Shawn Wayans as Kevin Copeland / Brittany Wilson

Marlon Wayans as Marcus Anthony Copeland II / Tiffany Wilson

Frankie Faison as Elliott Gordon

Terry Crews as Latrell Spencer

Faune Chambers Watkins as Gina Copeland

Rochelle Aytes as Denise Porter

John Heard as Warren Vandergeld

Lochlyn Munro as Agent Jake Harper

Busy Philipps as Karen Googlestein

Jennifer Carpenter as Lisa Anderson

Jessica Cauffiel as Tori Wilson

Eddie Velez as Agent Vincent Gomez

Jaime King as Heather Vandergeld

Brittany Daniel as Megan Vandergeld

Maitland Ward as Brittany Wilson

Anne Dudek as Tiffany Wilson

John Reardon as Heath

Steven Grayhm as Russ (Party Boy)

Drew Sidora as Shaunice

Casey Lee as Tony

Heather McDonald as Saleswoman

Kevin Blatch as Aubrey

Taras Kostyuk as Russian

Zoltan Barabas as Drug Dealer

Brad Loree as Dealer Henchman

Paul Lazenby as Dealer Henchman

David James Lewis as Josh

Ben Nemtin as Hamptons Hotel Guy

Suzy Joachim as Elaine Vandergeld

Kerbie O'Neill as Hamptons Girl

Shannon Dagg as Hamptons Girl

Jennifer Berry as Hamptons Girl

Patrick Baynham as Hamptons Guy

Kristi Angus as Wheelchair Girl

Marshall Virtue as Purse Snatcher

John Moore as Arnold Spiezer

Fraser Aitcheson as Stripper

James Michalopolous as Stripper

Ricardo Scarabelli as FBI Agent

Liam Ranger as Boy at Beach

Zack Nicholson as Boy at Beach

Luciana Carro as Waitress

Michael Gordin Shore as Waiter at Hamptons Restaurant

Lillianne Lee as Housekeeper

Melissa Panton as Karen's Backup Dancer

Kathryn Schellenberg as Karen's Backup Dancer

Heather Robertson as Vandergeld Dance Team

Joanne Pesusich as Vandergeld Dance Team

Jennifer Oleksiuk as Vandergeld Dance Team

David Manske as Fashion Critic

Evangeline Lilly as Party Guest (uncredited)