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"The Sound of Music" is the first to come to mind, because I saw it when I was very, very young, and I was an only child, so I created an imaginary family of siblings, just like in the film, and then these imaginary children expanded and filled houses in the entire neighbourhood within just a few years! I also identified with it because of the Catholicism, and I was fascinated, even then, that the "lady" played guitar and made up songs as she went along, so I taught myself to play guitar later (but never really entertained the monastery life).
I think that movie taught me how. through my imagination, to entertain myself, really enjoy my own company, and never quite feel lonely.