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Connor Mead, a successful fashion photographer and a Lothario keen on casual sex, goes to his younger brothers wedding to convince him not to marry. He arrives at his dead uncles estate during the rehearsal the night before the wedding; he starts in, taking his brother aside, trashing marriage. Later in the mens room, his uncle, who taught Connor all he knows about women, appears to him, confesses to have been wrong, and tells Connor that three ghosts will visit him that night: the ghosts of girlfriends past, present, and future. Connor has already set the breakup in motion. Can he learn anything from his life and fix what hes broken?
Matthew McConaughey
Connor Mead
Jennifer Garner
Jenny Perotti
Emma Stone
Allison Vandermeersh
Michael Douglas
Uncle Wayne
Breckin Meyer
Paul
Lacey Chabert
Sandra
Robert Forster
Sergeant Volkom
Anne Archer
Vonda Volkom
Daniel Sunjata
Brad
Noureen DeWulf
Melanie
Rachel Boston
Deena the Bridesmaid
Camille Guaty
Donna the Bridesmaid
Amanda Walsh
Denice the Bridesmaid
Emily Baldoni
Nadja
Catherine Haena Kim
Charlece
Noa Tishby
Kiki
Rachelle Wood
Brunette Lingerie Model
Erin Wyatt
Blonde Lingerie Model
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