Movies: The Matrix (1999), Kung Fu Hustle (2004), and – possibly – The Dark Knight (2008) and Inception (2010). [Really, I could watch any Christopher Nolan film more than once (and probably need to in order to fully get them.)]
TV Series: None. I can’t think of a series that I’ve watched more than once — except maybe in reruns as a kid, watching episodes out of sequence and on a hit or miss basis.
Tiger Riding for Beginners 