Dw at 2012-02-27 16:39:20:

"On the Waterfront" and to a lesser extent, "The Pursuit of Happyness" (but that ends well, but throughout Will Smith's character is disappointed in how much he'd underachieved).

Annika at 2012-02-27 17:14:39:

There's a French song with the refrain, "I don't regret my regrets" which I love. It's the kind of song you can really drink a beer to, if you get my drift, but there's a real message there. You're going to live life, you're going to screw up. You're regrets are like scars. Wear them proudly.

The Bark Bites Back at 2012-02-27 17:21:26:

Harold and Maude. Second time I've mentioned it today - can't you tell it's a favorite? In similar fashion, isn't Braveheart, too? Neither are examples where the theme just drips in every scene, but rather it's weaved into the story. Both are very good examples of Existentialism in film, much like Ikiru that Ray pointed out as an excellent example. I remember having a whole senior seminar in college on Existentialism and Death and Dying. Great class.

elisa at 2012-02-27 18:52:13:

"Inception," with the song "Non, je ne regrette rien," which loosely translates to "No, I regret nothing," is all about regrets.

Scott at 2012-02-27 22:42:02:

Oh, heavens yes. Cobb with this huge regret about Mal. Classic example of a story with a Plotline [the inception plan with Fischer] and Themeline [dealing with Mal], both of which have to be resolved in order to the Protagonist to move toward a state of Unity.