Supernatural detective/noir movies: *Angel Heart * and Constantine. (I’ve never seen Lord of Illusions, but I hear it might fit with those two as well.)
“Everything you know may be false” noirish sci-fi: Dark City, The Matrix, and The 13th Floor.
Hunter S. Thompson movies: Where the Buffalo Roam (with Bill Murray) and Fear and Loathing In Las Vegas (with Johnny Depp).
John Cusack festival: Say Anything, Grosse Pointe Blank, High Fidelity. (These are even better if you can make up a chain of events connecting the three movies into a shared continuity and proving Cusack is playing the same person at different points in his life, regardless of the characters’ different names.)
Action heroes with mullets: They Live (with Roddy Piper), *Hard Target * (with Jean-Claude Van Damme).