| Most recently | 13 |
| Most recent player to win MVP, All-Star Game MVP, and Finals MVP in one season | 78 |
| Most recent news | 16 |
| Most recent music | 17 |
| Most recent glacial period | 26 |
| Most recent box office arrival, probably | 40 |
| Most recent 600-homer club member | 33 |
| Most recent | 11 |
| Most reasonable | 15 |
| Most real | 9 |
| Most ready for plucking | 23 |
| Most ready for picking | 22 |
| Most ready for commitment? | 26 |
| Most ready for a nap | 20 |
| Most ready | 10 |
| Most reactive element | 21 |
| Most rawboned | 13 |
| Most raunchy | 12 |
| Most raucous | 12 |
| Most rational | 13 |
| Most raspy, as a voice | 22 |
| Most raspy | 10 |
| Most radios | 11 |
| Most racers, after the race | 27 |
| Most race tracks | 16 |
| Most quoted author | 18 |
| Most quirky | 11 |
| Most quiet | 10 |
| Most quickly | 12 |
| Most quick-to-learn | 19 |
| Most questionable | 17 |
| Most queer | 10 |
| Most quarrelsome | 16 |
| Most qualified to serve? | 24 |
| Most qualified to serve | 23 |
| Most qualified | 14 |
| Most puzzle constructors | 24 |
| Most put out | 12 |
| Most puckery | 12 |
| Most pucker-producing | 21 |
| Most PSAT takers | 16 |
| Most prying | 11 |
| Most prudent | 12 |
| Most proximate | 14 |
| Most provoked | 13 |
| Most provocative | 16 |
| Most protracted | 15 |
| Most prosecutors: Abbr. | 23 |
| Most proper | 11 |
| Most prone to play "Grand Theft Auto V" and eatDoritos all day | 72 |
| Most prone to brooding | 22 |
| Most promptly | 13 |
| Most prompt | 11 |
| Most promising options with recycling? | 38 |
| Most promising | 14 |
| Most prominent position | 23 |
| Most prolific auth. | 19 |
| Most profound | 13 |
| Most profitable, as a business contract | 39 |
| Most productive QB passes | 25 |
| Most problematical | 18 |
| Most probably | 13 |
| Most prized, often | 18 |
| Most prized asset | 17 |
| Most prized | 11 |
| Most primitive | 14 |
| Most prickly | 12 |
| Most pricey | 11 |
| Most pretentious | 16 |
| Most presumptuous | 17 |
| Most Prestwick Airport patrons | 30 |
| Most preferred, slangily | 24 |
| Most preferred, in chat room slang | 34 |
| Most preferred | 14 |
| Most precise | 12 |
| Most precious | 13 |
| Most powerful workstation, perhaps | 34 |
| Most powerful workstation | 25 |
| Most powerful of the Aesir | 26 |
| Most positive | 13 |
| Most populous state, in college nicknames | 41 |
| Most populous state capital | 27 |
| Most populous province | 22 |
| Most populous place | 19 |
| Most populous of the United Arab Emirates | 41 |
| Most populous nation | 20 |
| Most populous N.Y.C. boro | 25 |
| Most populous member of the British Commonwealth | 48 |
| Most populous Hawaiian island | 29 |
| Most populous county of Idaho | 29 |
| Most populous county in upstate New York | 40 |
| Most populous county in New England | 35 |
| Most populous county in Idaho | 29 |
| Most populous country, for short | 32 |
| Most populous continent | 23 |
| Most populous city in Southeast Asia | 36 |
| Most populous city in South Dakota | 34 |
| Most populous Canadian province | 31 |
| Most populous Canadian prov. | 28 |
| Most populous Australian city | 29 |