Cameron Diaz as Joy McNally

Ashton Kutcher as Jack Fuller

Rob Corddry as Hater

Lake Bell as Tipper

Jason Sudeikis as Mason

Treat Williams as Jack Fuller Sr.

Deirdre O'Connell as Mrs. Fuller

Michelle Krusiec as Chong

Dennis Farina as Richard Banger

Zach Galifianakis as Dave the Bear

Queen Latifah as Dr. Twitchell

Krysten Ritter as Kelly

Ricky Garcia as Fuller Closets Worker

Andy Daly as Curtis

Benita Robledo as Maid

Dennis Miller as Judge Whopper

Amanda Setton as Hot Woman

Toni Busker as Hot Woman #2

Jessica McKee as Cute Girl

Ricardo Walker as Male Cop (Stripper)

Valerie Orlik as Female Cop (Stripper)

Ben Best as Cab Driver

Clem Cheung as Fruit Guy

Eric Zuckerman as Tour Guide

Caroline Willman as Sammy

Tommy McGoldrick as Uncle Pat

Billy Eichner as Band Leader

Heather Kristin as Band Singer

Maddie Corman as Joy's Lawyer

Jerry V. Lindsay as Wedding Chapel Priest

Samantha Ridge as Tourist

Richard M. Schaeffer as NYMEX Trader #1

Michael P. Molnar as NYMEX Trader #2

John Eisenberg as NYMEX Trader #3

Ciaran T. O'Kelly as NYMEX Trader #4

Jennifer Trier as Aunt Fuller

Michael Harkins as Team Leader

Patrick Knighton as Team Leader #2

Adam Zuniga as Mr. Chong "Brainiac"

Aaron Nauta as Hater's Friend #1

Christopher Negrin as Hater's Friend #2

Brittany Dawn Beall as Party Girl #2

Ariel Shafir as Party Guy #2

Sheena Alonzo as Amanda Diamond

Bradley Morone as Club Manager

Bob Golden as Jazz Trio Member

Ron Carter as Jazz Trio Member

Evan Palazzo as Jazz Trio Member

Jason Keith Davis as Ball Room Band Member

Ulysses Owens Jr. as Ball Room Band Member

Michael Rodoja as Ball Room Band Member

Jules Hartley as Ball Room Band Member

Maya Jenkins as Ball Room Band Member

Dave Gibson as Ball Room Band Member

Brian M. Wixson as Ball Room Band Member

Justin Flynn as Ball Room Band Member

Josh Tane as Ball Room Band Member

Russ Spiegel as Ball Room Band Member

Martinez Little as Ball Room Band Member

Darrell Reuben Hall as Fuller's Furniture Maker (uncredited)

Joe Mancini as Carpenter (uncredited)

Beth Laufer as Becky (uncredited)

Harry Corrigan as Skateboarder (uncredited)

Dennis Albanese as Jack's Friend (uncredited)

Matthew Martini as Jack's Friend (uncredited)

Cher Cosenza as Joy's Friend (uncredited)

Maria Di Angelis as Joy's Friend (uncredited)

Cassidy Gard as Joy's Friend (uncredited)

Meagan Gordon as Joy's Friend (uncredited)

August Costa as Cousin Jack (uncredited)

Robert Gerrits as Casino Security Officer (uncredited)

Adam Goodnoff Cernese as Hummer Limo Driver (uncredited)

Delia Sheppard as VIP Host (uncredited)

Anna Elizabeth Kendrick as Cocktail Waitress (uncredited)

Lynn Witty as Friend at Bar (uncredited)

Kutcha as DJ #1 (uncredited)

Hector Lincoln as DJ #2 (uncredited)

Bob Pepper as Happy Gambler (uncredited)

Mauro Bossi as Casino Patron (uncredited)

Charles Pendelton as Tourist (uncredited)

Bruce Perkins as Tourist (uncredited)

RJ Konner as Lawyer (uncredited)

Brandon Goins as Wall Street Guy at Party (uncredited)

Ronald E. Giles as Dancing Executive (uncredited)

Rosalind Lipsett as Model at Party (uncredited)

Myriam Blanckaert as Party Goer (uncredited)

Stephanie Domini as Party Goer (uncredited)

Audrey Fafard as Party Goer (uncredited)

Vladimir Troitsky as NYMEX Trader (uncredited)

Thomas Torrey as NYMEX Trader (uncredited)

Jon Yvon as NYMEX Trader (uncredited)

Ralph A. Wilburn Jr. as Hot Dog Vendor (uncredited)

Tom Stratford as Baseball Coach (uncredited)

Charlotte Johnston as Softball Player (uncredited)

Mark Santomauro as Bike Polo Player (uncredited)

Lanette Fugit Hannah as Bachelor Girl (uncredited)

Nicole Dupre Sobchack as Kissed Bride (uncredited)

Sarah Poynter as (voice) (uncredited)