I watch alot of movies, however most of the time it's the same movies over and over; i.e. : I do not have cable in my room, so I usually fall asleep to one of a wide assortment of music festival DVD's I own. It all started with falling asleep to the Woodstock DVD over and over, and has progressed out from there. It's actually interesting to do so, because I will pass out and seeing as how I wake up variously throughout the night, I always awake to a different part of the movie I'm watching. Makes for cool dreams too.
Currently I've been falling asleep to Bonnaroo 2003.