TOD
Movies: Years ago I tried to tally up the number of times and places I'd gone to see WEST SIDE STORY, 2001, and THE EXORCIST, because at that time I believed those three stood out as the ones I'd obsessed over and gone to theaters to see more than any other. However, one must also try to recall the various Hitchcocks, and more. So much more. And DR D(tM) reminds us that things such as holiday movies seen every year on TV probably tip the balance without one's even being aware of it, since they're seen with no effort. But home video itself tips the balance because of the lack of effort required to see so many things repeatedly. Today I shall honor, and stick with, the original three.
Musical: Again, here we are with WEST SIDE STORY, for various reasons. I imagine SOUTH PACIFIC is a contender. Because that's just the way it happens.
Play: For me, always the toughest category to figure out. In fact, I don't have an answer at present.