| Old-school computer language | 28 |
| Old-school comedian Buddy | 25 |
| Old-school cheer | 16 |
| Old-school Briton | 17 |
| Old-school aura? | 16 |
| Old-school address for a child | 30 |
| Old-school actress known as the "It Girl" | 51 |
| Old-school 56 | 13 |
| Old-school "Yeah, right!" | 35 |
| Old-school "That's totally wrong!" | 48 |
| Old-school "OMG!" | 27 |
| Old-school "old" | 26 |
| Old-school "Do you hear that?" | 40 |
| Old-school "Amazing!" | 31 |
| Old-named Venetian Renaissance painter | 38 |
| Old-name preceder | 17 |
| Old-movie comedy team | 21 |
| Old-money families look down on them | 36 |
| Old-master Albrecht | 19 |
| Old-man's-beard | 19 |
| Old-man ___, Mexican plant | 26 |
| Old-make cars | 13 |
| Old-maidish | 11 |
| Old-looking font | 16 |
| Old-looking | 11 |
| Old-line types | 14 |
| Old-line Mass. family | 21 |
| Old-lace shade | 14 |
| Old-hat TV offering | 19 |
| Old-hat | 7 |
| Old-grad groupings | 18 |
| Old-floor sounds | 16 |
| Old-floor sound | 15 |
| Old-film channel | 16 |
| Old-fashioned, in New Orleans | 29 |
| Old-fashioned, in a fashionable way | 35 |
| Old-fashioned, e.g. | 19 |
| Old-fashioned writing tool | 26 |
| Old-fashioned wringers | 22 |
| Old-fashioned word of disapproval | 33 |
| Old-fashioned word for "in a little while" | 52 |
| Old-fashioned woman | 19 |
| Old-fashioned wizards | 21 |
| Old-fashioned wig | 17 |
| Old-fashioned whoop | 19 |
| Old-fashioned whistler | 22 |
| Old-fashioned wedding word | 26 |
| Old-fashioned wedding vow pronoun | 33 |
| Old-fashioned water conduit | 27 |
| Old-fashioned warnings | 22 |
| Old-fashioned warning | 21 |
| Old-fashioned verses | 20 |
| Old-fashioned vehicle | 21 |
| Old-fashioned underwear | 23 |
| Old-fashioned types | 19 |
| Old-fashioned type | 18 |
| Old-fashioned tub feature | 25 |
| Old-fashioned transportation | 28 |
| Old-fashioned transport | 23 |
| Old-fashioned topper | 20 |
| Old-fashioned tightening tool | 29 |
| Old-fashioned tie | 17 |
| Old-fashioned threshing method | 30 |
| Old-fashioned theaters | 22 |
| Old-fashioned theater technology that uses lime | 47 |
| Old-fashioned theater name | 26 |
| Old-fashioned theater | 21 |
| Old-fashioned textile device | 28 |
| Old-fashioned term of address | 29 |
| Old-fashioned symbol of authority | 33 |
| Old-fashioned sweets | 20 |
| Old-fashioned suit? | 19 |
| Old-fashioned strolling accessories | 35 |
| Old-fashioned stretcher | 23 |
| Old-fashioned street conveyance | 31 |
| Old-fashioned stage direction | 29 |
| Old-fashioned Speed Wagons | 26 |
| Old-fashioned specs | 19 |
| Old-fashioned sort | 18 |
| Old-fashioned social | 20 |
| Old-fashioned snapshots | 23 |
| Old-fashioned showdown | 22 |
| Old-fashioned show of affection: Abbr. | 38 |
| Old-fashioned shoe covering | 27 |
| Old-fashioned shelter along a highway | 37 |
| Old-fashioned setting | 21 |
| Old-fashioned schoolteacher | 27 |
| Old-fashioned sailors' drink | 32 |
| Old-fashioned safecracker | 25 |
| Old-fashioned roofing | 21 |
| Old-fashioned rewards | 21 |
| Old-fashioned restraint with a built-in boom box? | 49 |
| Old-fashioned respirator | 24 |
| Old-fashioned remedy for chest colds | 36 |
| Old-fashioned refrigerant | 25 |
| Old-fashioned reading offered by hawkers | 40 |
| Old-fashioned reading | 21 |
| Old-fashioned puzzle | 20 |
| Old-fashioned punishment | 24 |
| Old-fashioned proof of purchase | 31 |