On tv..probably Casablanca and The Great Escape. When they are on, you are kind of dragged in again.
Movies on Video or DVD..Godfather 1 and 2, Back to The Future, Grease, Cinema Paradiso, Indiana Jones(various)The Magnificent Seven, Ghostbusters, Monty Python and the Holy Grail, Pulp Fiction, Jean de Florette/Manon des Sources..lots of others a few times. I don't think there is anything I could watch year after year, there would have to be a reasonably long gap between viewings.