| Milquetoasty | 12 |
| Like Tolkien's Bilbo Baggins | 32 |
| Like Piglet | 11 |
| Like Mr. Milquetoast | 20 |
| Lacking backbone | 16 |
| Hardly courageous | 17 |
| Far from assertive | 18 |
| Faint of heart | 14 |
| Describing Milquetoast | 22 |
| Clark Kentish | 13 |
| Chicken-livered | 15 |
| Adjective for a mouse | 21 |
| Like a beta, compared to an alpha | 33 |
| Shyness | 7 |
| Milquetoast quality | 19 |
| Without much conviction | 23 |
| In the manner of a milquetoast | 30 |
| Reason for shrinking | 20 |
| Recheckin' with a stopwatch? | 32 |
| Comic's asset | 17 |
| The when of an event | 20 |
| Strategist's consideration | 30 |
| One of Jack Benny's fortes | 30 |
| It's said to be everything | 30 |
| It's everything, so they say | 32 |
| It's everything, it's said | 34 |
| Everything, so they say | 23 |
| Comic's necessity | 21 |
| Comic's concern | 19 |
| Comedian's concern | 22 |
| Comedian's art | 18 |
| Car-engine valve controller | 27 |
| Engine-valve regulator | 22 |
| Stopwatch info | 14 |
| Auto mechanics set them | 23 |
| Auto adjustments | 16 |
| Not faithful, literally | 23 |
| Taylor Swift's debut single (named after another country singer) | 68 |
| Country and Western singer whose backup band is The Dancehall Doctors | 69 |
| "Live Like You Were Dying" singer | 43 |
| Portrayer of the "SNL" Ladies' Man | 48 |
| Longtime "SNL" star | 29 |
| Pioneering black comedian (whose signature line was "Oh, yeah!"), ___ Rogers | 86 |
| Classic TV comic whose tag line was "Oh ye-e-e-ah!" | 61 |
| George "Kingfish" Stevens of TV's "Amos 'n' Andy" | 81 |
| Lad in TV's "Lassie" | 34 |
| Name for a small boy | 20 |
| Lassie's TV owner | 21 |
| Lassie's master after Jeff | 30 |
| Handicapped boy on "South Park" | 41 |
| Boy with a canine pal, in 50's TV | 37 |
| "Lassie" kid and others | 33 |
| Shakespearean misanthrope | 25 |
| Shakespeare's "___ of Athens" | 43 |
| Pumbaa's cartoon buddy | 26 |
| "___ of Athens" | 25 |
| Title character in Shakespeare | 30 |
| Shakespearean title role | 24 |
| Shakespearean Athenian | 22 |
| Shakespeare's misanthrope | 29 |
| Shakespeare's Athenian misanthrope | 38 |
| Meerkat in "The Lion King" | 36 |
| Athenian of drama | 17 |
| Athenian misanthrope | 20 |
| "_____ of Athens" | 27 |
| The Bard's Athenian misanthrope | 35 |
| Shakespearean nobleman | 22 |
| Shakespeare's title Athenian | 32 |
| Shakespeare's testy Athenian | 32 |
| Shakespeare's misanthropic Athenian | 39 |
| Shakespeare's man of Athens | 31 |
| Shakespeare's Athenian | 26 |
| Pumbaa's pal in "The Lion King" | 45 |
| Pumbaa's pal | 16 |
| Misanthrope of Athens | 21 |
| Meerkat in ''The Lion King'' | 44 |
| Greek satirist | 14 |
| Famous Athenian skeptic | 23 |
| Bard's Athenian | 19 |
| Athenian Shakespeare hero | 25 |
| Athenian Shakespeare character | 30 |
| "--- of Athens" (Shakespeare) | 39 |
| ''___ of Athens'' (Shakespeare) | 47 |
| ____ of Athens | 14 |
| Increased pay rate, Bard-style? | 31 |
| Duo from "The Lion King" | 34 |
| Shakespeare's hens | 22 |
| Tragedy about a misanthrope | 27 |
| Greek misanthrope about whom Shakespeare wrote a play | 53 |
| Athens man and others | 21 |
| Shakespearean character ended in a deadlock? | 44 |
| East ___ (Southeast Asian state) | 32 |
| Island north of Australia | 25 |
| Largest of the Lesser Sundas | 28 |
| Southeast Asian island | 22 |
| Part of the Malay Archipelago | 29 |
| Malayan island | 14 |
| Kupang's island | 19 |
| It's south of the Banda Sea | 31 |
| Island shared by two countries | 30 |