| Text | Length |
| Older son of Isaac | 18 |
| Older than jrs. | 15 |
| Older than you | 14 |
| Older way to travel | 19 |
| Older, perhaps | 14 |
| Older, presumably | 17 |
| Older: Abbr. | 12 |
| Oldest active NBAer | 19 |
| Oldest astronaut | 16 |
| Oldest Beatle | 13 |
| Oldest child | 12 |
| Oldest city in Ohio | 19 |
| Oldest Gabor sister | 19 |
| Oldest Indy winner | 18 |
| Oldest March girl | 17 |
| Oldest musketeer | 16 |
| Oldest of a group | 17 |
| Oldest president | 16 |
| Oldest Smurf | 12 |
| Oldest son of Shem | 18 |
| Oldest U.S. capital | 19 |
| Oldest, as jokes | 16 |
| Oldie syllable | 14 |
| Oldies evocation | 16 |
| Oldies player | 13 |
| Oldies players | 14 |
| Oldies syllable | 15 |
| Oldish youngster | 16 |
| Oldman or Newman | 16 |
| Oldman or Sinise | 16 |
| Olds 442 rivals | 15 |
| Olds antiques | 13 |
| Olds classic | 12 |
| Olds classics | 13 |
| Olds compact | 12 |
| Olds compact model | 18 |
| Olds creation | 13 |
| Olds Cutlass model | 18 |
| Olds luxury model | 17 |
| Olds of 1999-2004 | 17 |
| Olds offering | 13 |
| Olds products | 13 |
| Olds' old car | 17 |
| Oldsmobile compact | 18 |
| Oldsmobile compacts | 19 |
| Oldsmobile model | 16 |
| Oldsmobile sedan | 16 |
| Oldsmobile, e.g. | 16 |
| Oldsters' org. | 18 |
| Oldtime actor Paul | 18 |
| Oldtime daggers | 15 |
| Oldtime entertainer | 19 |
| Oldtime hippie | 14 |
| Oldtime movie actor | 19 |
| Oldtimers' game | 19 |
| Ole + Sean = | 12 |
| Ole Miss athletes | 17 |
| Ole Miss foe | 12 |
| Ole Miss mascot | 15 |
| Ole Miss miss, e.g. | 19 |
| Ole Miss rival | 14 |
| Ole Miss student | 16 |
| Ole of comical fame | 19 |
| Ole of vaudeville | 17 |
| Ole or Merlin | 13 |
| Ole's kin | 13 |
| Ole, at Skydome | 15 |
| Ole, the comedian | 17 |
| Oleaceous trees | 15 |
| Oleate and stearate | 19 |
| Oleate, e.g. | 12 |
| Oleate, for one | 15 |
| OLEG CASSINI | 12 |
| Oleg's concern | 18 |
| Oleo holders | 12 |
| Oleo purchase | 13 |
| Oleo purchases | 14 |
| Oleo squares | 12 |
| Oleo substitute | 15 |
| Oleo, for one | 13 |
| Oleo, in London | 15 |
| Oleo, to a Brit | 15 |
| Oleomargarine, e.g. | 19 |
| Oles, to Jiminez | 16 |
| Olfactible items | 16 |
| Olfaction, for one | 18 |
| Olfactology subject | 19 |
| Olfactology topics | 18 |
| Olfactory assault | 17 |
| Olfactory assaults | 18 |
| Olfactory clue | 14 |
| Olfactory datum | 15 |
| Olfactory detection | 19 |
| Olfactory input | 15 |
| Olfactory lure | 14 |
| Olfactory offense | 17 |
| Olfactory offenses | 18 |
| Olfactory organ | 15 |
| Olfactory property | 18 |
| Olfactory reception | 19 |
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