| Classic record label for the Bee Gees and Cream | 47 |
| Classic record label | 20 |
| Classic rebuke | 14 |
| Classic reason to call the IT guy #4 | 36 |
| Classic reason to call the IT guy #2 | 36 |
| Classic rap outfit whose more famous members are circled in this puzzle's theme answers | 91 |
| Classic railroad name | 21 |
| Classic racecars | 16 |
| Classic race for 3-year-olds | 28 |
| Classic R&B record label | 28 |
| Classic R & B tune that inspired the "stroll" dance craze | 71 |
| Classic R & B song with the repeated lyric "See what you have done" | 81 |
| Classic quintet | 15 |
| Classic question answered six times in this puzzle | 50 |
| Classic Queen Lili'uokalani song | 36 |
| Classic quartet leader | 22 |
| Classic punching combination | 28 |
| Classic publisher of paperbacks | 31 |
| Classic Prokofiev piece, to a dog? | 34 |
| Classic product | 15 |
| Classic producer | 16 |
| Classic Procter & Gamble soap brand | 39 |
| Classic problem involving a fly | 31 |
| Classic prize | 13 |
| Classic prefix | 14 |
| Classic preceder | 16 |
| Classic Powell/Loy film, with 'The' | 43 |
| Classic portrait subject usually seen with a bird | 49 |
| Classic Porsches | 16 |
| Classic Porsche model | 21 |
| Classic pops | 12 |
| Classic pop favorite? | 21 |
| Classic pop brand | 17 |
| Classic pop | 11 |
| Classic Pontiacs | 16 |
| Classic Pontiac muscle cars | 27 |
| Classic Pontiac muscle car | 26 |
| Classic Pontiac | 15 |
| Classic political cartoonist | 28 |
| Classic Poirot case | 19 |
| Classic poem written in dactylic hexameter | 42 |
| Classic poem that begins "I think that I shall never see" | 67 |
| Classic poem | 12 |
| Classic play whose title is an abbreviation | 43 |
| Classic play based on a Maugham tale | 36 |
| Classic play about Barbie's stockings? | 42 |
| Classic pickup line #3 | 22 |
| Classic pickup line #2 | 22 |
| Classic pickup line #1 | 22 |
| Classic pick-up line | 20 |
| Classic piano tune first recorded in 1921 | 41 |
| Classic phrase of rebuke | 24 |
| Classic phrase added to the end of Chinese fortune cookie fortunes | 66 |
| Classic phone feature | 21 |
| Classic perfume | 15 |
| Classic performance car | 23 |
| Classic pencil-and-paper game | 29 |
| Classic pencil brand | 20 |
| Classic Pearl Jam album | 23 |
| Classic peacenik's protest sign | 35 |
| Classic PCs | 11 |
| Classic PC's | 16 |
| Classic PBS name | 16 |
| Classic Paul Newman film | 24 |
| Classic Paul Dresser song (8) | 29 |
| Classic party host Perle ___ | 28 |
| Classic party game | 18 |
| Classic party activity | 22 |
| Classic part of a cartoon eskimo's outfit | 45 |
| Classic parlor game | 19 |
| Classic Parker Brothers game | 28 |
| Classic Parker Brothers card game | 33 |
| Classic Paris couture house | 27 |
| Classic parental deflection | 27 |
| Classic parental advice to bored children | 41 |
| Classic paradox | 15 |
| Classic palindrome | 18 |
| Classic painting, ___ Lisa | 26 |
| Classic painting on a 1934 postage stamp | 40 |
| Classic Packard model with a numerical name | 43 |
| Classic outsiders? | 18 |
| Classic outdoor winter toys | 27 |
| Classic Orson Welles film, with "The" | 47 |
| Classic origami piece | 21 |
| Classic orange soda | 19 |
| Classic or fascist preceder | 27 |
| Classic or conservative preceder | 32 |
| Classic or colonial preceder | 28 |
| Classic or Fascist preceder | 29 |
| Classic operetta (with "The") | 39 |
| Classic opera | 13 |
| Classic opening? | 16 |
| Classic opening | 15 |
| Classic opener? | 15 |
| Classic opener | 14 |
| Classic one-word headline | 25 |
| Classic Omar Sharif role | 24 |
| Classic Olivier role | 20 |
| Classic Olds | 12 |
| Classic oldie "Wake up Little ___" | 44 |