| "The Other Side of Midnight" writer Sidney | 52 |
| "The Other Reindeer" of kiddie lit | 44 |
| "The other one, too" | 30 |
| "The Other Normals" author Vizzini | 44 |
| "The other day my nephew's computer beat me at chess. But it was no match for me at kickboxing" comedian | 118 |
| "The Other Boleyn Girl" actor Eric | 44 |
| "The ostrich roams the great ___. / Its mouth is wide, its neck is narra": Ogden Nash | 95 |
| "The Osbournes" shower | 32 |
| "The Osbournes" patriarch | 35 |
| "The Osbournes" mom | 29 |
| "The Osbournes" dad | 29 |
| "The Osbournes" airer | 31 |
| "The Origins of Totalitarianism" author | 49 |
| "The original sneaker" sloganeer | 42 |
| "The original gourmet" candy bean | 43 |
| "The Origin of Species" concept | 41 |
| "The Oriental Ballet" designer | 40 |
| "The orb of the day" | 30 |
| "The Oracle of ___" (epithet for Warren Buffett) | 58 |
| "The Oracle of Omaha" | 31 |
| "The Optimist's Daughter" writer | 46 |
| "The Optimist's Daughter" novelist Welty | 54 |
| "The Optimist's Daughter" author | 46 |
| "The Opposite of Sex" writer/director Don | 51 |
| "The Opposite of Fate" author | 39 |
| "The Opening of the Fifth Seal" painter | 49 |
| "The Open Window" writer | 34 |
| "The Open Window" storywriter | 39 |
| "The Open Window" storyteller | 39 |
| "The Open Window" story writer | 40 |
| "The Open Window" pen name | 36 |
| "The Open Window" creator | 35 |
| "The Open Window" author | 34 |
| "The only ___ Son . . . ": John 1:18 | 46 |
| "The only way to run away without leaving home," per Twyla Tharp | 74 |
| "The only time I'm nervous or scared is when I'm NOT talking" speaker | 87 |
| "The only thing we have ___ . . . ": F.D.R. | 53 |
| "The only thing we have to ___ is ..." | 48 |
| "The only thing we have to fear is fear ___": F.D.R. | 62 |
| "The only thing we have to fear is fear ___" | 54 |
| "The only thing we have --- is..." | 44 |
| "The only sure bait when you angle for praise": Lord Chesterfield | 75 |
| "The only rule is that there ___ rules" | 49 |
| "The only reason for time is __ everything doesn't happen at once": Einstein | 90 |
| "The only poor fellows in the world whom anyone will flatter": Pope | 77 |
| "The only horrible thing in the world is __": Wilde | 61 |
| "The only animal that blushes," per Twain | 51 |
| "The only animal that blushes" | 40 |
| "The only American invention as perfect as the sonnet," per H. L. Mencken | 83 |
| "The Onion" section | 29 |
| "The Onion" genre | 27 |
| "The Onion Row" author? | 33 |
| "The Onion Field" author Wambaugh | 43 |
| "The ones over there" | 31 |
| "The one-l lama," to Ogden Nash | 41 |
| "The One," in a 1999 sci-fi film | 42 |
| "The One" played by Keanu | 35 |
| "The One" in "The Matrix" | 45 |
| "The one that got away," say | 38 |
| "The one that got away," e.g. | 39 |
| "The one that got away" retelling | 43 |
| "The one that got away" and others | 44 |
| "The one that got away" | 33 |
| "The One I Love" singers | 34 |
| "The One I Love" group | 32 |
| "The One I Love" band | 31 |
| "The one beer to have when you're having more than one" sloganeer | 79 |
| "The one beer to have when you're having more than one" brewer | 76 |
| "The one and only true love ___ least it seems" (CeCe Peniston, "Finally") | 94 |
| "The Once and Future King" novelist | 45 |
| "The Once and Future King" figure | 43 |
| "The Omnivore's Dilemma" topic | 44 |
| "The Omen" actress Remick | 35 |
| "The Omega Man" star, 1971 | 36 |
| "The Olympics can no more have a deficit than a man can have a baby", he said | 87 |
| "The oldest and strongest emotion of mankind," per H. P. Lovecraft | 76 |
| "The Older ___" Skillet | 33 |
| "The Old-Time Saloon" author | 38 |
| "The old-fashioned way" to make money, in an old ad | 61 |
| "The Old _____ Bucket" | 32 |
| "The Old ___ Bucket" (Woodworth poem) | 47 |
| "The Old ___ Bucket" | 30 |
| "The old ___ . . . " | 30 |
| "The Old Wives' Tale" playwright George | 53 |
| "The Old Wives' Tale" playwright | 46 |
| "The Old Wives' Tale" dramatist George | 52 |
| "The Old Wives' Tale" dramatist | 45 |
| "The Old Swimmin'-Hole" poet | 42 |
| "The Old Sod" | 23 |
| "The Old Religion" novelist | 37 |
| "The Old Man and the ___" | 35 |
| "The Old Man and the Sea," for one | 44 |
| "The Old Man and the Sea" protagonist | 47 |
| "The Old Man and the Sea" fish | 40 |
| "The Old Man and the Sea" craft | 41 |
| "The Old Man and the Sea" catch | 41 |
| "The Old Maid" playwright Zo‰ | 43 |
| "The Old Maid" dramatist Akins | 40 |
| "The Old Guitarist" painter | 37 |
| "The old grind" for many | 34 |