| MEGRYAN | Actress in the 1989 romcom When Harry Met Sally (3,4) |
| TALLGUY | The ___, 1989 romcom starring Jeff Goldblum and Emma Thompson (4,3) |
| SCUTTLE | Seagull in the 1989 film The Little Mermaid (7) |
| SRIDEVI | Which actress plays twin sisters separated at birth in the 1989 movie Chaalbaaz? |
| BEDELIA | Bonnie ___, actress who plays John McClane's wife in the 1989 action film Die Hard (7) |
| PROFUMO | Ian McKellen played John ____ in the 1989 film Scandal |
| MCCLANE | John, main character played by Bruce Willis in the 1989 film Die Hard (7) |
| LARKINS | Wayne ....... , England batter who made 124 against Australia in the 1989 Nehru Cup (7) |
| DARLING | Army captain played by Tim McInnerny in the 1989 sitcom Blackadder Goes Forth (5,7) |
| MET | When Harry ___ Sally..., 1989 romcom starring Meg Ryan and Billy Crystal (3) |
| RYAN | Meg, actress whose roles include Sally Albright in the 1989 film When Harry Met Sally (4) |
| BILLYCRYSTAL | Meg Ryan's co-star in the 1989 film When Harry Met Sally... |
| WHENHARRYMET | ____ Sally..., 1989 romcom film starring Billy Crystal and Meg Ryan (4,5,3) |
| SKYE | Actor who starred in 1989 romcom Say Anything..., Ione ---- (4) |
| RAHEEM | Character in the 1989 Spike Lee film 00 the Right Thing, played by Bill Nunn, whose boombox is displayed in the Smithsonian National Museum of African American History and Culture in Washington, DC (5 |
| RADIO | Character in the 1989 Spike Lee film 00 the Right Thing, played by Bill Nunn, whose boombox is displayed in the Smithsonian National Museum of African American History and Culture in Washington, DC (5 |
| ILLHAVEWHATSHESHAVING | Covetous catchphrase derived from a 1989 romcom (3,4,4,4,6) |
| TRUE | 1989 romcom starring Annabella Sciorra and Ron Eldard (4,4) |
| THETALLGUY | 1989 romcom starring Jeff Goldblum and Emma Thompson |
| IONE | Star of 1989 romcom Say Anything..., ---- Skye (4) |