Characters played by Matthew McConaughey
Moondog
Characters played by Snoop Dogg
Lingerie
Characters played by Isla Fisher
Minnie
Characters played by Stefania LaVie Owen
Heather
Characters played by Martin Lawrence
Captain Wack
Characters played by Zac Efron
Flicker
Characters played by Jonah Hill
Lewis
Characters played by Jimmy Buffett
Jimmy Buffett
Characters played by Donovan St V. Williams
Snoop's Rasta Pilot
Characters played by David Bennett
Homeless Phil
Characters played by Clinton Archambault
Lawyer
Characters played by Joshua Rosen
Reporter
Characters played by Tonya Oliver
Drug Counselor
Characters played by Chela Arias
Cuban Maid
Characters played by Ricardo Matallana
Jose the Pool Boy
Characters played by Joshua Ritter
Groom "Limp Dick" (Heather's Husband)
Characters played by Jo Marie Payton
Judge
Characters played by Karla Goodwin
Maria
Characters played by Debra Cohen
Tourist Mother
Characters played by Alan Frankel
Tourist Father
Characters played by A. Ali Flores
Neck Brace Guy
Characters played by Hunter Rearden
Tourist Kid #1
Characters played by Lefty Korine
Tourist Kid #2
Characters played by Barrie Mizerski
Pulitzer Announcer
Characters played by Todd Mitchell
Lingerie's Yacht Guard #1
Characters played by Devon James
Lingerie's Yacht Guard #2
Characters played by John Morris
Cash Register Guy
Characters played by Andrea Bennetti
Prostitute #1
Characters played by Jenny Ariza
Prostitute #2
Characters played by London Seabreeze
Topless Woman #1
Characters played by Dvorah Marie
Topless Woman #2
Characters played by Arthur Bivens
Priest
Characters played by Sharon Pfeiffer
Sexy Older Woman
Characters played by Sandro Paes
Tuba Player
Characters played by Dustin Greer
Robber
Characters played by Bertie Higgins
Bertie Higgins
Characters played by Daniele Cecere
Tourist Teenager
Characters played by Francis Allen
Pulitzer Announcer #2
Characters played by Charles Ace
Gala Patron
Characters played by Peter Alexander
Student
Characters played by Jerry Ascione
Homeless Man
Characters played by Van Banoovong
Drug Rehab Patient
Characters played by Rosie Bernhard
Wheelchair Wedding Guest
Characters played by Kailyn Blanco
Tourist Kid
Characters played by Corey Booth
Homeless Man
Characters played by Steven Brack
Drug Counselor
Characters played by Danielle Briana
Pulitzer Prize Guest
Characters played by Stephen L. Cohen
Armed Guard #2
Characters played by Trent Conley
Tourist
Characters played by Ellen Marguerite Cullivan
Funeral
Bar
PulitzerPrizeGuest
Characters played by James 'Slim' Cunningham
Rehab Patient
Characters played by Timothy Mark Davis
Groomsmen
Characters played by Ricky Diaz
Jonathan
Best Man
Characters played by Joey DiSomma
Bar Patron
Characters played by Taina Dominguez
Bridesmaid
Characters played by Tracy Echeverri
Pulitzer Prize Guest
Characters played by Safi El Masri
Party Guest
Beach Lifeguard
Characters played by Frenchi Firecracker
Drug Counselor
Characters played by Sheila Friedman
Pulitzer Prize Guest
Hospital Waiting Room Visitor
Characters played by Corinna Giordano
Tourist Kid
Characters played by Rob Goodman
Homeless Guy 3
Characters played by Mike Guzman
Sleazy Lawyer
Characters played by Rae Hartwell
Houseboat Girl
Characters played by JLynne Herrington
Wedding Guest
Characters played by Paul Homza
Homeless Guy 2
Characters played by Grant Koo
Groom
Characters played by Laurel Levey
Nurse
Characters played by Dawn Lyn
Tourist
Characters played by Audrey Lynn
Dancing Gala Guest
Characters played by Cougar MacDowall
Jake
Characters played by Jamil Malik
Court Bailiff
Characters played by Nick Puya
Jax
Characters played by Nadia Quezada
Stripper
Characters played by Ashae Reagan
Wedding Guest
Characters played by Jeff Remas
Pulitzer Prize Guest
Characters played by Jarrett Ricker
Yacht Club Guy
Characters played by Megan Seely
Waitress
Characters played by Nicholas Simmons
Armed Guard #1
Characters played by Erik Stone
Bouncer