Brick

While a touch (maybe 5-10 minutes) overlong, its clever dialogue requires absolute attention and shows how well versed in the language of noir the screenwriter is. (Terms like "yegs" and "sap" are rarely used these days but offer a direct and crtitical link to Hammett and Chandler).

It's also quite humorous, mixing David Lynch, "River's Edge", "Heathers", and any high-noir reference you care to make quite freely. And Lukas Haas' turn as an oddball kingpin is reminiscent of William Hurt's spin on the same in "A History of Violence" in that they are both highly stylized.

However, because the dialogue is so utterly complicated, discerning all the plot elements and making eventual sense of the film would probably have to be done over a period of time. The film lends itself to multiple viewings, and some people might not like that.