| Clue | Source | Date |
|---|---|---|
| Most droll | Newsday | 16 May 2025 |
| Most tongue-in-cheek | New York Times | 06 Jan 2024 |
| Most droll | Wall Street Journal | 13 Aug 2022 |
| Most sardonic | Wall Street Journal | 23 Nov 2021 |
| Most dry grain's bagged by weight | The Telegraph Toughie | 24 Aug 2021 |
| Most ironic | Eugene Sheffer | 07 May 2020 |
| Most sardonic | Jonesin | 12 Nov 2019 |
| Most ironically amusing | Universal | 13 May 2017 |
| Most ironically amusing | ||
| Most twisted, as humor | New York Times | 12 Apr 2016 |
| Most ironic | ||
| Most darkly droll | ||
| Most ironic | ||
| Most ironic | ||
| Most ironic | ||
| Most twisted | ||
| Most sardonic | ||
| Most bitterly amusing | ||
| Most ironically amusing | ||
| Most ironically amusing | ||
| Most perverse | ||
| Most ironic |