At least the first short from the new movie store. The TV store offered “Covert” free a few weeks back.
US: Glamour Reel Moments: Dealbreaker
Get short films from glamour’s Reel Moments series. The making of these films - by women and for women - provided direct benefits to FilmAid International. Dealbreaker was written and directed by Gwyneth Paltrow and Mary Wigmore and produced by Moxie Pictures.
This doesn't look like its made it to iTunes, but here is the first feature length movie available free for iPod:
http://runethemovie.com/
Maybe not iTunes but it's on quicktime here:
http://www.apple.com/quicktime/guide/entertainment/