Most Helpful Guy
Con Air, Harry Potter (all of them), The Lone Ranger (Johnny Depp version), Shrek (first and second one), Spiderman (Sam Rami trilogy).1
Most Helpful Girl
I agree, 50 First Dates is a movie I watch every time I see that it's on and I never get tired of it.
Forrest Gump, Grease, My Girl, Uptown Girls are also movies that I've seen countless times and will still watch it every time it's on.1