| 100% | HOBBES | 6 | 33-Across's partner in a comic strip about a boy and his tiger |
| 91% | CALVIN | 6 | 35-Across's partner in a comic strip about a boy and his tiger |
| 45% | DILBERT | 7 | Comic strip about a technically minded engineer and his workplace |
| 43% | GENTLEBEN | 9 | 1960's series about a boy and his bear |
| 42% | HENRYANDRIBSY | 13 | One in a series of books by 46-Across about a boy and his dog: 3 wds. |
| 41% | HOBBES | 6 | Fictional stuffed tiger who is Calvin's companion in a comic strip |
| 41% | YELLER | 6 | Old __ is a 1957 movie about a boy and his dog |
| 40% | ZITS | 4 | Comic strip about a teenage boy |
| 40% | STEED | 5 | "The ___" (2019 film about a boy and his horse) |
| 40% | FLICKA | 6 | "My Friend ___" (novel about a boy and his horse) |
| 40% | GENTLEBEN | 9 | '60s TV show about a boy and his bear |
| 39% | TERRY | 5 | "___ and the Pirates," adventure comic strip by Milton Caniff which follows a young American boy in China |
| 38% | GARFIELD | 8 | Comic strip about a cat, a dog, and Jon Arbuckle |
| 38% | NANCY | 5 | Comic strip about a sassy girl and her friend Sluggo |
| 38% | SONG | 4 | "___ of the Sea," 2014 animated ocean movie about a boy and his sister |
| 38% | ROMEO | 5 | 48-Across's partner in a Shakespeare play about lovers from rival families |
| 38% | JULIET | 6 | 45-Across's partner in a Shakespeare play about lovers from rival families |
| 38% | LACEY | 5 | 18-Across's partner in a 1980s drama about two female police detectives |
| 38% | CAGNEY | 6 | 20-Across's partner in a 1980s drama about two female police detectives |
| 38% | CATHY | 5 | Comic strip about a single woman who finally married Irving in 2005 |
| 37% | FUDGE | 5 | Former TV series based on Judy Blume novels about a boy and his annoying younger brother |
| 36% | TED | 3 | Movie starring Mark Wahlberg, about the relationship between a boy and his live teddy bear |
| 35% | DOT | 3 | Ditto's twin sister in the comic strip "Hi and Lois" |
| 35% | LIFEOFPI | 8 | 2012 Ang Lee film about a shipwrecked boy and tiger: 3 wds. |
| 35% | LIFEOFPI | 8 | Boy and tiger share a small boat in this movie |
| 35% | ODIE | 4 | Garfield's dog frenemy, in a comic strip |
| 35% | TINTIN | 6 | Boy reporter and adventurer in comic strips by Herge from 1929 |
| 34% | THEHOUSEATPOOHCORNER | 20 | ''. . . in that enchanted place . . . a little boy and his Bear will always be playing'' (1928) |
| 34% | LIFEOFPI | 8 | Book and movie about a boy on a boat with a tiger: 3 wds. |
| 34% | LIFEOFPI | 8 | Ang Lee film about a shipwrecked boy and a tiger |