He'd probably like any of these:
Touch of Evil
The Postman Always Rings Twice (original)
Rebecca
Spellbound (not the documentary)
The Trouble With Harry
North By Northwest
Vertigo
Psycho
The Birds
The Manchurian Candidate
The Grapes of Wrath
The Philadelphia Story
Boys Town
Cape Fear (original)
Rawhide (Lou Gerhig's only full-length feature film)
Damn Yankees
The Poseidon Adventure
Anatomy of a Murder
Wuthering Heights
The Godfather
Strangers on a Train
Double Indemnity
The Longest Day
The Pride of the Yankees
The Thin Man
Rebel Without a Cause
Scarface (original)
A Shot in the Dark
Sorry, Wrong Number
Stalag 17
The Sting
A Streetcar Named Desire
I would only go with Gone With the Wind if you think he has the patience to sit through the entire thing. If he's not into it, it could make for a very very long day.
"What can you expect from a bunch of seitan worshippers?" - Reginald Tresilian
