Clueless is a timeless classic that even 25+ years later is still relevant today as it was then even when styles and lingo changes. The movie features some great performances especially from Silverstone.
The Humbling is a quiet and oft dull drama but Al Pacino and Greta Gerwig both give solid performances so for fans of either, with a couple good scenes, it might be worth a rental but nothing more. The Blu-ray released by Millennium Entertainment provides for good video and audio transfers but a throwaway making-of featurette.