| Most prized asset | 17 |
| Most prized, often | 18 |
| Most probably | 13 |
| Most problematical | 18 |
| Most productive QB passes | 25 |
| Most profitable, as a business contract | 39 |
| Most profound | 13 |
| Most prolific auth. | 19 |
| Most prominent position | 23 |
| Most promising | 14 |
| Most promising options with recycling? | 38 |
| Most prompt | 11 |
| Most promptly | 13 |
| Most prone to brooding | 22 |
| Most prone to play "Grand Theft Auto V" and eatDoritos all day | 72 |
| Most proper | 11 |
| Most prosecutors: Abbr. | 23 |
| Most protracted | 15 |
| Most provocative | 16 |
| Most provoked | 13 |
| Most proximate | 14 |
| Most prudent | 12 |
| Most prying | 11 |
| Most PSAT takers | 16 |
| Most pucker-producing | 21 |
| Most puckery | 12 |
| Most put out | 12 |
| Most puzzle constructors | 24 |
| Most qualified | 14 |
| Most qualified to serve | 23 |
| Most qualified to serve? | 24 |
| Most quarrelsome | 16 |
| Most queer | 10 |
| Most questionable | 17 |
| Most quick-to-learn | 19 |
| Most quickly | 12 |
| Most quiet | 10 |
| Most quirky | 11 |
| Most quoted author | 18 |
| Most race tracks | 16 |
| Most racers, after the race | 27 |
| Most radios | 11 |
| Most raspy | 10 |
| Most raspy, as a voice | 22 |
| Most rational | 13 |
| Most raucous | 12 |
| Most raunchy | 12 |
| Most rawboned | 13 |
| Most reactive element | 21 |
| Most ready | 10 |
| Most ready for a nap | 20 |
| Most ready for commitment? | 26 |
| Most ready for picking | 22 |
| Most ready for plucking | 23 |
| Most real | 9 |
| Most reasonable | 15 |
| Most recent | 11 |
| Most recent 600-homer club member | 33 |
| Most recent box office arrival, probably | 40 |
| Most recent glacial period | 26 |
| Most recent music | 17 |
| Most recent news | 16 |
| Most recent player to win MVP, All-Star Game MVP, and Finals MVP in one season | 78 |
| Most recently | 13 |
| Most recently from | 18 |
| Most recently introduced | 24 |
| Most recently out of rompers | 28 |
| Most recently produced | 22 |
| Most reckless | 13 |
| Most red | 8 |
| Most red, maybe | 15 |
| Most refined | 12 |
| Most refined and sophisticated | 30 |
| Most relaxed | 12 |
| Most reliable | 13 |
| Most religiously homogeneous state in America | 45 |
| Most remote | 11 |
| Most repellent | 14 |
| Most reprehensible | 18 |
| Most reprehensible, as motives | 30 |
| Most repulsive | 14 |
| Most resentful | 14 |
| Most reserved | 13 |
| Most resourceful | 16 |
| Most respected, perhaps | 23 |
| Most respectful (of) | 20 |
| Most restless | 13 |
| Most restricted, filmwise | 25 |
| Most ret. people | 16 |
| Most retirees: Abbr. | 20 |
| Most revered | 12 |
| Most revered person in the land, in Boston? | 43 |
| Most revolting | 14 |
| Most rigid | 10 |
| Most Ripleyesque | 16 |
| Most risqué | 14 |
| Most ritzy | 10 |
| Most roadsters | 14 |
| Most robust | 11 |
| Most rough, as cliffs | 21 |