1h 36m
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A battle of the sexes, winner takes all.
The story of Vince, New England's most successful divorce attorney. To Vince, life is one big competition, and losing is unacceptable. This also applies in his dating life with his love 'em and leave 'em approach. Then Vince meets Jane, who is beautiful, successful and also extremely driven. Together they enter into a series of entertaining wagers with each other where the winner gets to decide the fate of the loser.
Geoff Stults
Vince
Mena Suvari
Jane
Jennifer Finnigan
Stephanie
Josh Hopkins
Kenny
Eric Roberts
Mr. Campbell
Kenan Thompson
Mitch
Josh Cooke
Kendrick
Debra Jo Rupp
Tracy
Joey Fatone
Delivery Guy
Tom DeNucci
Reno
Jonathan Silverman
Tom
Kristin Chenoweth
Mrs. Kemp
Dana Ashbrook
Gary
Madeline Merritt
Mrs. Havacamp
Bridget Everett
Stella
Jennifer Jostyn
Regina
Nadia Dajani
Nancy
Jackie Moore
Hot Chick
Tom Papa
Jerk
Maria Kanellis-Bennett
Hot Mess
Donna Del Bueno
Judge Rioux
Patty Ross
Stenographer
Nathan Lesser
Little League Pitcher
Tom Laughlin
Gay Man #1
Nick Principe
Gay Man #2
David Gere
Gay Man #3
Fred Sullivan
Gay Man #5
Gregg Bello
Man with Glasses
Patrick Blank
Gay Clubgoer #1
Chad Verdi Jr.
Gay Clubgoer #3
Pauly Popolizio
Cool Guy in Bar (uncredited)
Amy Rutberg
Regina (Uncredited)
Gary Wolfenden
Club Patron (uncredited)