| 100% | PRETTYWOMAN | 11 | 1990 Julia Roberts/Richard Gere romantic comedy, with music from 31-Across' opera "La Traviata": 2 wds. |
| 53% | ANALYZETHIS | 11 | 1999 Billy Crystal/Robert De Niro gangster comedy with music from 31-Across' opera "Rigoletto": 2 wds. |
| 45% | RUNAWAYBRIDE | 12 | 1999 romantic comedy starring Julia Roberts and Richard Gere: 2 wds. |
| 38% | PRETTYWOMAN | 11 | Romcom starring Richard Gere and Julia Roberts which grossed $463 million worldwide in 1990: 2 wds. |
| 38% | PRETTYWOMAN | 11 | 1990 romantic comedy for which Julia Roberts was nominated for an Oscar: 2 wds. |
| 36% | PRETTYWOMAN | 11 | 1990 "family" film starring Julia Roberts and Richard Gere: 2 wds. |
| 35% | PRETTY | 6 | "___ Woman," 1990 romantic comedy film starring Julia Roberts and Richard Gere |
| 35% | PRETTY | 6 | "___ Woman," 1990 romantic comedy film starring Richard Gere and Julia Roberts |
| 34% | BRIDE | 5 | "Runaway ___," 1999 romantic comedy film starring Julia Roberts and Richard Gere |
| 34% | WOMAN | 5 | "Pretty ___," a famed romantic comedy starring Julia Roberts and Richard Gere |
| 34% | BRIDE | 5 | "Runaway ___," 1999 romantic comedy film starring Richard Gere and Julia Roberts |
| 32% | PRETTYWOMAN | 11 | 1990 Julia Roberts movie: 2 wds. |
| 31% | BROWNSUGAR | 10 | #1 hit single from 31-Across with controversial lyrics: 2 wds. |
| 31% | RUNAWAYBRIDE | 12 | 1999 movie starring Richard Gere as a news columnist doing a story on Julia Roberts' character: 2 wds. |
| 30% | WILDHORSES | 10 | Hit single from 31-Across with the lyric "we'll ride them someday": 2 wds. |
| 30% | FROMDUSK | 8 | With 31-Across, 1996 comedy crime film directed by Robert Rodriguez: 2 wds. |
| 29% | PRETTYWOMAN | 11 | 1990 romcom starring Richard Gere and Julia Roberts |
| 28% | MYSTICPIZZA | 11 | MAIN COURSE: 1988 Julia Roberts comedy/romance: 2 wds. |
| 27% | PRETTYWOMAN | 11 | 1990 film featuring Julia Roberts and a necklace with 23 rubies in heart-shaped diamonds (2 wds.) |
| 27% | RUNAWAYBRIDE | 12 | Rom-com starring Julia Roberts and Richard Gere that was one of the Top 10 box office hits of 1999 (2 wds.) |
| 27% | WEDDINGSINGER | 13 | With "The," Adam Sandler romantic comedy starring 33-Across: 2 wds. |
| 27% | CITYLIGHTS | 10 | 1931 romantic comedy film by Charlie Chaplin for which he composed the music: 2 wds. |
| 27% | ADAMSANDLER | 11 | Jennifer Aniston's costar in the 2011 romantic comedy "Just Go With It": 2 wds. |
| 26% | MYBESTFRIENDS | 13 | "___ Wedding," a 1997 romantic comedy film starring Julia Roberts, Dermot Mulroney and Cameron Diaz: 3 wds. |
| 26% | LOVEACTUALLY | 12 | 2003 holiday romantic comedy with Martin Freeman as a stand-in actor: 2 wds. |
| 26% | RICHARDGERE | 11 | Costar of Julia Roberts in 18-Across: 2 wds. |
| 26% | VALENTINESDAY | 13 | 2010 hit romantic comedy costarring 15-Across: 2 wds. |
| 25% | THISMEANS | 9 | "___ War," a 2012 romantic comedy starring Tom Hardy - whose birthday it is tomorrow - along with Reese Witherspoon: 2 wds. |
| 25% | GENTLEMAN | 9 | With 31-Across, a romantic drama film starring Richard Gere which was a huge success |
| 25% | GARRYMARSHALL | 13 | "Happy Days" creator who directed Julia Roberts in 18-Across: 2 wds. |