| 100% | CASH | 4 | "cry, cry, cry" singer |
| 88% | PRINCE | 6 | "When Doves Cry" singer |
| 86% | ISAAK | 5 | "Somebody's Crying" singer Chris |
| 84% | BLIGE | 5 | "Not Gon' Cry" singer Mary J. __ |
| 82% | ANKA | 4 | "It's Time to Cry" singer, 1959 |
| 82% | ARIANA | 6 | "No Tears Left to Cry" singer Grande |
| 80% | ARI | 3 | "No tears left to cry" singer Grande, fondly |
| 80% | ETTA | 4 | "All I Could Do Was Cry" singer James |
| 80% | ARI | 3 | "No Tears Left to Cry" singer Grande, lovingly |
| 80% | EVITA | 5 | "Don't Cry for Me" singer |
| 80% | FERGIE | 6 | “Big Girls Don’t Cry” singer |
| 80% | EVITA | 5 | “Don’t Cry for Me” singer |
| 80% | MELISSACHESTER | 14 | “Don’t Cry Out Loud” singer |
| 78% | ARI | 3 | "No Tears Left To Cry" singer Grande's nickname |
| 78% | ARI | 3 | "No Tears Left to Cry" singer Grande, to fans |
| 78% | ONO | 3 | Singer whose name sounds like a cry |
| 78% | PRINCE | 6 | Singer of When Doves Cry, Raspberry Beret |
| 76% | UNDERWOOD | 9 | Singer Carrie with an album called Cry Pretty |
| 76% | ETTA | 4 | “All I Could Do Was Cry” singer James |
| 76% | SUE | 3 | "Sad Movies (Make Me Cry)" country singer Thompson |
| 74% | OCEAN | 5 | "There'll Be Sad Songs (To Make You Cry)" singer Billy |
| 74% | ONO | 3 | Singer whose name sounds like a cry of dismay |
| 74% | ONO | 3 | Singer whose name sounds like a cry of horror |
| 74% | COVINGTON | 9 | Singer Julie, of Don't Cry for Me Argentina |
| 73% | EVA | 3 | "Don't Cry For Me Argentina" singer |
| 73% | LIAM | 4 | "Stop Crying Your Heart Out" singer Gallagher |
| 70% | TREE | 4 | "Cowboys Don't Cry" singer Oliver, whose last name rhymes with a number |
| 69% | LESLEY | 6 | __ Gore, I'll Cry If I Want To singer |
| 69% | CABELLO | 7 | Camila, singer of 2017's Crying in the Club |
| 68% | BJTHOMAS | 8 | Singer with the 1966 hit "I'm So Lonesome I Could Cry" |