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Sideways (2004) - Plot Summary Poster

(2004)

Plot Summary

  • A week before his friend Jack is to be married, best man Miles and the prospective groom head off to wine country for a week of fun, relaxation and - of course - wine drinking. Miles is the oenophile and does his best to teach Jack a bit about the art of appreciating great wine. All Jack cares about is drinking and carousing, something he accomplishes when he meets the attractive Stephanie at one of the vineyards. Miles is something of a sad sack, a high school English teacher who is a failed writer at heart. He has yet to get over the fact that his wife has divorced him and that she has remarried and he now faces that nerve racking wait for word from a prospective publisher. Miles has an opportunity to start anew when he meets Stephanie's friend Maya but when he let's slip that Jack is about to be married any hope of a relationship seems to be lost.

    - Written by garykmcd
  • Miles is a failed writer living a meager existence in San Diego as an English teacher. With his career seemingly fading and the fate of a book hinging on a publisher's decision, Miles is depressed with himself and what he hasn't achieved. Jack is a television actor whom some recognize but not many do, as if he were a minor actor who got a taste of success. With his best friend Miles, the two embark on a road trip through California's wine country. Miles wants to give his friend a nice sendoff before married life, while Jack simply wants to have a fling beforehand. As they're both nearing middle age with not much to show for it, the two will explore the vineyards while ultimately searching for their identities.

    - Written by mystic80
  • A week before the marriage of his great friend, the decadent actor Jack, the bitter frustrated writer divorced oenologist English teacher Miles Raymond travels with him to the wine country of California to spend a week together. While Miles intends to drink wine and play golf, Jack indeed intends to score and get laid with as many women as possible. While hosted in the Windmill Inn, they meet the waitress Maya and the attendant Stephanie, and they spend some time together, visiting different wine makers and and Miles and Maya disclosing their inner secrets and falling in love for each other.

    - Written by Claudio Carvalho, Rio de Janeiro, Brazil
  • Miles Raymond, a failed writer and divorcé who teaches junior high school English takes his best friend, former hot actor Jack, on a weeklong drive up to California's wine country. There they explore the nature of their failures and question their relationships. Jack, about to get married, has an affair with a woman and wonders whether he should call off his wedding. Miles questions whether or not he made the right choice while trying to form a relationship with the woman's best friend, a fellow oenophile who is a waitress at a restaurant that he frequents often when visiting that part of the country.

    - Written by Anonymous
  • Two men reaching middle age with not much to show but disappointment embark on a week-long road trip through California's wine country, just as one is about to take a trip down the aisle.

    - Written by mystic80

Synopsis

Miles Raymond (Paul Giamatti) is an unsuccessful writer, a wine-aficionado, and a depressed middle school English teacher living in San Diego...

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Taglines | Synopsis | Plot Keywords | Parents Guide

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