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Sideways (2004)

Miles, the best man, and Jack, his friend, head to wine country to have a week of relaxation, fun and wine tasting. Miles, an oenophile, tries to help Jack learn a little about wine appreciation. Jack is a simple man who enjoys drinking and chatting with Stephanie. Miles, who was a high school English teacher and is an inept writer by nature, is quite a sadsack. His wife divorced him, and she is now a remarried woman. He must face the nerve-racking wait to hear from potential publishers. Miles is offered a chance to begin anew after he meets Stephanie’s friend Maya. But when he revealed that Jack was about to marry, any hopes of building a lasting relationship seem lost. –garykmcd