Oi... There's this one movie that I remember going to see at most 10 times in theaters in 2003, I believe (yeah, I even recall the year; that's how bad it was). I'm not even kidding. I guess it was pretty big back then, at least to my community. =/ Anyhow the film is called
Spirit: Stallion of the Cimarron, and it's about a horse who gets captured by a regiment of Civil War soldiers. The horse, Spirit, with the aid of an Indian, escapes the soldiers and tries to make his way back to his homeland... Yeah, not exactly a very driven plot. But the movie was all right the first few times I saw it; pretty uplifting during some parts. But as you can imagine, it got old pretty quickly, and I saw it so many times because friends just so happened to plan their parties around it. Other than that, don't even ask how many times my family watched it when it came out on video...
I can't think of anymore movies I saw more than once. But
Spirit sticks out like a sore thumb for some reason.