From reading this whole thread now I have some old movies that I must now see!
Once I find a movie I like, I do watch it over and over, and my list is so long so I'll list whatever first comes to mind
Life is Sweet
Edward Scissor Hands
Coraline
Fried Green Tomatoes
Mystic Pizza
Boys on the Side
Carrie
The Omen
Annie Hall
Beetlejuice
Go Fish
Liar Liar
Crumb
What about Bob
Ma Vie En Rose
The Shining
Heavenly Creatures
Step Brothers
Amalie
The Bad Seed
Laurel Canyon
In a Year of 13 Moons
Female Trouble
Real Women Have Curves
The Wall
Planes, Trains, and Automobiles
See the Sea
The Grinch (Jim Carey)
Trouble Every Day
The Sixth Sense
National Lampoons Family Vacation
2 Girls in Love
Rosemary's Baby
Chuck & Buck
Grizzly Man
Party Monster
The Lonely Guy
The Blair Witch Project
Fatal Attraction
Mommie Dearest
Whatever Happened to Baby Jane
Butterfly Kiss
Poltergeist
Babe
Year of the Dog
And some directors or stars that I always watch their movies: John Waters, Steve Martin, Jim Carey, Francois Ozon, The Farrelly Brothers, Reiner Werner Fassbinder, Mike Leigh, Pedro Almodavar, Werner Herzog, Todd Solandz, M. Night Shyamalan, and Woody Allen.