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Definitely, Maybe (2008)

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Comedy, Drama, Romance |

Definitely, Maybe is a romantic comedy-drama film written and directed by Adam Brooks, and starring Ryan Reynolds, Isla Fisher, Rachel Weisz, Elizabeth Banks, Abigail Breslin, and Kevin Kline. Set in New York City during the 1990s.

The film is about a political consultant who tries to help his eleven-year-old daughter understand his impending divorce by telling her the story of his past romantic relationships and how he ended up marrying her mother. The film grossed $55 million worldwide.

Will Hayes works at an advertising agency in New York City and is in the midst of a divorce. After her first sex education class, his 10-year-old daughter Maya insists on hearing the story of how her parents met. Will gives in, but changes the names and some of the facts, leaving Maya to guess which of the women from his past would become her mother.

Will begins his “mystery love story” in 1992, when he moves away from Madison, Wisconsin and his college sweetheart, Emily, to work on the Clinton campaign in New York City. There, he meets April Hoffman, a fellow campaign staffer, and delivers a package from Emily to her college friend, Summer Hartley. The package is revealed to be Summer’s diary, which Will had read, learning she had a brief affair with Emily. Summer is dating her professor, Hampton Roth, but spontaneously kisses Will.

Director: Adam Brooks

Writer: Adam Brooks

Stars: Ryan Reynolds, Isla Fisher, Rachel Weisz, Elizabeth Banks, Abigail Breslin, Kevin Kline, Derek Luke

Cast:

Ryan ReynoldsWill Hayes
An NguyenAd Exec
Matthew MasonHeadphone Guy
Rick DerbyVisitor from Planet Ordon
Sakina JaffreySchool Mom
Bob WiltfongSchool Dad
Ryder ChasinBoy with Book
Fiona LaneAngry Girl
Dana EskelsonAngry Girl’s Mom
Blake BenitezSchool Kid
Paulina GerzonSchool Kid
Victoria GoldsmithSchool Kid
Ashtyn GreensteinSchool Kid
Ashley GrenierSchool Kid
Dylan HartiganSchool Kid
Paul MottSchool Kid
Alexander PickettSchool Kid
Marquis RodriguezSchool Kid
Ryann ShaneSchool Kid
Anabel SosaSchool Kid
Geraldine BartlettSchool Parent
James BiberiSchool Parent
Mercedes HerreroSchool Parent
Sarah Hudnut BrodySchool Parent (as Sarah Hudnut)
Abigail BreslinMaya Hayes
Luis ArriagaLuis the Doorman (as Xaiex Arriaga)
Elizabeth BanksEmily
Keith PattersonMadison Party Friend
Daniel Eric GoldCharlie
Adam FerraraGareth
Derek LukeRussell T. Mccormack
Liane BalabanKelly
Annie ParisseAnne
Nestor SerranoArthur Robredo
Kevin CorriganSimon
Jamie TirelliRafael
Isla FisherApril
Kevin KlineHampton Roth
Rachel WeiszSummer Hartley
Melisa McGregorBartender (as Melisa Mcgregor)
Gerard Bianco Jr.High School Volunteer
Mel RoccoHigh School Volunteer
Stephen RichardsonPollster (as Steven Richardson)
Josh Caras1994 Intern (as Joshua Caras)
Orlagh CassidyNurse
Max PomerancRobredo Campaign Worker
Robert KleinSelf
Matt FlandersRing Salesman
Caryn OsofskyCafé Gitane Night Waitress
Emily Wickersham1998 Intern
Adam BrooksBookstore Owner
Kerri KwinterBookstore Owner
Alexie GilmoreOlivia
Marc BonanKevin
Amy SafrankiovaCafé Gitane Day Waitress
Dale LeighBill Clinton
Lauren NormanCocktail Server
Leif RiddellCab Driver (as Lief Riddell)
Louisa BallhausExtra
Flint BeverageSecret Service Agent
Tom BrokawSelf (archive footage)
George W. BushSelf (archive footage)
Bill ChemerkaCampaign worker
Geeta Citygirl ChopraNanny
Casey CiprianiRally Attendee
Bill ClintonSelf (archive footage)
Chevy Lamont CofieldMirage Coach
Dono CunninghamRestaurant Patron
Stephanie D’AbruzzoSaleslady in Dress Shop
Alex EmanuelClinton Campaign Worker
Meissa HamptonStudent
Hristo HristovOrderly
Khafre KingStudent
Jaime Lee KirchnerSamantha
Dawn RessyPolitical Supporter
Sibyl SantiagoCampaign Team
Steven WeiszCampaign Worker

Sources: imdb & wikipedia

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