Sideways (2004)

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Miles Faymond, a failed writer who teaches junior high school english takes his best friend, former hot actor Jack on a weeklong drive up to 'wine country' in California. There they explore the nature of their failures and question their relationships. Jack, about to get married, has an affair and wonders whether he should call it off. Miles, recently divorced, questions whether or not he made the right choice. More »
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