| 100% | THECATCHERINTHERYE | 18 | Coming-of-age novel about a teenage boy and his isolation [1951, 1986] |
| 44% | FUDGE | 5 | Former TV series based on Judy Blume novels about a boy and his annoying younger brother |
| 44% | NICKHORNBY | 10 | Author of novels About A Boy and A Long Way Down |
| 40% | HORNBY | 6 | Nick —, author of novels About A Boy and A Long Way Down |
| 39% | FLICKA | 6 | "My Friend ___" (novel about a boy and his horse) |
| 37% | THEGIVINGTREE | 13 | Shel Silverstein book about a little boy and his generous friend: 3 wds. |
| 37% | AGE | 3 | "Ice ___," animated film about a mammoth and his band of friends |
| 36% | TARBABY | 7 | 1981 novel about the interplay of privilege and poverty in a Caribbean romance |
| 36% | THETALISMAN | 11 | Stephen King and Peter Straub novel about a boy seeking a magical artifact that can heal his sick mother, featuring a Michigan college |
| 36% | ALANSILLITOE | 12 | Author of novels A Man of His Time and Birthday |
| 36% | KELMAN | 6 | James —, author of novels A Disaffection and Kieron Smith, Boy |
| 35% | ZITS | 4 | Comic strip about a teenage boy |
| 35% | NICHOLAS | 8 | With 62 Across, Charles Dickens novel about a man trying to support his sister and widowed mother, featuring a Maine college |
| 35% | DEALBREAKER | 11 | Harlan Coben novel about a sports agent investigating the disappearance of his star client's ex-girlfriend, featuring an Iowa university |
| 34% | WHITE | 5 | Edmund —, author of novels A Boy's Own Story and The Farewell Symphony |
| 34% | GENTLEBEN | 9 | 1960's series about a boy and his bear |
| 34% | GENTLEBEN | 9 | '60s TV show about a boy and his bear |
| 34% | SONG | 4 | "___ of the Sea," 2014 animated ocean movie about a boy and his sister |
| 34% | COME | 4 | "On the __ Up": Angie Thomas novel about a teenage rapper |
| 34% | LASTPICTURESHOW | 15 | *1971 film about coming of age in a small, one-cinema Texas town, with "The" |
| 33% | ROOM | 4 | "The Locked ___," 1986 novel by Paul Auster that is a part of his New York trilogy |
| 33% | CARRIE | 6 | Stephen King novel about a prom and telekinesis |
| 32% | STEED | 5 | "The ___" (2019 film about a boy and his horse) |
| 32% | ABOUTABOY | 9 | Coming-of-age novel that spawned a 2002 film |
| 32% | GOD | 3 | "To a ___ Unknown," novel by American author John Steinbeck about the relationship of a man to his land |
| 32% | SIMON | 5 | "___ vs. the Homo Sapiens Agenda," 2015 novel by Becky Albertalli about the struggles of a high school boy |
| 32% | MASTERKEY | 9 | The __, L. Frank Baum novel about a boy called Rob |
| 32% | SALEMSLOT | 9 | Stephen King novel about a town of vampires: 2 wds. |
| 32% | HOLLANDTAYLOR | 13 | "Two and a Half Men" actress who came out of the closet in 2015 at age 72: 2 wds. |
| 32% | HENRYANDRIBSY | 13 | One in a series of books by 46-Across about a boy and his dog: 3 wds. |