| "The October Man" novelist | 36 |
| "The Odd Couple" card game | 36 |
| "The Odd Couple" character | 36 |
| "The Odd Couple" director | 35 |
| "The Odd Couple" director Gene | 40 |
| "The Odd Couple" director, 1968 | 41 |
| "The Odd Couple" film star | 36 |
| "The Odd Couple" neatnik | 34 |
| "The Odd Couple" playwright | 37 |
| "The Odd Couple" playwright Simon | 43 |
| "The Odd Couple" role | 31 |
| "The Odd Couple" setting | 34 |
| "The Odd Couple" slob | 31 |
| "The Odd Couple" spinoff | 34 |
| "The Odd Couple," e.g. | 32 |
| "The Odd Couple," for one? | 36 |
| "The Odds Against Me" autobiographer John | 51 |
| "The odds ___ ..." | 28 |
| "The Odious ___" (children's book written by Norton Juster and illustrated by Jules Feiffer) | 106 |
| "The Odyssey" enchantress | 35 |
| "The Odyssey", e.g. | 29 |
| "The Odyssey," for one | 32 |
| "The Office Machine" author? | 38 |
| "The Office" accountant | 33 |
| "The Office" actor Steve made up of many parts? | 57 |
| "The Office" address | 30 |
| "The Office" address? | 31 |
| "The Office" airer | 28 |
| "The Office" channel | 30 |
| "The Office" character | 32 |
| "The Office" city | 27 |
| "The Office" home | 27 |
| "The Office" line: "That's what ___" | 60 |
| "The Office" network | 30 |
| "The Office" or "30 Rock" | 45 |
| "The Office" or "House" | 43 |
| "The Office" or "M*A*S*H" | 45 |
| "The Office" or "MASH" | 42 |
| "The Office" receptionist | 35 |
| "The Office" receptionist Beesly | 42 |
| "The Office" sycophant | 32 |
| "The Office" unit | 27 |
| "The Office" woman | 28 |
| "The Official Preppy Handbook" author Birnbach | 56 |
| "The Official Preppy Handbook" editor Birnbach | 56 |
| "The Old --- Bucket" (Samuel Woodworth poem) | 54 |
| "The Old Curiosity Shop" girl | 39 |
| "The Old Curiosity Shop" heroine | 42 |
| "The Old Curiosity Shop" villain | 42 |
| "The Old Devils" author | 33 |
| "The Old Devils" author Kingsley | 42 |
| "The Old Devils" author: 1986 | 39 |
| "The Old Devils" novelist | 35 |
| "The old grind" for many | 34 |
| "The Old Guitarist" painter | 37 |
| "The Old Maid" dramatist Akins | 40 |
| "The Old Maid" playwright Zo‰ | 43 |
| "The Old Man and the Sea" catch | 41 |
| "The Old Man and the Sea" craft | 41 |
| "The Old Man and the Sea" fish | 40 |
| "The Old Man and the Sea" protagonist | 47 |
| "The Old Man and the Sea," for one | 44 |
| "The Old Man and the ___" | 35 |
| "The Old Religion" novelist | 37 |
| "The Old Sod" | 23 |
| "The Old Swimmin'-Hole" poet | 42 |
| "The Old Wives' Tale" dramatist | 45 |
| "The Old Wives' Tale" dramatist George | 52 |
| "The Old Wives' Tale" playwright | 46 |
| "The Old Wives' Tale" playwright George | 53 |
| "The old ___ . . . " | 30 |
| "The Old ___ Bucket" | 30 |
| "The Old ___ Bucket" (Woodworth poem) | 47 |
| "The Old _____ Bucket" | 32 |
| "The old-fashioned way" to make money, in an old ad | 61 |
| "The Old-Time Saloon" author | 38 |
| "The Older ___" Skillet | 33 |
| "The oldest and strongest emotion of mankind," per H. P. Lovecraft | 76 |
| "The Olympics can no more have a deficit than a man can have a baby", he said | 87 |
| "The Omega Man" star, 1971 | 36 |
| "The Omen" actress Remick | 35 |
| "The Omnivore's Dilemma" topic | 44 |
| "The Once and Future King" figure | 43 |
| "The Once and Future King" novelist | 45 |
| "The one and only true love ___ least it seems" (CeCe Peniston, "Finally") | 94 |
| "The one beer to have when you're having more than one" brewer | 76 |
| "The one beer to have when you're having more than one" sloganeer | 79 |
| "The One I Love" band | 31 |
| "The One I Love" group | 32 |
| "The One I Love" singers | 34 |
| "The one that got away" | 33 |
| "The one that got away" and others | 44 |
| "The one that got away" retelling | 43 |
| "The one that got away," e.g. | 39 |
| "The one that got away," say | 38 |
| "The One" in "The Matrix" | 45 |
| "The One" played by Keanu | 35 |
| "The One," in a 1999 sci-fi film | 42 |
| "The one-l lama," to Ogden Nash | 41 |
| "The ones over there" | 31 |