| 100% | SON | 3 | "My boy..." |
| 100% | SONS | 4 | My boys |
| 81% | LOLLIPOP | 8 | My Boy __, first ska no. 1, for Millie |
| 80% | EVA | 3 | "That's My Boy" actress ___ Amurri |
| 79% | HES | 3 | "___ My Boy" ("Everybody's Talking About Jamie" song) |
| 78% | EVA | 3 | Actress Amurri from "That's My Boy" |
| 75% | THE | 3 | "___ Boy Is Mine" |
| 72% | NSYNC | 5 | "Tearin' Up My Heart" boy band |
| 71% | ARE | 3 | "You ___ my fire ..." (Backstreet Boys lyrics) |
| 71% | SON | 3 | "My boy" |
| 70% | HES | 3 | "___ My Sunny Boy" (Diana Ross & the Supremes song) |
| 69% | SENORITA | 8 | "You're my little ___" Los Lonely Boys |
| 68% | OATH | 4 | Boy Scout ___ (recitation that begins "On my honor ...") |
| 66% | RHONDA | 6 | She "caught my eye" in a Beach Boys song |
| 64% | BART | 4 | "The Simpsons" boy who cries "Eat my shorts!" |
| 63% | BRANDY | 6 | She sang "The Boy is Mine" with Monica |
| 63% | ANN | 3 | "The Boys of My Youth" writer Jo ___ Beard |
| 63% | ANN | 3 | "The Boys of My Youth" writer Jo __ Beard |
| 62% | EMOPOP | 6 | Genre for Fall Out Boy and My Chemical Romance |
| 61% | MONICA | 6 | She duetted with Brandy on "The Boy Is Mine" |
| 61% | ARI | 3 | Singer Grande of "The Boy Is Mine," to fans |
| 60% | SON | 3 | Address like ''my boy'' |
| 60% | CALVIN | 6 | Comics boy who says "Reality continues to ruin my life" |
| 60% | DUET | 4 | Brandy and Monica's "The Boy Is Mine," e.g. |
| 58% | SELDOM | 6 | "I am just a poor boy though my story's __ told" |
| 58% | ARMS | 4 | "... and boy, are my ___ tired!" (punchline to a corny airplane joke) |
| 56% | TONYPARSONS | 11 | Author of novels Men from the Boys and One for My Baby |
| 54% | STAN | 4 | "South Park" boy who's always crying "Oh my God, they killed Kenny!" |
| 54% | HESSOSHY | 8 | 1980 hit with the lyric "That sweet little boy who caught my eye" |
| 54% | IMASHAMED | 9 | "Boy, is my face red!" |