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
Erin Wyatt
Blonde Lingerie Model
Stephanie Oum
Kako
Micah Sherman
Groomsman #1
Albert M. Chan
Groomsman #2
Michael Anastasia
Groomsman #3
Paul Cassell
Wedding Guest Jeff
Dan Whelton
Foyer Bartender
Devin Brochu
Young Connor
Kasey Russell
Young Jenny
Scott Powers
Connor's Dad
Heather Wilde
Connor's Mom
Michael R. Pouliot
Parents' Funeral Priest
Logan Miller
Teenage Connor
Christa B. Allen
Teenage Jenny
Chad Mountain
D.J.
Samantha Rose Goober
Jenny's Friend Marissa
Alyssa McCourt
Jenny's Friend Clarissa
Sam Byrne
Pete Hastings
Gina Gesamondo
Ice Cold Blonde
Toni Saladna
Slapping Brunette
Abigail Kuklis
Blonde Club Model
Paula Merritt
Brunette Club Model
Kortney Adams
Jenny's Colleague
Cindy Lentol
Amy the Stewardess
Kimberly Carvalho
Bar Twin
Ashley Carvalho
Bar Twin
Tina Casciani
Vargas Girl
Quiana Grant
"On Your Car" Bar Woman
Annalaina Marks
Vargas Girl (uncredited)