| Roles in "G.W.T.W." and "Scarlett" | 54 |
| Roles in "Frankenstein" movies | 40 |
| Roles in ''The Godfather'' | 42 |
| Roles for sopranos | 18 |
| Roles for some Shakespearean actors | 35 |
| Roles for Oland and Toler | 25 |
| Roles for new parents | 21 |
| Roles for Marie Wilson et al. | 29 |
| Roles for Ferrer and Plummer | 28 |
| Roles for Ball, Lansbury and Russell | 36 |
| Roles for Ayres and Chamberlain | 31 |
| Roles | 5 |
| Roleplaying beast | 17 |
| Roleo verb | 10 |
| Roleo rollers | 13 |
| Roleo roller | 12 |
| Roleo participant | 17 |
| Roleo needs | 11 |
| Roleo item | 10 |
| Roleo competitor's need | 27 |
| Roled up in one? | 16 |
| Role-reversing device, potentially | 34 |
| Role-playing video game franchise since 1987 | 44 |
| Role-playing ventures | 21 |
| Role-playing journeys | 21 |
| Role-playing hobbyist | 21 |
| Role-playing game, for short | 28 |
| Role-playing game, briefly | 26 |
| Role-playing game that takes place in Azeroth | 45 |
| Role-playing game staples | 25 |
| Role-playing game player, stereotypically | 41 |
| Role-playing game pioneer Gary | 30 |
| Role-playing game locale | 24 |
| Role-playing game featuring roadies? | 36 |
| Role-playing game creatures | 27 |
| Role-playing game | 17 |
| Role-played | 11 |
| Role-play, say | 14 |
| Role-play | 9 |
| Role types | 10 |
| Role to play | 12 |
| Role that won Shirley a Golden Globe | 36 |
| Role that won Peter his first Golden Globe | 42 |
| Role that won Landau an Academy Award | 37 |
| Role that won Costner his second of three Worst Actor Razzie Awards | 67 |
| Role that earned Marion Cotillard a Best Actress Oscar | 54 |
| Role Steber played | 18 |
| Role seeker | 11 |
| Role reprised by Keanu in 2003 | 30 |
| Role playing | 12 |
| Role players | 12 |
| Role player | 11 |
| Role played in films by Chief Thundercloud | 42 |
| Role played by Wilder and Depp | 30 |
| Role played by Topol | 20 |
| Role played by Sherlock Holmes in "The Adventure of the Empty House" ... | 82 |
| Role played by Pepe the Prawn in "The Muppets' Wizard of Oz" | 74 |
| Role played by Patti LuPone | 27 |
| Role played by Michael and Jude | 31 |
| Role played by Margaret Rutherford, Helen Hayes, and Angela Lansbury | 68 |
| Role played by Jose Ferrer: 1943–45 | 42 |
| Role played by everyone, it's said | 38 |
| Role played by each of four actors in the year indicated in their clues | 71 |
| Role played by Drew Barrymore in a 1993 TV movie based on real life | 67 |
| Role played by Cicely Tyson | 27 |
| Role played by child star Carl Switzer | 38 |
| Role played by both Ustinov and Finney | 38 |
| Role played by Baldwin, Ford, Affleck and Pine | 46 |
| Role played by a "Mad Men" extra | 42 |
| Role once played by Lucille Ball | 32 |
| Role on many "L & O" episodes | 43 |
| Role on "The Dukes of Hazzard" | 40 |
| Role on "Frasier" | 27 |
| Role on 'Bones' | 23 |
| Role often played by Steber | 27 |
| Role of the world's women, it is said | 41 |
| Role of the naive lass | 22 |
| Role of the dog in "Peter Pan" | 40 |
| Role of son of James II | 23 |
| Role of Penny's? | 20 |
| Role of Penny's | 19 |
| Role of March 19 patron | 23 |
| Role of many a Medici | 21 |
| Role of a boxer's physician? | 32 |
| Role models, say | 16 |
| Role models | 11 |
| Role model? | 11 |
| Role model, perhaps | 19 |
| Role model, maybe | 17 |
| Role model, e.g. | 16 |
| Role model hidden in this puzzle's longest answers | 54 |
| Role model for a lad | 20 |
| Role model | 10 |
| Role Jessel often played | 24 |
| Role Jessel had | 15 |
| Role Jessel enjoyed | 19 |
| Role in Verdi's "Falstaff" | 40 |
| Role in TV's "Hunter" | 35 |
| Role in the musical "Two By Two" | 42 |
| Role in the first act of "The Apple Tree" | 51 |