Uh oh. There's no number limit on this question. That could be trouble since I love movies. Not to mention that I can think of about a thousand documentaries that everyone should see, too. In the interest of brevity, I'm going to choose just five fictional films. In no particular order:

1. Fight Club. As soon as I saw this movie, it instantly became top ten, if not my favorite. Many, many people have entirely missed the point, including Roger Ebert and Kenneth Turan, film critic for the LA Times. This movie is not about violence; it's about freedom. It might take more than one viewing.

2. It's impossible to pick just one Kubrick film. I think people should see all of them (except Eyes Wide Shut). If I have to though, I'd pick A Clockwork Orange. Like Fight Club, this movie is not about violence. Visually, it is stunning and the message is eternal. Kubrick did an excellent job of turning Burgess' brilliant book into a marvelous film.

3. Blade Runner. I don't mean the theatrical version nor the recent digitally enhanced version, but the original director's cut. This movie has been my pat answer favorite film of all time since I first saw it. I'm not sure anything could replace it.

4. In The Mood For Love. If you've never heard of Wong Kar-Wai, you are missing out. In my opinion, this is his best film, though he has many. It is absolutely one of the most beautiful films you are ever likely to see. In cinematography, acting, story, costumes, set design, soundtrack and every other measurable way, In The Mood For Love is an outstanding film. It is as close to perfect as cinema ever gets.

5. Like Kubrick, it's impossible to pick just one Akira Kurosawa film. Seven Samurai is my favorite film by him, but if I have to pick one that everyone should see once, it's Ikiru. There are no flashy samurai in this film, no fight scenes, no historical backdrop, no Toshiro Mifune antics. It is a simple, pared down story that might actually change your outlook on life.

Bonus film: Infernal Affairs.
If you think The Departed is a good, original movie, watch this. The original version has a great cast, it's more succinct (by 50 unnecessary filler minutes), and it's just generally better than Scorsese's rip off of it. Besides, it's part of a trilogy and the second and third movies aren't half bad. Subtitles are not a bad thing.

Runners Up:
Monty Python & The Holy Grail
Seven Samurai
Full Metal Jacket
Paths of Glory
Oldboy
La Bête Humaine
The Best Years of Our Lives
The Battle of Algiers
The Wages of Fear
Woman in the Dunes
Harakiri
Army of Shadows
City Lights
Steamboat Bill, Jr.
Star Wars
Night of the Living Dead

...and a million others.