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* BlatantLies: Miles tends to resort to lying whenever he makes a mistake (usually the result of his drinking). Jack has known Miles long enough to see through him.

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* BlatantLies: Both Miles tends to resort to lying whenever he makes a mistake (usually the result of his drinking). and Jack has are prone to telling lies to cover up their less admirable qualities (Miles' drinking and Jack's philandering). The two friends have known Miles each long enough to see through him.them.

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* AmbiguousSituation: Early on, it is established that not only is Miles prone to lying to cover up his drunken shortcomings, but Jack is able to see through them. [[spoiler: After Stephanie breaks Jack's nose, Miles denies telling Maya about the wedding, and pins the blame on a bartender they spoke to earlier. Jack mulls it over and doesn't seem to buy it. Wrecking Miles' car to explain the broken nose may have also been Jack's way of getting back at Miles.]]


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* BlatantLies: Miles tends to resort to lying whenever he makes a mistake (usually the result of his drinking). Jack has known Miles long enough to see through him.

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* NasalTrauma: Jack gets smashed him in the face by a motorcyle helmet-wielding Stephanie, breaking his nose. He spends the rest of the film wearing a nasal splint, and has to crash Miles' car into a tree to make it look as if they've been in an accident.


[[HilarityEnsues Hilarity]], BittersweetEnding and bittersweetness]] ensue. (And wine drinking. Lots and lots of wine drinking.)

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[[HilarityEnsues Hilarity]], BittersweetEnding [[BittersweetEnding and bittersweetness]] ensue. (And wine drinking. Lots and lots of wine drinking.)


Middle-aged [[HeterosexualLifePartners BFFs]] Miles (Creator/PaulGiamatti) and Jack (Thomas Haden Church) take off to California's wine country for the week as Miles's gift to Jack before he is to be married on Saturday with Miles as best man. Both, however, have a hidden agenda: Miles [[DrowningMySorrows just wants to drink]] as he's clinically depressed about his divorce (two years and counting) and failure to get his novels published; Jack [[OneLastFling wants to get laid one more time]] before settling down with one woman. During the week, they encounter two women: one is Maya (Creator/VirginiaMadsen), a kind-hearted, beautiful, and intelligent woman who Miles has longed after for a while (not in the least because she's just as knowledgeable about wine as he is) but CanNotSpitItOut. The other is Stephanie (Creator/SandraOh), a spirited MILF wine pourer who instantly takes Jack up on his charming advances.

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Middle-aged [[HeterosexualLifePartners BFFs]] Miles (Creator/PaulGiamatti) and Jack (Thomas Haden Church) (Creator/ThomasHadenChurch) take off to California's wine country for the week as Miles's gift to Jack before he is to be married on Saturday with Miles as best man. Both, however, have a hidden agenda: Miles [[DrowningMySorrows just wants to drink]] as he's clinically depressed about his divorce (two years and counting) and failure to get his novels published; Jack [[OneLastFling wants to get laid one more time]] before settling down with one woman. During the week, they encounter two women: one is Maya (Creator/VirginiaMadsen), a kind-hearted, beautiful, and intelligent woman who Miles has longed after for a while (not in the least because she's just as knowledgeable about wine as he is) but CanNotSpitItOut. The other is Stephanie (Creator/SandraOh), a spirited MILF wine pourer who instantly takes Jack up on his charming advances.


[[HilarityEnsues Hilarity]], [[CrowningMomentOfHeartwarming heartwarming]], [[BittersweetEnding and bittersweetness]] ensue. (And wine drinking. Lots and lots of wine drinking.)

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[[HilarityEnsues Hilarity]], [[CrowningMomentOfHeartwarming heartwarming]], [[BittersweetEnding BittersweetEnding and bittersweetness]] ensue. (And wine drinking. Lots and lots of wine drinking.)


* NakedPeopleAreFunny: The scene in which Miles has to retrieve Jack's wallet, walks in on a couple having sex and is chased off by the naked husband. Giamatti noted this trope is the only way Alexander Payne will put a sex scene or nudity in his movie (see also: ''AboutSchmidt'').

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* NakedPeopleAreFunny: The scene in which Miles has to retrieve Jack's wallet, walks in on a couple having sex and is chased off by the naked husband. Giamatti noted this trope is the only way Alexander Payne will put a sex scene or nudity in his movie (see also: ''AboutSchmidt'').''Film/AboutSchmidt'').

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* ActorAllusion: Thomas Haden Church's character is a former TV star now doing commercial voiceovers, which mirrors Church's own career.

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* BewareTheNiceOnes: Stephanie is spirited and kind, but she ''did'' break Jack's nose when she figured out the truth.


* BerserkButton: Miles will ''not'' drink any [[PrecisionFStrike fucking]] Merlot. He'd also appreciate it if you didn't bring up his wife getting re-married or his affair during that marriage.



* BerserkButton: Miles will ''not'' drink any [[PrecisionFStrike fucking]] Merlot. He'd also appreciate it if you didn't bring up his wife getting re-married or his affair during that marriage.


Middle-aged [[HeterosexualLifePartners BFFs]] Miles (Creator/PaulGiamatti) and Jack (Thomas Haden Church) take off to California's wine country for the week as Miles's gift to Jack before he is to be married on Saturday with Miles as best man. Both, however, have a hidden agenda: Miles [[DrowningMySorrows just wants to drink]] as he's clinically depressed about his divorce (two years and counting) and failure to get his novels published; Jack [[OneLastFling wants to get laid one more time]] before settling down with one woman. During the week, they encounter two women: one is Maya (Creator/VirginiaMadsen), a kind-hearted, beautiful, and intelligent woman who Miles has longed after for a while (not in the least because she's just as knowledgeable about wine as he is) but CanNotSpitItOut. The other is Stephanie (Sandra Oh), a spirited MILF wine pourer who instantly takes Jack up on his charming advances.

to:

Middle-aged [[HeterosexualLifePartners BFFs]] Miles (Creator/PaulGiamatti) and Jack (Thomas Haden Church) take off to California's wine country for the week as Miles's gift to Jack before he is to be married on Saturday with Miles as best man. Both, however, have a hidden agenda: Miles [[DrowningMySorrows just wants to drink]] as he's clinically depressed about his divorce (two years and counting) and failure to get his novels published; Jack [[OneLastFling wants to get laid one more time]] before settling down with one woman. During the week, they encounter two women: one is Maya (Creator/VirginiaMadsen), a kind-hearted, beautiful, and intelligent woman who Miles has longed after for a while (not in the least because she's just as knowledgeable about wine as he is) but CanNotSpitItOut. The other is Stephanie (Sandra Oh), (Creator/SandraOh), a spirited MILF wine pourer who instantly takes Jack up on his charming advances.

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* AdaptationNameChange: In the novel, Maya's friend is named Terra. In the film, her name is changed to Stephanie.

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* NiceGirl: Both Maya and Stephanie. Even though Stephanie can still bust Jack's nose when she discovers the truth.


* ComicallyMissingThePoint: [[spoiler: After learning his latest novel will not be published,]] Miles bemoans that he's so insignificant that he cannot commit suicide. Instead of sympathetic uplifting, Jack helpfully points out that John Kennedy Toole of ''AConfederacyOfDunces'' committed suicide [[spoiler: before he was published.]]

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* ComicallyMissingThePoint: [[spoiler: After learning his latest novel will not be published,]] Miles bemoans that he's so insignificant that he cannot commit suicide. Instead of sympathetic uplifting, Jack helpfully points out that John Kennedy Toole of ''AConfederacyOfDunces'' ''Literature/AConfederacyOfDunces'' committed suicide [[spoiler: before he was published.]]

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