Summary
Celebrity photographer Connor Mead lives life in the fast lane, committed to lifelong bachelorhood and simultaneous relationships with multiple women. On the eve of his younger brother Paul's wedding, Connor's mockery of love proves a real buzz-kill for everyone - including his childhood crush, Jenny, the one woman who always seemed immune to his considerable charms. Later that night, he gets a wake-up call from the ghost of his late Uncle Wayne, the hard-partying, legendary ladies' man who was Connor's mentor. Uncle Wayne has an urgent message which he delivers through three ghosts who guide Connor on an eye-opening tour of his romantic past, present and future. Along the way, they attempt to discern whether he will ever be able to change his ways -- and if there is any hope of him finding true love.
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Cast
Matthew McConaughey
Connor Mead
Jennifer Garner
Jenny Perotti
Michael Douglas
Uncle Wayne
Breckin Meyer
Paul
Lacey Chabert
Sandra
Robert Forster
Sergeant Volkom
Anne Archer
Vonda Volkom
Emma Stone
Allison Vandermeersh
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
Christina Milian
Kalia
Rachelle Wood
Brunette Lingerie Model
Michael Anastasia
Groomsman #3
Paul Cassell
Wedding Guest Jeff
Devin Brochu
Young Connor
Logan Miller
Teenage Connor
Christa B. Allen
Teenage Jenny
Chad Mountain
D.J.
Abigail Kuklis
Blonde Club Model
Cindy Lentol
Amy the Stewardess
Tina Casciani
Vargas Girl (uncredited)
Quiana Grant
"On Your Car" Bar Woman
Annalaina Marks
Vargas Girl (uncredited)