing sorrow or misery (6) | ||
| Wretched | Eugene Sheffer | 08 Mar 2024 |
| Deplorably bad | Commuter | 12 Jan 2024 |
| Terrible, hopeless | The Times Concise | 22 Aug 2023 |
| Very distressing | ||
| Grievous | Universal | 02 Nov 2021 |
| Deplorable | Thomas Joseph | 09 Feb 2021 |
| Not many backed retaining old centre of Hull — that's sad | ||
| In a sorry state | New York Times | 05 Oct 2020 |
| Deplorable | The Times Concise | 09 Nov 2019 |
| Desperately sad | Canadiana | 26 Nov 2018 |
| Pitiable | The Times Concise | 01 Jul 2018 |
| Wretched, being without fuel, cast adrift | ||
| Deplorable | Universal | 03 Dec 2015 |
| Teeming with sorrow | USA Today | 08 Nov 2015 |
| Awful foul we manoeuvred | Irish Times Crosaire | 10 Oct 2015 |
| Deplorable fine carried by low EU manoeuvring | ||
| Teeming with sorrow | ||
| Deplorable | ||
| Tortured | ||
| Of poor quality | ||
| Pathetic | ||
| Deplorable | ||
| Wretched | ||
| Very sorry | ||
| Wretched | ||
| Wretched | ||
| Wretched | ||
| Heart-rending | ||
| Sad | ||
| Deplorable | ||
| Sad. | ||
| Wretched. | ||
| Lugubrious. |