I'm not sure about the watching over and over part, but I am an absolute cinemaphile. My all time favorite movies list includes many classic B&W films from the '30s and '40s. However, a fairly recent one that I love is Sophie's Choice, from 1982. It's not something you could watch all day or even multiple times a week because of the heavy subject, but it's a brilliant piece of work and I'll always name it when I'm listing my favorites.
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