My parents never took me out to the movies much when I was young, it was always renting a DVD for the night. But the earliest one I remember is Spider-Man (2002). I'd have been 7 back then.
BQ: I still go to the movies, but occasionally I don't catch it and buy it on DVD.
BQ2: I buy collector's editions quite often, my favorite would have to be Alien Quadrilogy, 4 movies, 3 hour long documentaries for each movie all spread with other great stuff over 9 discs!
BQ3: I'm not really into musicals but I thought Singin' in the Rain was great.
BQ4: I've been to one acts before and some was enjoyable, depends.