| 100% | WRY | 3 | Like dry humor (and a rhyme for "dry") |
| 52% | WRY | 3 | Like some humor that aptly rhymes with "dry" |
| 52% | WRY | 3 | Twisted and dry, like some humor |
| 51% | COM | 3 | Rom-___, rhyming phrase that refers to a genre that's filled with love and humor, just like "Crazy, Stupid, Love" |
| 51% | WRY | 3 | Type of humor and rhymes with dry |
| 50% | LEGUME | 6 | A dry fruit inside a pod like peas and beans |
| 50% | RAPIERWIT | 9 | Sharp, cutting humor and insight, like a sword |
| 50% | LEGIT | 5 | Like a fair and official contract, for short |
| 50% | TRITE | 5 | Like the expressions "a dime a dozen" and "a penny for your thoughts" |
| 49% | BREAKINGTHROUGH | 15 | With 56-Across, successful like Jackie Robinson [and a hint for 22-, 35- and 49-Across] |
| 49% | BTOB | 4 | Like intercompany trade, for short, and a hint to the starred answers |
| 49% | TRANS | 5 | Like someone associated with a blue, pink and white flag, for short |
| 49% | IDIOMS | 6 | "Sell like hotcakes" and "call it a day," for example |
| 49% | CATCONDO | 8 | Tower for a pet who likes to climb and hide |
| 48% | WITHERS | 7 | Shrivels and dries, like a plant |
| 48% | HERBS | 5 | A plant dried and used for medicines or cooking |
| 47% | NEHI | 4 | Soda brand that sounds like a descriptor for some boots and socks |
| 47% | APT | 3 | Like the name "Swift" for a track and field athlete |
| 47% | WRY | 3 | Apt rhyme for "dry," humor-wise |
| 46% | WITHER | 6 | Become dry and begin to decay, like a plant |
| 46% | WRY | 3 | Like dry humor |
| 46% | ALLSPICE | 8 | Sounds like a lot of flavor for one dried berry |
| 45% | WHO | 3 | The ___, a rock band known for hits like "My Generation" and "Pinball Wizard" |
| 45% | BACK | 4 | "There's a little too much ___ and forth for my liking..." |
| 45% | VENICE | 6 | Italian city that was a wedding destination for celeb couples like George Clooney and Amal Alamuddin |
| 44% | DRY | 3 | Like some humor and martinis |
| 44% | DRY | 3 | Like some humor and wine |
| 44% | DARK | 4 | Like some humor and chocolate |
| 44% | TOP | 3 | ZZ ___, a famed rock band known for hits like "Black Betty" and "Cheap Sunglasses" |
| 44% | ALL | 3 | ___ Saints, a girl group known for hit songs like "Lady Marmalade" and "Never Ever" |