| 100% | ADAMANT | 7 | "Buggy" singer of "Goody Two Shoes" (2 wds.) |
| 71% | ADAMANT | 7 | "Goody Two Shoes" singer (2 wds.) |
| 61% | PAULMCCARTNEY | 13 | One of the two singers on 15-Across: 2 wds. |
| 57% | DIERKSBENTLEY | 13 | Singer of "Home" and 15-Across: 2 wds. |
| 57% | ELLIEGOULDING | 13 | Singer of the 2011 song "Lights": 2 wds. |
| 55% | PAPAROACH | 9 | "Buggy" singers of "Between Angels and Insects" (2 wds.) |
| 55% | ANDREABOCELLI | 13 | Visually impaired singer of "The Prayer": 2 wds. |
| 55% | JOSEFELICIANO | 13 | Visually impaired singer of "Feliz Navidad": 2 wds. |
| 55% | IRONBUTTERFLY | 13 | "Buggy" singers of "In-A-Gadda-Da-Vida" (2 wds.) |
| 55% | GARTHBROOKS | 11 | Singer of the 2000 song "Wild Horses": 2 wds. |
| 55% | TAYLORSWIFT | 11 | Singer of the 2008 song "White Horse": 2 wds. |
| 55% | KATYPERRY | 9 | Singer of the 2013 song "Dark Horse": 2 wds. |
| 55% | NICKIMINAJ | 10 | Singer of the buttocks-themed song "Anaconda": 2 wds. |
| 55% | KELLYCLARKSON | 13 | Singer of the 2015 hit "Heartbeat Song": 2 wds. |
| 55% | RACHELPLATTEN | 13 | Singer of the 2015 hit "Fight Song": 2 wds. |
| 55% | SARABAREILLES | 13 | Singer of the 2007 hit "Love Song": 2 wds. |
| 55% | DAVIDCOOK | 9 | Singer of the 2008 song "Light On": 2 wds. |
| 55% | EDSHEERAN | 9 | Singer of the 2019 hit "Beautiful People": 2 wds. |
| 55% | LUKECOMBS | 9 | Singer of the 2018 hit "Beautiful Crazy": 2 wds. |
| 55% | WALKERHAYES | 11 | Singer of the 2021 country song "AA": 2 wds. |
| 55% | MEGHANTRAINOR | 13 | Singer of the 2016 dance song "NO": 2 wds. |
| 55% | TAYLORSWIFT | 11 | Singer of the 2019 pop song "ME!": 2 wds. |
| 54% | SHIRLEYMANSON | 13 | Female lead singer of Garbage: 2 wds. |
| 54% | PATRICKSTUMP | 12 | Lead singer of 17-Across: 2 wds. |
| 54% | JESSIEJ | 7 | British singer of "Domino": 2 wds. |
| 54% | ELLAHENDERSON | 13 | British singer of "Ghost": 2 wds. |
| 54% | NELLYFURTADO | 12 | Canadian singer of "Promiscuous": 2 wds. |
| 54% | SAMSMITH | 8 | Singer of the 2014 hit "Stay With Me": 2 wds. |
| 54% | ARIANAGRANDE | 12 | Singer of the 2019 #1 hit "7 Rings": 2 wds. |
| 54% | CHRISSIEHYNDE | 13 | Female lead singer of the Pretenders: 2 wds. |