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Nightmare Before Christmas, Poolhall Junkies, and Jurassic Park are the first three I can think of.
Jurassic Park is just awesome! I remember watching that for the first time and it was just a lot of "oooo, ahhhh wooowww" lol It was amazing and still is. Just something fun to sit down and watch.
I have a huge list of movies that I could watch again, and again, and again. Many old and many new. I think I have watched Avatar 10-15 times? I know that's not much to some people but it is to me. Inception I have watched several times.