| Text | Length |
| Old pantyhose brand with a famous Joe Namath ad | 47 |
| Old pantry supply | 17 |
| Old Pan Am rival | 16 |
| Old Palm smartphone | 19 |
| Old Palm phone | 14 |
| Old PAlestinian letter | 22 |
| Old pal | 7 |
| Old pair | 8 |
| Old Paint, for example | 22 |
| Old pager signals | 17 |
| Old pageant name | 16 |
| Old overlords | 13 |
| Old overlord | 12 |
| Old Overholt, e.g. | 18 |
| Old outhouse | 12 |
| Old Ottoman VIPs | 16 |
| Old Ottoman title | 17 |
| Old Ottoman leaders | 19 |
| Old Ottoman governor | 20 |
| Old OTC watchdog | 16 |
| Old oscilloscope part, briefly | 30 |
| Old Orly jet | 12 |
| Old Orkney land unit | 20 |
| Old orgy cry | 12 |
| Old orchestral stringed instrument | 34 |
| Old orchestral string | 21 |
| Old orchard spray | 17 |
| Old or young follower | 21 |
| Old or vain | 11 |
| Old or trick ending | 19 |
| Old or top | 10 |
| Old or road follower | 20 |
| Old or Pete | 11 |
| Old or New follower | 19 |
| Old or New | 10 |
| Old or morning follower | 23 |
| Old Opry network | 16 |
| Old operating-room substance | 28 |
| Old operating room substance | 28 |
| Old ones: Abbr. | 15 |
| Old ones die hard, they say | 27 |
| Old ones are crocks | 19 |
| Old one: Ger. | 13 |
| Old one, in Oldenburg | 21 |
| Old one, in German | 18 |
| Old one, in Austria | 19 |
| Old one, in Aachen | 18 |
| Old one, along the Oder | 23 |
| Old one | 7 |
| Old Olympics award | 18 |
| Old Olympic swimmer Gertrude | 28 |
| Old Oldsmobiles | 15 |
| Old Oldsmobile competitors | 26 |
| Old Oldsmobile | 14 |
| Old Oldses | 10 |
| Old Olds products | 17 |
| Old Olds models | 15 |
| Old Olds model | 14 |
| Old Olds creation | 17 |
| Old Olds cars | 13 |
| Old Olds car | 12 |
| Old Olds autos | 14 |
| Old Olds auto | 13 |
| Old Olds | 8 |
| Old old-world trade org. | 24 |
| Old Oiler, Tikkanen | 19 |
| Old oil name | 12 |
| Old Ohio/New York tribe | 23 |
| Old office worker | 17 |
| Old office note taker | 21 |
| Old office group | 16 |
| Old oddball | 11 |
| Old object | 10 |
| Old oaths | 9 |
| Old oath | 8 |
| Old NYC subway line | 19 |
| Old NYC subway letters | 22 |
| Old NYC punk club, for short | 28 |
| Old NYC club: abbr. | 19 |
| Old nutrition label letters | 27 |
| Old nutrition label abbr. | 25 |
| Old nursery song word | 21 |
| Old numbers? | 12 |
| Old number? | 11 |
| Old number | 10 |
| Old nuke org. | 13 |
| Old nuclear watchdog: Abbr. | 27 |
| Old nuclear regulatory org. | 27 |
| Old nuclear org. | 16 |
| Old NOW cause | 13 |
| Old novel price | 15 |
| Old Nova Scotia | 15 |
| Old Northern Ireland county | 27 |
| Old North State native | 22 |
| Old North Church signal | 23 |
| Old North Church light | 22 |
| Old Norsemen's armed galley | 31 |
| Old Norse writing | 17 |
| Old Norse works | 15 |
| Old Norse work | 14 |
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