| "The Odd Couple" spinoff | 34 |
| "The Odd Couple," e.g. | 32 |
| "The Odd Couple," for one? | 36 |
| "The Odyssey" enchantress | 35 |
| "The Odyssey," for one | 32 |
| "The Office Machine" author? | 38 |
| "The Office" accountant | 33 |
| "The Office" character | 32 |
| "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 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 Swimmin'-Hole" poet | 42 |
| "The Old Wives' Tale" dramatist | 45 |
| "The Old Wives' Tale" playwright | 46 |
| "The Old ___ Bucket" (Woodworth poem) | 47 |
| "The Old _____ Bucket" | 32 |
| "The Old-Time Saloon" author | 38 |
| "The Older ___" Skillet | 33 |
| "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 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 Onion Field" author Wambaugh | 43 |
| "The Onion Row" author? | 33 |
| "The only animal that blushes" | 40 |
| "The only rule is that there ___ rules" | 49 |
| "The only thing we have --- is..." | 44 |
| "The only thing we have to ___ is ..." | 48 |
| "The only ___ Son . . . ": John 1:18 | 46 |
| "The Open Window" author | 34 |
| "The Open Window" creator | 35 |
| "The Open Window" pen name | 36 |
| "The Open Window" story writer | 40 |
| "The Open Window" storyteller | 39 |
| "The Open Window" storywriter | 39 |
| "The Open Window" writer | 34 |
| "The Opening of the Fifth Seal" painter | 49 |
| "The Opposite of Fate" author | 39 |
| "The Optimist's Daughter" author | 46 |
| "The Optimist's Daughter" writer | 46 |
| "The Oriental Ballet" designer | 40 |
| "The Origin of Species" concept | 41 |
| "The original gourmet" candy bean | 43 |
| "The original sneaker" sloganeer | 42 |
| "The Origins of Totalitarianism" author | 49 |
| "The Osbournes" patriarch | 35 |
| "The Osbournes" shower | 32 |
| "The Other Boleyn Girl" actor Eric | 44 |
| "The Other Normals" author Vizzini | 44 |
| "The Other Reindeer" of kiddie lit | 44 |
| "The Other Side of Oz" autobiographer | 47 |
| "The Other Side of the Rainbow" author | 48 |
| "The other Steve" of Apple Computer | 45 |
| "The other white meat" | 32 |
| "The Other" author and others | 39 |
| "The other," in Spanish | 33 |
| "The otters are holding hands!" | 41 |
| "The Outcasts of Poker Flat" | 38 |
| "The Outcasts of Poker Flat" author | 45 |
| "The Outcasts of Poker Flat" writer | 45 |
| "The Outer Limits" extras | 35 |
| "The Outlaw Josey Wales" director | 43 |
| "The Outlaw ___ Wales" | 32 |
| "The Outlaws Is Coming" stars | 39 |
| "The Outsiders" actor Rob | 35 |
| "The Outsiders" author | 32 |