| Classic risotto requirement | 27 |
| Classic roadster | 16 |
| Classic roadsters | 17 |
| Classic Robert Burns poem, with "A" | 45 |
| Classic rock band that famously wanted to "pick up where 'I Am the Walrus' left off" | 102 |
| Classic rock band that sort of reunited in 2012 | 47 |
| Classic rock group with a name from Greek myth | 46 |
| Classic rock opera | 18 |
| Classic rock radio (Abbr.) | 26 |
| Classic rock song characters | 28 |
| Classic rock song in "Easy Rider" | 43 |
| Classic Rodin sculpture | 23 |
| Classic role for a diva | 23 |
| Classic role for an actor | 25 |
| Classic role for an actress | 27 |
| Classic role for Clark | 22 |
| Classic role for Dustin | 23 |
| Classic role for Ingrid | 23 |
| Classic role for Ladd | 21 |
| Classic role for Nimoy | 22 |
| Classic role played by Gérard Depardieu in "The Man in the Iron Mask" | 82 |
| Classic role-playing game, for short | 36 |
| Classic role-playing game, informally | 37 |
| Classic root beer brand | 23 |
| Classic Rosalind Russell role | 29 |
| Classic Rousseau novel | 22 |
| Classic routine | 15 |
| Classic Royale, of automotive fame | 34 |
| Classic Rudolph Maté film noir | 33 |
| Classic Salinger novel (with "The") | 45 |
| Classic Salinger novel, with "The" | 44 |
| Classic Sam Jaffe film role | 27 |
| Classic Samberg-Timberlake "SNL" song | 47 |
| Classic sandwich | 16 |
| Classic sandwich cookies | 24 |
| Classic saucy love song? | 24 |
| Classic school group | 20 |
| Classic schoolyard activity, and theme of this puzzle | 53 |
| Classic schoolyard song | 23 |
| Classic Schumann piano work | 27 |
| Classic sci-fi film 1956 | 25 |
| Classic sci-fi gesture | 22 |
| Classic sci-fi series | 21 |
| Classic sci-fi sound | 20 |
| Classic sci-fi stock character | 30 |
| Classic sci-fi story, with "The" | 42 |
| Classic sci-fi terror, with "the" | 43 |
| Classic sculpture | 17 |
| Classic septet | 14 |
| Classic setting for detective pulp fiction | 42 |
| Classic shark movie | 19 |
| Classic shirt brand | 19 |
| Classic shoe polish brand | 25 |
| Classic shoe style | 18 |
| Classic shooter | 15 |
| Classic show tune, or another phrase said before sex | 52 |
| Classic Sidney Poitier title role | 33 |
| Classic siege site | 18 |
| Classic Sinatra topper | 22 |
| Classic singer Redding | 22 |
| Classic singer with the 2005 album "Rock Swings" | 58 |
| Classic sitcom | 14 |
| Classic sitcom beatnik Maynard G. ___ | 37 |
| Classic sitcom full of beans? | 29 |
| Classic sitcom hubby | 20 |
| Classic sitcom landlord | 23 |
| Classic sitcom sidekick | 23 |
| Classic sitcom starring Robert Young | 36 |
| Classic sitcom starring Wally Cox | 33 |
| Classic sitcom teen Gillis | 26 |
| Classic sitcom that debuted on 9/26/1964 | 40 |
| Classic sitcom that jumped from CBS to ABC | 42 |
| Classic sitcom that jumped from CBS to ABC after its first season | 65 |
| Classic site of iniquity | 24 |
| Classic sleepover game | 22 |
| Classic slim cell phone brand | 29 |
| Classic snack | 13 |
| Classic sneaker brand | 21 |
| Classic sneakers | 16 |
| Classic sneakers brand | 22 |
| Classic soap | 12 |
| Classic soda | 12 |
| Classic soda brand | 18 |
| Classic soda pop | 16 |
| Classic sodas | 13 |
| Classic soft drink | 18 |
| Classic soft drink brand | 24 |
| Classic soft drink with orange, grape and peach flavors | 55 |
| Classic soft drinks | 19 |
| Classic song | 12 |
| Classic song about an Irish lass that was a #1 hit in 1913 and 1947 | 67 |
| Classic song by the Drifters | 28 |
| Classic song by the Kinks | 25 |
| Classic song by the Village People | 34 |
| Classic song featured in "Lilo & Stitch" | 54 |
| Classic song from a movie celebrating its 60th anniversary on 7/18/13 [starting from the second square] | 103 |
| Classic song from the 1913 "Ziegfeld Follies" | 55 |
| Classic song that begins "And now the end is near" | 60 |
| Classic song that begins "Proudly swept the rain cloud by the cliffs" | 79 |
| Classic song that begins "When my baby / When my baby smiles at me" | 77 |