Story :After taking his dying father's advice, Hal dates only the embodiments of female physical perfection. But that all changes after Hal has an unexpected run-in with self-help guru Tony Robbins. Intrigued by Hal's shallowness, Robbins hypnotizes him into seeing the beauty that exists even in the least physically appealing women. Hal soon falls for Rosemary, but he doesn't realize that his gorgeous girlfriend is actually a 300-pound-not-so-hottie.
Cast
Jack BlackHal
Gwyneth PaltrowRosemary
Jason AlexanderMauricio
Joe ViterelliSteve Shanahan
Rene KirbyWalt
Bruce McGillReverend Larson
Tony RobbinsTony Robbins
Susan WardJill
Zen GesnerRalph
Brooke BurnsKatrina
Rob MoranSecond Tiffany
Joshua 'Li'iBoy' ShintaniLi'iboy
Kyle GassArtie
Laura KightlingerJen
Nan MartinTanya Peeler
Sasha Joseph NeulingerYoung Hal
John-Eliot JordanFuel Pizza Waiter
Jill Christine FitzgeraldMrs. Shanahan
Erinn BartlettBella
Fawn IrishSpastic Bella
Daniel GreeneDoctor
Danny MurphyCabbie
Brian MoneBoard Member #1
Bob MoneBoard Member #2
Don GavinDavid Bouley
Leslie DeAntonioHelga
Libby LangdonWaitress
Gigi MoranNurse #1
Caryl Lippman WestNurse #2
Brianna GardnerCadence
Mariann NearyInformation Attendant #1
Christal HandyInformation Attendant #2
Jackie FlynnFuel Pizza Manager
Sascha KnopfGorgeous Tanya
Mary WigmoreCute Tiffany
Steve TylerMcIntosh Waiter
Darius RuckerCapital Grille Maitre D'
John DennisCapital Grille Host
Manon von GerkanLindy
Will CooganPunk #1
Lyndon ByersPunk #2
Sara StoutBabe on Dance Floor
Bonnie AaronsSpastic Friend #1
Lisa BrounsteinSpastic Friend #2
Herbie FlynnHomeless Man #1
Michael CorrenteHomeless Man #2
Ron DarlingOther Li'iboy
Anne E. HodgsonPretty Nurse
Kelly McRorieBar Girl
Dean R. PalozejBartender
Dede KinerkParty Friend
Dr. David A. KipperDepartment Store Clerk
Sayed BadreyaDoctor Sayed
David GetzDr. James Uler
Jesse PeterSick Kid #1
Abe FarrellySick Kid #2
Sean GildeaPool Dad
Robby JohnsKid in Tree
Tiffany BurkeSoda Shop Waitress
Hillary MatthewsPretty Girl with Puppy
Nick NemethNight Club Goer
Molly ShannonMrs. Mary Larson (uncredited)
Stacy FusonNight Club Goer #2 (as Stacey Fuson)
Ashley B. HowardNight Club Goer #2
Apple FarrellyHospital Intensive Care Unit Staff & Patient (as Apple Kocsis)