Inventing the Abbotts (1997)
Directed by Pat O'Connor
In the 1950s, brothers Jacey and Doug Holt, who come from the poorer side of their sleepy Midwestern town, vie for the affections of the wealthy, lovely Abbott sisters. Lady-killer Jacey alternates between Eleanor and Alice, wanting simply to break the hearts of rich young women. But sensitive Doug has a real romance with Pamela, which Jacey and the Abbott patriarch, Lloyd, both frown upon.
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Rounding out the main three players is Zoe McLellan (1997's "Inventing the Abbotts"), who may or may not be a good actress; from the evidence presented here, I would guess the latter.