- 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
- 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
- Travis Clough
- Bar Man "Shawna"
- Jasmine Tang
- Chinese Bar Woman
- Genevieve Glenn
- "Two Days" Bar Woman
- Farah Casis
- "For An Hour" Bar Woman
- Lauren Tangard
- "48 Seconds" Bar Woman
- Layla Hosseini
- "In Your Car" Bar Woman
- Quiana Grant
- "On Your Car" Bar Woman
- Taylar Eliza
- Washed Your Car Bar Woman
- Munjeet Geyer
- "Never Called Again" Bar Woman
- Erin McParland
- Pageant Queen Bar Woman
- Allyssa Brooke
- "Jenny" Bar Woman
- Alicia Googins
- French Bar Woman
- Natalie Alain Loisou
- Dominatrix Bar Woman
- Olga Maliouk
- Ghost of Girlfriends Future
- Tom Kemp
- Wedding Minister
- Stephen Russell
- Connor Funeral Minister
- Tyler Christopher
- Snow Shoveling Kid
- Lexi Lawson
- Wedding Band Singer
- Artie Sgaraglio
- Wedding Band Guitar
- J. Levine
- Wedding Band Bass Guitar
- Michael Hannigan
- Wedding Band Keyboards
- Robert Ellis
- Wedding Band Drummer
- Jason Amherst
- 80's Bar Patron
- Dale F. Appel
- Mourners
- Anastasia Barnes
- Girl #6
- Ellen Becker-Gray
- Wedding Guest
- Matthew N. Bourgeois
- Wedding Guest
- Patrick Canty
- Architect
- Tina Casciani
- Vargas Girl
- Chemi Che-Mponda
- Woman at Health Spa
- Lynn Clayton
- Connor's Ex-Wife
- Desiree April Connolly
- Health Club Patron
- Michael DeMello
- Bar Patron
- Kelly Dempsey
- Bartender / Extra (uncredited)
- Madison Donlan
- Young Jenny
- Jennifer Engle
- 80's Bar Patron
- Keith Fluker
- Model
- Shawn Fogarty
- 1980s Bar Patron / Funeral Mourner (uncredited)
- John Franchi
- Dancer
- Sari Gagnon
- Wedding Attendant
- Suzanne Gillies
- Wedding Guest
- Jennifer Gjulameti
- Mourner at Funeral
- Trudi Goodman
- Woman at Health Spa
- James Granville
- JO Wedding Guest
- Rob W. Gray
- Wedding Guest
- Dane Grigas
- Bistro Patron
- Sophya Gudelman
- Stylist
- Guy Guglielmi
- Unemployed Mall Santa
- Joseph Guglielmo
- Wedding Guest
- Cheryl Hawe
- Wedding Guest
- Patrick Mel Hayes
- Businessman / Restaurant Patron (uncredited)
- Kimberly Howe
- Ex Girlfriend
- Kate Jurdi
- Reception / Wedding Guest (uncredited)
- Haytham Kandil
- Agent - Lingerie Photo Shoot
- Spencer Kayden
- Vargas Girl
- Cynthia Kirchner
- Vargas Girl
- Ren Knopf
- Mourner
- Jon Korzeniowski
- Groomsman
- Caity Lepak
- Extra
- Chi Muoi Lo
- James
- Nazario Maisonet
- Wedding Guest
- Annalaina Marks
- Vargas Girl
- Dan Marshall
- Client's Agent - Lingerie Photo Shoot
- Robert Masiello
- Wedding Guest
- Paul McGillicuddy
- Restaurant Diner
- Christina Milian
- Kalia
- Henry Priest Miller
- Teenager at Party
- Dave Morrison
- Pallbearer
- Jason Mulcahy
- Uncle Wayne's Wealthy Guest
- Ron Murphy
- Taxi Driver
- Scott Neufville
- Keelia's Bodyguard
- Stephen O'Neil Martin
- Hector the Bartender
- Chris Palermo
- Unemployed Santa
- Angela Palmer-Haibach
- Wedding Guest Bride's Side
- Giovanni Pantaleo
- Singles Bar Patron
- Valerie Parker
- Stylist
- Paul Redmond
- Waiter
- Donna Glee Reim
- Pedestrian
- Gary Roscoe
- Wedding Guest
- Sabe Schoeneg
- Family at Funeral
- Jenna Lea Scott
- Wedding Server
- Edward A. Sherman IV
- Wedding Server
- Rich Skinner
- Unemployed Santa Claus
- Vyvian B. Stevens
- Rehearsal Guest
- Stream
- Hot Girl
- Rebecca Teixeira
- Waiter
- Mike Wendt
- 80s Bar Patron
- Joseph Zamparelli
- Pedestrian
