I'll steal cali_tkdbruin's format and
Best Picture: Gladiator, Braveheart, Glory, Patriot, any LOR movie (gotta have honor and glory)
Action: Conan (both), 13th Warrior, Highlander (guys with swords rule), the Killer, Dusk 'till Dawn
Animated: Heavy Metal, Alice in Wonderland (trippy), Akira, Cool World (god Kim is hot for a cartoon)
Cool: Big Trouble in Little China, Army or Darkness, Heat, Last of the Mohicans (pretty much any movie directed by Micheal Mann), Coolhand Luke, Bullit, Dog Day Afternoon, the Quiet Man, Legend
Comedy: Happy Gilmore, Young Frankenstien, Liar Liar, any Python, UHF
Horror: Scream, 28 days later (still fresh in my head), Event Horizon, House of 1000 Corpses (go Zombie go), Am. Werewolf in London
Martial Arts: Drive, the Hunted (with Lambert), Hard to Kill (I can't help it), the One, Enter the Dragon, Who am I
SciFi: Matirx, Aliens, Star Wars (all), Pitch Black
War: Blackhawk Down, Private Ryan, Longest Day, Farewell to the King
Western: Fist Full of Dollars, Unforgiven, Butch Cassadiy. . ., True Grit
Worst: Ishtar, Bill and Ted
and I'm going to add
Cheesy Cool: Ice Pirates, MegaForce, (I can't believe someone mentioned Superfuzz)
Christmas/Holiday: Scrooged, Grinch, Groundhog Day