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'''''Wonder Boys''''' is a 2000 film written by Creator/SteveKloves and directed by Creator/CurtisHanson. Based on the [[Literature/WonderBoys novel]] by Creator/MichaelChabon, it revolves around Pittsburgh college professor/novelist Grady Tripp (MichaelDouglas) who, over the course of a weekend, has to handle a troubled student (TobeyMaguire), his unfinished novel (also called ''Wonder Boys''), his pregnant girlfriend (the chancellor of the college and his boss' wife), a purloined jacket and a dead dog.

''Wonder Boys'' also stars KatieHolmes, RobertDowneyJr and Frances [=McDormand=]. It was nominated for three AcademyAwards and earned BobDylan a Best Original Song Oscar for "Things Have Changed."
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!!This movie contains examples of:

* BiTheWay: Terry Crabtree.
* ConsummateLiar: [[spoiler:James Leer.]]
* EruditeStoner: Grady
* EvilDetectingDog: Sara's husband is clueless about her affair with Grady. His dog, Poe, on the other hand...
* {{MacGuffin}}: Marylin Monroe's jacket.
* OnlyKnownByTheirNickname: Vernon Hardapple.
* ParentalAbandonment: [[spoiler:James tells Grady his parents are dead and he's being raised by his grandparents.[[ConsummateLiar Or not]].]]
* ShootTheDog: [[spoiler:Literally. Poe had it coming, though.]]
* SleepingDummy: [[spoiler:Poe finally comes in handy]].
* ThinkingOutLoud: James narrates as he's carried out of an auditorium.
* TeacherStudentRomance: Hannah Green wants to start one with Grady. He's tempted.
* ToughActToFollow: InUniverse. Grady's previous book ''The Arsonist's Daughter''.
* TrophyRoom: Walter's sports memorabilia closet.
* WholesomeCrossdresser: Miss Antonia Sloviak.
* WorldOfSnark
* WritersBlock: Subverted. Grady can't ''stop'' writing.
* YourCheatingHeart: Grady's had a long-standing affair with Sara. [[spoiler:James implies he's the product of an affair between his mother and his paternal grandfather. [[ConsummateLiar Or not]].]]
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