Breakfast at Tiffany's would be so great as a vid. (It isn't one of the movies I'm doing. :) Hepburn is gorgeous in it, and so is Peppard.

Music is hard for older sources, I think. There's the dilemma of era-appropriate, or something more recent that casts it in a new light, along with all the usual issues.

Hmmm. You know, there would be enough footage of Redford at various ages that a pretty interesting constructed reality is probably possible. *adds idea to notes file*