| SMALLTIMECROOKS | 2000 film comedy featuring a criminal protagonist named Ray Winkler |
| SMALL | 2000 film comedy featuring a criminal protagonist named Ray Winkler (5,4,6) |
| TIMECROOKS | 2000 film comedy featuring a criminal protagonist named Ray Winkler (5,4,6) |
| THEFARPAVILIONS | M.M. Kaye work with a protagonist named Ashton Hilary Akbar Pelham-Martyn |
| BEDAZZLED | 2000 film comedy featuring Liz Hurley as The Devil (9) |
| BESTINSHOW | 2000 film comedy featuring, directed and co-written by Christopher Guest (4,2,4) |
| HOCUSPOCUS | 1993 comedy featuring a trio of witches named the Sanderson Sisters |
| WOOD | Norwegian ___ 1987 novel by Haruki Murakami that has a protagonist named Toru Watanabe |
| AHAB | Literary protagonist named after a king of Israel |
| HAROLDANDMAUDE | 1971 black comedy featuring a pair of people with a morbid interest in attending strangers' funerals |
| NEMO | Animated comedy featuring a clownfish, Finding ... (4) |
| THEPINPANTHER | 1963 comedy featuring a cat who steals ATM codes? |
| CITYSLICKERS | *Billy Crystal comedy featuring a cattle drive |
| CURDLED | 1996 black comedy featuring a serial killer dubbed the Blue Blood Killer (7) |
| MASK | The ___ (1994 comedy featuring a magical face covering) |
| ICEAGE | 2002 animated comedy featuring a sloth voiced by John Leguizamo (3,3) |
| ELECTRA | Carmen ___, actress who played Drew Decker in 2000 film comedy Scary Movie (7) |
| DUDEWHERES | 2000 film comedy starring Ashton Kutcher and Seann William Scott (4,6,2,3) |
| WHITE | Mike ___, writer and star of the 2000 film comedy Chuck & Buck (5) |
| BRING | 2000 film comedy starring Kirsten Dunst and Eliza Dushku (5,2,2) |