Oooh, fun topic! By the way naf, I love Wong Kar-Wai as well- Chungking Express is one of my favourites!
Classics:
-Breakfast at Tiffany's- of course
-Bringing Up Baby- with Katherine Hepburn in all her hats and long gowns and that crazy polka-dot robe
-A Clockwork Orange- perhaps we wouldn't wear the clothes outside of Halloween, but the costumes are iconic
-Chinatown- Faye Dunaway in those hats, the old money wardrobe, and a Tom Collins in hand
-Annie Hall!
-Amadeus- I love the extravagant costuming, the wigs, the makeup... I suppose in that case, Dangerous Liaisons also qualifies
Contemporary:
-Reservoir Dogs- those suits!
-Pulp Fiction- the clothing itself is pretty simple, but the suits the hit men wear, and Uma Thurman's costume plus the black bob wig... perfect!
-Casino Royale- Eva Green's wardrobe is to die for