Romance Comedy
Lovestruck Dustin is dating Alexis, his ideal girlfriend, but when she dumps him for coming on too strong, Dustin takes drastic measures to win her back. He asks his best friend Tank to take her on the worst rebound date imaginable - his side job - so that she will come running back to him, and Tank reluctantly agrees. However, Alexis is more than a match for Tank's shock tactics and he begins to really fall for her, leaving him torn between loyalty to Dustin and his growing attraction toward Alexis.
Directed by
Howard Deutch
Written by
Jordan Cahan
Demi Moore
Kate Hudson
Alexis
Patrick Swayze
Chris O'Donnell
Alec Baldwin
Professor Turner
Lizzy Caplan
Ami
Diora Baird
Rachel
Meg Ryan
Billy Crystal
Jason Biggs
Dustin
Brad Garrett
Irate Customer on Phone (voice) (uncredited)
Lea Thompson
Nate Torrence
Craig
Maureen Keiller
Seamstress
Riki Lindhome
Hilary
Dane Cook
Tank
P!nk
Taran Killam
Josh
Andrew Lewis Caldwell
Sad Dork
Faye Grant
Merrilee
Mini Anden
Lizzy
Malcolm Barrett
Dwalu
Jenny Mollen
Colleen
Kate Albrecht
Laney the Babysitter
Amanda Brooks
Carly
Jacqui Holland
Kindly Stripper
Sally Pressman
Courtney
Georgia Lyman
Hot Coed
Tom Kemp
Priest
Susan Garfield
Wedding Guest
Josh Alexander
Burt
Andria Blackman
Ms. Barber
Rakefet Abergel
Heavily Pierced Kid
Gloria Steinem
Richard Snee
Brian
Alberto Bonilla
Pedro
Hilary Pingle
Claire
Eamon Brooks
Random Guy
Melina Lizette
Ms. Reiling
Edna Panaggio
Grandmother
Cyce Sadsad
Random Guy's Girl
Rob Rota
Lee
Tony V.
Chef Slava
Peggy McClellan
Angry Date Throwing Water
Michael O'Toole
Michi Yamana

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