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Year: 1961
Why you should show it: This timeless film is an adaption of the beloved Broadway musical that was based on Romeo and Juliet (we bet your kiddos didn't know that!). When two teens fall in love from rival New York City gangs, this will teach kids that there isn't always a guaranteed happy ending in every love story. Bonus: With popular songs like "I feel pretty" and "Tonight," kids will love seeing the story behind some familiar tunes.
What to watch out for: The gang tension might raise some eyebrows but can easily be explained as groups of friends who don't get along. But be prepared to answer any questions about the couple's death at the end.