Well at least this one is easy! The Princess Bride. It has the best one liners and is quirky and fun. And I really like the song at the end.
I first watched this movie when my son was a baby and movies were one of the few entertainments I could afford. I was immediately charmed by it, and have watched it untold times since.
Like many other PB aficionados, I know most of the words in most of the scenes and can recite the lines along with the actors. I imagine this must be very annoying to PB novices.