Forrest Gump is a great movie!
Helen Hunt was hot in that movie. Not sure what it was about her. Overall she is really not over the top beautiful, but she is hot in her own way. That movie is one example of her hotness.
Jeremiah Johnson is a nice one to watch over and over. Not every month, but maybe once a year.
Planes, Trains, and Automobiles been mentioned yet?
The Great Outdoors?
Tell me someone has mentioned Tommy Boy? That is a great movie!
There's Something about Mary
Indiana Jones series
Gone in 60 Seconds
Bachelor Party
The Breakfast Club
Men in Black
Tons of movies that are good to watch repeatedly.