| DRUGS | Jake Gyllenhaal and Anne Hathaway romance, Love & Other ___ |
| OTHER | Jake Gyllenhaal and Anne Hathaway romance, Love & ___ Drugs |
| OTHERDRUGS | Romance starring Jake Gyllenhaal and Anne Hathaway, Love and ___ (5,5) |
| HATHAWAY | Jake Gyllenhaal's Love and Other Drugs co-star, Anne _ (8) |
| ANNE | Love and Other Drugs, and One Day star, _ Hathaway (4) |
| JAKE | Love and Other Drugs star, _ Gyllenhaal (4) |
| BROKEBACKMOUNTAIN | Film starring Heath Ledger and Jake Gyllenhaal ... and a description of each set of circled letters |
| OCTOBER | 1999 film drama starring Jake Gyllenhaal and Chris Cooper (7,3) |
| DONNIE | 2001 film drama starring Jake Gyllenhaal and Jena Malone (6,5) |
| RENDITION | 2007 film thriller starring Jake Gyllenhaal and Reese Witherspoon (9) |
| MOONLIGHT | 2002 film drama starring Jake Gyllenhaal and Dustin Hoffman (9,4) |
| DAYAFTER | Jake Gyllenhaal and Dennis Quaid icy thriller, The ___ Tomorrow (3,5) |
| TOMORROW | Jake Gyllenhaal and Dennis Quaid thriller, The Day After ___ |
| AFTER | Jake Gyllenhaal and Dennis Quaid movie, The Day ----- Tomorrow (5) |
| MOONLIGHTMILE | 2002 film drama starring Jake Gyllenhaal and Dustin Hoffman |
| SOUTHPAW | 2015 film drama starring Jake Gyllenhaal and Forest Whitaker |
| DARKO | Donnie ___, 2001 film by Richard Kelly starring Jake Gyllenhaal and Jena Malone |
| DONNIEDARKO | 2001 film drama starring Jake Gyllenhaal and Jena Malone |
| OCTOBERSKY | 1999 American biographical film directed by Joe Johnston, starring Jake Gyllenhaal and Chris Cooper |
| ENDOF | "___ Watch"; film for Jake Gyllenhaal and Michael Pena |