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
Danielle Guldin
Ellen
Bridget Everett
Stella
Jennifer Jostyn
Regina
Nadia Dajani
Nancy
Nicole Lewis
Masseuse
Jackie Moore
Hot Chick
Tom Papa
Jerk
Maria Kanellis-Bennett
Hot Mess
Donna Del Bueno
Judge Rioux
Tom Paolino
Opposing Counsel
Patty Ross
Stenographer
Joseph Polisena
Bailiff
Chris Verdi
Bobby
Nathan Lesser
Little League Pitcher
Wayne Alan Hawkins
Gay Club Emcee
Tom Laughlin
Gay Man #1
Nick Principe
Gay Man #2
Fred Sullivan
Gay Man #5
John Gorham
Leather Daddy
Gregg Bello
Man with Glasses
Patrick Blank
Gay Clubgoer #1
Will Severance
Gay Clubgoer #2
Julie Eckles
Little League Mom
Tanja Melendez Lynch
Restaurant Patron
Tracy Michael Lynch
Restaurant Patron
Alexander Jose Paguay
Restaurant Patron
Matt Burns
Restaurant Patron
Joseph Macleod
Restaurant Patron
Ashton Penney
Club Patron
Devyn Penney
Club Patron
Amanda Finnegan
Club Patron
Jordan Griffin
Outlaw
Scott Leonard
Outlaw
Mikey Antuono
Outlaw
Cam Bissitt
Outlaw
Cayden Dupras
Outlaw
Nichols Symmes
Outlaw
Logan Lemay
Outlaw
Cory Rittall
Outlaw
Luis Vargas
Outlaw
Jake Gausland
Outlaw
David Iannuccillii
Outlaw
Ryan Dilorenzo
Outlaw
Jessica Lussier
Other Little League Team
Cailene Dupras
Other Little League Team
Marc Catone
Other Little League Team
A.T. Dipina
Other Little League Team
Dylan Lemay
Other Little League Team
Mason Bissitt
Other Little League Team
Roger Marano
Other Little League Team
Saintura Badeau
Guy in the Club (Uncredited)
Ryan Boudreau
Ted (Uncredited)
Van Brockmann
Gay Club Patron (Uncredited)
Rick C. Corbett
Bar Patron (Uncredited)
Julie Ann Dawson
Hot Club Girl (Uncredited)
Miranda Evans
Restaurant Patron (Uncredited)
Sandra L. Fogell
Patron (Uncredited)
Jimmy Folco
Bowler (Uncredited)
Gwen Kosak
Parent at Baseball Game (Uncredited)
Julian Lowenthal
Gay Club Patron (Uncredited)
Noel Moore
Pretty Girl in Club (Uncredited)
Michael D. Murphy Sr.
Nightclub Patron (Uncredited)
Eddie Polanco
Gay Man #3 (Uncredited)
Pauly Popolizio
Cool Guy in Bar (uncredited)
Amy Rutberg
Regina (Uncredited)
Anthony Salvatore
Guy in Club (Uncredited)
Morgan Taylor
Girl in Club (Uncredited)
Ashley Tramonte
Hot Club Girl (Uncredited)
Roman Vangeli
Gary's Pal (Uncredited)
Elizabeth Verrill
Club Goer (Uncredited)
Gary Wolfenden
Club Patron (uncredited)
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