"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.
Vince

Jane

Stephanie

Kenny

Mr. Campbell

Mitch

Kendrick

Tracy

Delivery Guy

Reno

Tom

Mrs. Kemp

Gary

Mrs. Havacamp

Ellen
Stella

Regina

Nancy

Masseuse
Hot Chick

Jerk

Hot Mess

Judge Rioux
Opposing Counsel
Stenographer

Bailiff
Michelle
Sera
Bobby
Umpire
Little League Pitcher

Gay Club Emcee
Gay Man #1

Gay Man #2

Gay Man #3

Gay Man #4
Gay Man #5

Leather Daddy
Man with Glasses

Gay Clubgoer #1

Gay Clubgoer #2
Gay Clubgoer #3

Little League Mom
Restaurant Patron
Restaurant Patron
Restaurant Patron
Restaurant Patron
Restaurant Patron
Club Patron
Club Patron
Club Patron
Outlaw
Outlaw
Outlaw
Outlaw
Outlaw
Outlaw
Outlaw
Outlaw
Outlaw
Outlaw
Outlaw
Outlaw
Other Little League Team
Other Little League Team
Other Little League Team
Other Little League Team
Other Little League Team
Other Little League Team
Other Little League Team
Gay Club Bartender (Uncredited)
Guy in the Club (Uncredited)
Ted (Uncredited)
Gay Club Patron (Uncredited)
Bar Patron (Uncredited)
Hot Club Girl (Uncredited)
Restaurant Patron (Uncredited)
Patron (Uncredited)
Bowler (Uncredited)
Parent at Baseball Game (Uncredited)
Gay Club Patron (Uncredited)
Pretty Girl in Club (Uncredited)
Nightclub Patron (Uncredited)
Gay Club Patron (Uncredited)
Gay Man #3 (Uncredited)
Cool Guy in Bar (uncredited)

Regina (Uncredited)

Guy in Club (Uncredited)
Girl in Club (Uncredited)
Hot Club Girl (Uncredited)
Gary's Pal (Uncredited)
Club Goer (Uncredited)
Bar Patron (Uncredited)
Club Patron (uncredited)
