1. Toy Story- could be any of the 3. All the movies work on so many levels and truly are movies that you love no matter your age, there is never a point where anybody from kids to old people can't relate.
2. The Matrix- blew me away when I first saw it, just the whole concept of the film as well as the special effects, not to mention thinking about what awesome talents and abilites I could have if I just 'downloaded' them from a computer!
3. Superbad- everytime I watch this it takes me back to being 16-17 myself, when the most important thing in the world was going to THAT party, figuring out how you were going to get the booze, and whether or not you made any progress with THAT girl. At the same time, the dialogue and the wants/needs of the characters in this movie are so real, because most of us were like that once upon a time.