| Preppy wear | 11 |
| Preppy town in Mass. | 20 |
| Preppy top | 10 |
| Preppy sportswear label | 23 |
| Preppy sock patterns | 20 |
| Preppy shirts | 13 |
| Preppy shirt label | 18 |
| Preppy shirt brand | 18 |
| Preppy shirt | 12 |
| Preppy school | 13 |
| Preppy label | 12 |
| Preppy jackets | 14 |
| Preppy jacket | 13 |
| Preppy English school | 21 |
| Preppy collars | 14 |
| Preppy clothing brand | 21 |
| Preppy cheer | 12 |
| Preppy brand | 12 |
| Prepping place | 14 |
| Prepping for inspection, as a weapon | 36 |
| Preppies, British style | 23 |
| Preppie's word of address | 29 |
| Prepped, apple-wise | 19 |
| Prepped for streaking | 21 |
| Prepped for skiing | 18 |
| Preposterous publicity | 22 |
| Preposterous notion | 19 |
| Preposterous | 12 |
| Prepossessions | 14 |
| Prepossession | 13 |
| Prepositions are not good ___ | 29 |
| Prepositional palindrome | 24 |
| Preposition with three homophones | 33 |
| Preposition with multiple homonyms | 34 |
| Preposition with an apostrophe | 30 |
| Preposition used when parking | 29 |
| Preposition used by Clement Moore | 33 |
| Preposition used by bards | 25 |
| Preposition that may come before long | 37 |
| Preposition that also describes some mathematical functions | 59 |
| Preposition on a business-hours sign | 36 |
| Preposition often seen in crosswords | 36 |
| Preposition of source | 21 |
| Preposition of division | 23 |
| Preposition in poetry | 21 |
| Preposition in old poetry | 25 |
| Preposition in musical directions | 33 |
| Preposition in many Grafton titles | 34 |
| Preposition in British place names | 34 |
| Preposition in a division problem | 33 |
| Preposition in "Jingle Bells" | 39 |
| Preposition for Poirot | 22 |
| Preposition between along and among, alphabetically | 51 |
| Preposition before now | 22 |
| Preposition before "now" | 34 |
| Preposition before ''ramparts'' in an anthem | 60 |
| Preposition | 11 |
| Preponderant international influence | 36 |
| Preponderance | 13 |
| Preplay performance | 19 |
| Preplastic toy material | 23 |
| Preplanned funeral? | 19 |
| Prepayments to authors | 22 |
| Prepay, with "up" | 27 |
| Prepay the pot | 14 |
| Preparing, with "up" | 30 |
| Preparing, as cold cuts | 23 |
| Preparing, as a layout, with "up" | 43 |
| Preparing veal cutlets | 22 |
| Preparing to use, as a hose | 27 |
| Preparing to take too much | 26 |
| Preparing to steal, perhaps | 27 |
| Preparing to save at the supermarket | 36 |
| Preparing to sail, perhaps | 26 |
| Preparing to retire, in slang | 29 |
| Preparing to kick or drive | 26 |
| Preparing to get shot | 21 |
| Preparing to fire | 17 |
| Preparing to eat, in a way | 26 |
| Preparing to drive, with "up" | 39 |
| Preparing to drive (with ''up'') | 48 |
| Preparing to drive | 18 |
| Preparing to bloom | 18 |
| Preparing to be shot, say | 25 |
| Preparing to be photographed | 28 |
| Preparing to be laid up | 23 |
| Preparing to affix, as a stamp | 30 |
| Preparing the way (to) | 22 |
| Preparing steaks | 16 |
| Preparing potatoes, as a GI | 27 |
| Preparing peppers, perhaps | 26 |
| Preparing one's home for cold weather | 41 |
| Preparing lumber | 16 |
| Preparing Jack for the game? | 28 |
| Preparing hash for G.I. Joe, say | 32 |
| Preparing guitarist Paul for a concert? | 39 |
| Preparing greens | 16 |
| Preparing for YouTube | 21 |
| Preparing for yet another trip | 30 |
| Preparing for war | 17 |