| "Old" British buddy | 29 |
| "Old" chip producer? | 30 |
| "Old" combination | 27 |
| "Old" conservative sort | 33 |
| "Old" country | 23 |
| "Old" Disney dog | 26 |
| "Old" dog | 19 |
| "Old" nickname for Zachary Taylor | 43 |
| "Old" punches? | 24 |
| "Old" ship's name | 31 |
| "Olde" emporium | 25 |
| "Olde" establishment | 30 |
| "Oldtown Folks" author | 32 |
| "Ole Buttermilk Sky" co-composer | 42 |
| "Ole Buttermilk ___" | 30 |
| "Ole Doc Methuselah" author Hubbard | 45 |
| "Ole ___" (1976 album) | 32 |
| "Ole!" kin | 20 |
| "Ole!" north of the border | 36 |
| "Ole!" recipient | 26 |
| "Ole!" relative | 25 |
| "Ole" phenomenon in a Carmichael classic | 50 |
| "Oleanna" playwright | 30 |
| "Oleanna" playwright David | 36 |
| "Oliver Twist has asked for _____!" | 45 |
| "Oliver Twist" antagonist | 35 |
| "Oliver Twist" bad guy | 32 |
| "Oliver Twist" baddie | 31 |
| "Oliver Twist" character | 34 |
| "Oliver Twist" creep | 30 |
| "Oliver Twist" criminal | 33 |
| "Oliver Twist" fare | 29 |
| "Oliver Twist" felon | 30 |
| "Oliver Twist" food | 29 |
| "Oliver Twist" girl | 29 |
| "Oliver Twist" occupation | 35 |
| "Oliver Twist" villain | 32 |
| "Oliver Twist" villain Bill | 37 |
| "Oliver ___" (2003-04 sitcom) | 39 |
| "Oliver!" choreographer White | 39 |
| "Oliver!" chorus members | 34 |
| "Oliver!" composer | 28 |
| "Oliver!" composer Lionel ___ | 39 |
| "Oliver!" director | 28 |
| "Oliver's Story" author | 37 |
| "Oliver's Story" author Erich | 43 |
| "Olivia Forms a Band" author Falconer | 47 |
| "Olivia Helps With Christmas" author Falconer | 55 |
| "Ollie who?""Ollie __" | 42 |
| "Olly olly oxen free!" | 32 |
| "Olly olly ___ free" | 30 |
| "Olly, olly, ___ free" | 32 |
| "Olympia" and other French Impressionist paintings (6) | 64 |
| "Olympia" and others | 30 |
| "Olympia" artist | 26 |
| "Olympia" painter | 27 |
| "Olympia" painter Édouard | 43 |
| "Olympia" painter Edouard | 35 |
| "Olympic athletes are having sex?!?" | 46 |
| "Olympic track events are thrilling," e.g. | 52 |
| "Olympus, the ___ of the gods": Homer | 47 |
| "Om Mani Padme Hum," et al. | 37 |
| "Om ___ padme hum" (Tibetan prayer) | 45 |
| "Om," e.g. | 20 |
| "Omen ___: The Final Conflict" | 40 |
| "Omertà " author | 28 |
| "OMG since 1997" program | 34 |
| "OMG that is funny" | 29 |
| "OMG ur so funny!" | 28 |
| "OMG! I didn't want to know that!" | 48 |
| "OMG! Spare me!" | 26 |
| "OMG! that Pomeranian is wearing a life vest!" | 56 |
| "OMG! Too funny!" | 27 |
| "OMG!" | 16 |
| "OMG!" ancestor | 25 |
| "OMG!" of yore | 24 |
| "OMG!," old-style | 27 |
| "OMG!," quaintly | 26 |
| "OMG, my parents are gonna ground me for a million years!" | 68 |
| "OMG, skip the sordid details!" | 41 |
| "OMG, stop telling me all this!" | 42 |
| "OMG, stop with the details already!" | 47 |
| "OMG, that's hilarious" | 37 |
| "OMG, that's sooo funny!" | 39 |
| "OMG, too funny!" | 27 |
| "OMG, yes!!!1" | 24 |
| "OMG," long before IMs | 32 |
| "Omigod!" | 19 |
| "Omigosh!" | 20 |
| "Omigosh!" [1938] | 27 |
| "Omigosh" | 19 |
| "Omnes viri regis" | 28 |
| "Omnia vincit __" | 27 |
| "Omnia vincit ___" | 28 |
| "Omnia vincit ___" (Latin for "Love conquers all") | 70 |
| "Omnibus" host | 24 |
| "Omnibus" host Cooke | 30 |
| "Omoo" island | 23 |
| "Omoo" setting | 24 |
| "Omoo" to "Typee": Abbr. | 44 |