Directed by R.D. Robb, the largely unreleased Don’s Plum made headlines throughout the late ’90s for featuring Leonardo DiCaprio, who, after scoring big with the success of Titanic, was enjoying the top spot on young Hollywood’s A-list. The film stars DiCaprio and Tobey Maguire as two of several obnoxious rich kids whittling the night away at Don’s Plum, a local diner. The kids speak candidly about women, sex, drugs, and the nuances of relationships– if by ‘nuances’ one means adultery, masturbation, bisexuality, and whatever shock-topics the moment may have called for.

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