I am still obsessed with movies, but as my pallette has expanded, I usually choose to see more movies rather than one movie multiple times. Thus, the movies that I saw the most frequenly were the ones from my childhood when my options were limited to G and PG.
The movie that I saw the most in theaters was “Finding Nemo” at a whopping five. Once with my dad opening weekend, once with an uncle, once with my mom and brother, once with my grandma, and once with my friends.
I saw several movies five times before they were released on video such as “Big Fat Liar” and “Shrek 2,” but one viewing of each came in a hotel room which doesn’t really count. At least to me.
Marshall and the Movies 
I have become the same way. I used to have a favorites list that I would see multiple times, and new movies would rarely break in. Now, the most I might see a film is twice, and that is usually when I feel I need another view to understand it.
It takes a lot for me to see a movie multiple times at the theater, mainly because movies have become so expensive you’ve practically got to start dealin’ or hookin’ to afford ’em.
But I digress. My all-time winner for most theater viewings was “Shrek,” which I saw five times. “The 40-Year-Old Virgin” and “Forgetting Sarah Marshall” run a close second with three viewings each, and I’ve seen “Star Trek” and “Inglourious Basterds” twice each. Some movies are just better on the big screen, you know?