| ''The Shoop Shoop Song (It's ___ Kiss)'' | 60 |
| ''The Shoes of the Fisherman'' author | 53 |
| ''The shoe __ the other foot'' | 46 |
| ''The Shining'' author | 38 |
| ''The Shelters of Stone'' author | 48 |
| ''The Sheik'' star Valentino | 44 |
| ''The Sheik of ___'' | 36 |
| ''The Shawshank Redemption'' extra | 50 |
| ''The Seven Year Itch'' actor | 45 |
| ''The Seven Joys of Mary,'' e.g. | 48 |
| ''The Secret of ___'' (1982 film) | 49 |
| ''The Secret of the Old Clock'' sleuth | 54 |
| ''The Second of May, 1808'' artist | 50 |
| ''The Second Coming'' poet | 42 |
| ''The Screwtape Letters'' author | 48 |
| ''The Scarlet Letter'' topic | 44 |
| ''The Satanic Verses'' author | 45 |
| ''The Sandbox'' dramatist | 41 |
| ''The Russians Are Coming . . .'' Oscar nominee | 63 |
| ''The Rural Muse'' poet | 39 |
| ''The Running ___'' (1987) | 42 |
| ''The Rube's Honeymoon'' author Zane | 56 |
| ''The Rose'' penner | 35 |
| ''The Roof of the World'' | 41 |
| ''The Rome of Hungary'' | 39 |
| ''The Road Not Taken'' poet | 43 |
| ''The Rime of the Ancient Mariner'' bird | 56 |
| ''The Right Stuff'' group | 41 |
| ''The Right Stuff'' author | 42 |
| ''The Return of the Native'' setting | 52 |
| ''The results __!'' | 35 |
| ''The Republic'' writer | 39 |
| ''The Republic'' author | 39 |
| ''The Remains of the Day'' star | 47 |
| ''The Red Badge of Courage'' author | 51 |
| ''The Real World'' network | 42 |
| ''The Raven'' writer | 36 |
| ''The Raven'' opening | 37 |
| ''The Raven'' monogram | 38 |
| ''The Raven'' maiden | 36 |
| ''The Raven'' author | 36 |
| ''The Raven'' and ''Annabel Lee'' | 65 |
| ''The ramparts'' lead-in | 40 |
| ''The rain in ___ falls . . .'' | 47 |
| ''The racer's edge'' | 40 |
| ''The Quiet Man'' actress | 41 |
| ''The Quiet American'' writer Greene | 52 |
| ''The Queen'' star Mirren | 41 |
| ''The Queen of Soul'' Franklin | 46 |
| ''The Queen City'' | 34 |
| ''The Purpose Driven Life,'' for one | 52 |
| ''The Purple Rose of ___'' | 42 |
| ''The Purloined Letter'' writer | 47 |
| ''The Purloined Letter'' author | 47 |
| ''The Public Enemy'' sound effect | 49 |
| ''The Prophet'' author | 38 |
| ''The proof of the pudding ___ . . .'' | 54 |
| ''The Producers'' role | 38 |
| ''The Producers'' character | 43 |
| ''The Proclaimer'' muse | 39 |
| ''The Prisoner of ___'' | 39 |
| ''The Prince of ___'' | 37 |
| ''The Prince of Tides'' costar | 46 |
| ''The Prince and the Pauper'' star, 1937 | 56 |
| ''The Prince and the Pauper'' author | 52 |
| ''The Price Is Right'' network | 46 |
| ''The Price Is Right'' feature | 46 |
| ''The Price Is Right'' announcement | 51 |
| ''The Praise of Folly'' author | 46 |
| ''The Prairie Capital City'' | 44 |
| ''The Practice'' practice | 41 |
| ''The Power of Positive Thinking'' author | 57 |
| ''The Postman Always Rings Twice'' wife | 55 |
| ''The Polar Express'' extra | 43 |
| ''The Plough and the Stars'' playwright | 55 |
| ''The Playboy of the Western World'' author | 59 |
| ''The Planets'' composer | 40 |
| ''The plane! The plane!'' guy | 45 |
| ''The Plague'' setting | 38 |
| ''The Pirates of Penzance,'' notably | 52 |
| ''The Pirates of Penzance'' heroine | 51 |
| ''The Pink Panther'' director Edwards | 53 |
| ''The Pink Panther'' actor (2006) | 49 |
| ''The Pineapple Island'' | 40 |
| ''The Picture of Dorian ___'' | 45 |
| ''The Picture of Dorian Gray'' author | 53 |
| ''The Piano'' heroine | 37 |
| ''The Piano'' actress Paquin | 44 |
| ''The Phantom Menace'' planet | 45 |
| ''The Phantom Menace'' boy | 42 |
| ''The Persistence of Memory'' painter | 53 |
| ''The Persistence of Memory'' artist | 52 |
| ''The Periodic Table'' novelist Primo | 53 |
| ''The Perfect Fool'' | 36 |
| ''The Pawnbroker'' director | 43 |
| ''The Partridge Family'' co-star | 48 |
| ''The Partridge Family'' actress | 48 |
| ''The Parent ___'' (1961) | 41 |
| ''The Parent ___'' | 34 |
| ''The Pajama Game'' director | 44 |