| Old-fashioned theaters | 22 |
| Old-fashioned tightening tool | 29 |
| Old-fashioned transport | 23 |
| Old-fashioned transportation | 28 |
| Old-fashioned tub feature | 25 |
| Old-fashioned underwear | 23 |
| Old-fashioned warnings | 22 |
| Old-fashioned water conduit | 27 |
| Old-fashioned wedding word | 26 |
| Old-fashioned whistler | 22 |
| Old-fashioned wringers | 22 |
| Old-fashioned writing tool | 26 |
| Old-fashioned, in New Orleans | 29 |
| Old-man ___, Mexican plant | 26 |
| Old-school "old" | 26 |
| Old-school "OMG!" | 27 |
| Old-school comedian Buddy | 25 |
| Old-school computer language | 28 |
| Old-school gum ingredient | 25 |
| Old-school hip-hop compliment | 29 |
| Old-school laundry detergent | 28 |
| Old-school Nintendo button | 26 |
| Old-school tattoo word | 22 |
| Old-style "Bummer!" | 29 |
| Old-style "Cool!" | 27 |
| Old-style "OMG!" | 26 |
| Old-style "once" | 26 |
| Old-style "Tsk!" | 26 |
| Old-style auxiliary verb | 24 |
| Old-style bottle opener | 23 |
| Old-style call to arms | 22 |
| Old-style clothes presser | 25 |
| Old-style communication | 23 |
| Old-style computer monitor | 26 |
| Old-style computer printer | 26 |
| Old-style computer screen | 25 |
| Old-style cry of distaste | 25 |
| Old-style data storage device | 29 |
| Old-style driving iron | 22 |
| Old-style emo expression | 24 |
| Old-style entertainment | 23 |
| Old-style hair dressings | 24 |
| Old-style hangover remedy | 25 |
| Old-style interjection | 22 |
| Old-style letter closer | 23 |
| Old-style letter opener | 23 |
| Old-style literary romance | 26 |
| Old-style music provider | 24 |
| Old-style prefix for while | 26 |
| Old-style pressing tools | 24 |
| Old-style revolutionary | 23 |
| Old-style second-person verb | 28 |
| Old-style term of regret | 24 |
| Old-style theater guide | 23 |
| Old-style two-by-four? | 22 |
| Old-style word for a teacher | 28 |
| Old-style word processor | 24 |
| Old-time "Listen!" | 28 |
| Old-time actor Jannings | 23 |
| Old-time actor Karloff | 22 |
| Old-time actor Lincoln | 22 |
| Old-time actor Montgomery | 25 |
| Old-time actor Tamiroff | 23 |
| Old-time actor Wallace ___ | 26 |
| Old-time actress Bennett | 24 |
| Old-time actress Claire | 23 |
| Old-time actress Crabtree | 25 |
| Old-time actress Dolores | 24 |
| Old-time actress Dressler | 25 |
| Old-time actress Dunne | 22 |
| Old-time actress Frances | 24 |
| Old-time actress Haden | 22 |
| Old-time actress Hagen | 22 |
| Old-time actress Lanchester | 27 |
| Old-time actress Lillian | 24 |
| Old-time actress Massey | 23 |
| Old-time actress Meadows | 24 |
| Old-time actress Merkel | 23 |
| Old-time actress Munson | 23 |
| Old-time actress Negri | 22 |
| Old-time actress Normand | 24 |
| Old-time actress Palmer | 23 |
| Old-time actress Pringle | 24 |
| Old-time actress Purviance | 26 |
| Old-time actress Rainer | 23 |
| Old-time actress Shearer | 24 |
| Old-time actress Taylor | 23 |
| Old-time actress Theda | 22 |
| Old-time actress Turner | 23 |
| Old-time actress Vélez | 25 |
| Old-time announcer Johnny | 25 |
| Old-time ballroom favorite | 26 |
| Old-time bandleader Edmundo | 27 |
| Old-time bandleader Fields | 26 |
| Old-time bowling alley worker | 29 |
| Old-time breaking news cry | 26 |
| Old-time Broadway greeting | 26 |
| Old-time buffalo hunter | 23 |
| Old-time cartoonist Briggs | 26 |
| Old-time crooner Julius | 23 |