I'll link you to the movies' IMDB pages because I'm fuzzy on the summaries and I don't really want to know too much about them as most of them are thrillers/mysteries.
Strangers on a Train
Directed by Alfred Hitchcock
Released in 1951
Staring: Farley Granger, Robert Walker, and Ruth Roman
I have been loving watching Hitchcock's films and this one really caught my eye. I really love his subtle way of building tension and keeping you on the edge of your seat.The Maltese Falcon
Directed by John Huston
Released in 1941
Starring: Humphrey Bogart, Mary Astor
I have really been wanting to watch more black and white crime movies and this one is a classic. I loved Humphrey Bogart in The Big Sleep so I really need to see this one.
Directed by Billy Wilder
Released in 1944
Starring: Fred MacMurray, Barbara Stanwyck
Another crime classic I really need to see.The Way We Were
Directed by Sydney Pollack
Released in 1973
Starring: Robert Redford, Barbra Streisand
This movie gets mentioned in Gilmore Girls quite often and I really want to see it! I love Robert Redford, so this one should be really enjoyable.