| Like Obama's office | 23 |
| Like Oberlin, since 1833 | 24 |
| Like objective data | 19 |
| Like objects dipped in liquid nitrogen | 38 |
| Like objects in a Newtonian law | 31 |
| Like obnoxiously colored clothes | 32 |
| Like oboe music | 15 |
| Like oboe notes | 15 |
| Like obscenities in family newspapers | 37 |
| Like obstacles | 14 |
| Like obstinate critters | 23 |
| Like obvious type | 17 |
| Like ocean air | 14 |
| Like ocean currents | 19 |
| Like ocean depths | 17 |
| Like ocean trenches | 19 |
| Like ocean water | 16 |
| Like oceanfront houses, often | 29 |
| Like oceanic islands | 20 |
| Like ocher | 10 |
| Like October leaves | 19 |
| Like octogenarians | 18 |
| Like octuplets? | 15 |
| Like oddly conjugated verbs: Abbr. | 34 |
| Like Odets' ''Waiting for Lefty'' | 53 |
| Like Odin | 9 |
| Like Odin and Thor | 18 |
| Like Odin or the Valkyries | 26 |
| Like odor-indicating lines, in comics | 37 |
| Like Odysseus or Theseus | 24 |
| Like Oedipus' marriage | 26 |
| Like Oedipus's curse in "Oedipus Rex" | 51 |
| Like off-color humor | 20 |
| Like off-season business | 24 |
| Like offenses one can get canned for | 36 |
| Like office managers, e.g. | 26 |
| Like Ogden Nash's lama | 26 |
| Like Ogden Nash's lama, in a poem | 37 |
| Like Ogden Nash's verse | 27 |
| Like ogres | 10 |
| Like oil by the barrel | 22 |
| Like oil directly from a well | 29 |
| Like Oksana Baiul? | 18 |
| Like old 78s | 12 |
| Like old age? | 13 |
| Like old album covers | 21 |
| Like old AM radio | 17 |
| Like old apples | 15 |
| Like old arguments | 18 |
| Like old attics | 15 |
| Like old autocratic Russia | 26 |
| Like old bargain stores | 23 |
| Like old bathwater | 18 |
| Like old battlefields | 21 |
| Like old blue jeans | 19 |
| Like old bread | 14 |
| Like old butter | 15 |
| Like old butts, sometimes | 25 |
| Like old candles at Christmas | 29 |
| Like old castles | 16 |
| Like old cigarettes | 19 |
| Like old cigars, maybe | 22 |
| Like old college buildings | 26 |
| Like old college walls | 22 |
| Like old computer printers | 26 |
| Like old coots | 14 |
| Like old donuts | 15 |
| Like old engines | 16 |
| Like Old England | 16 |
| Like old gasoline | 17 |
| Like old generals (Abbr.) | 25 |
| Like Old Glory with 48 stars? | 29 |
| Like Old Glory: Abbr. | 21 |
| Like old gossip | 15 |
| Like old graveyards at midnight | 31 |
| Like Old Irish lettering | 24 |
| Like old jeans | 14 |
| Like old jokes | 14 |
| Like Old King Cole | 18 |
| Like old lamp cords | 19 |
| Like old lettuce | 16 |
| Like old LP's | 17 |
| Like old LPs | 12 |
| Like old mattresses, perhaps | 28 |
| Like old meat | 13 |
| Like old milk | 13 |
| Like Old Mother Hubbard's cupboard | 38 |
| Like old mud on one's shoes | 31 |
| Like Old Nassau's walls | 27 |
| Like old news | 13 |
| Like old newspaper clippings, often | 35 |
| Like old newspaper pages | 24 |
| Like old newspaper, color-wise | 30 |
| Like Old Nick | 13 |
| Like old Norse alphabets | 24 |
| Like old Norse works | 20 |
| Like Old Norse writing | 22 |
| Like old nylons | 15 |
| Like old oak trees | 18 |
| Like old paperback novels | 25 |