James Franco
Conrad
Natalie Portman
Laura
Kristen Wiig
Monica
Kate Mara
Lisa
Amber Tamblyn
Amanda
Jim Parrack
Paul
Abigail Spencer
Abigail
Keir Gilchrist
Michael
Thomas Mann
Lee
Rico Rodriguez
Charlie Foster
Matthew Modine
Theodore Foster
Jimmy Kimmel
Mr. Chipmunk
Tony Cox
Mr. Chubb
Bo Mitchell
Greg
Jacob Loeb
Keen
Kelsey Ford
Lila
Tyler Labine
Clete
Jack Kehler
Sheriff Mallon
Wendy Phillips
Mrs. Nighetti
Frank Birney
Edmund
Muriel Minot
Caddy
Priscilla Garita
Maricelle Foster
Tanner Buchanan
Bobby Bell
Wilmer Calderon
Barnett
Kai Lennox
Timmy
Ella Anderson
Sally
Charlie Martin
Cliff
David May
Brian
Katie Cofield
Val
June Conniff
Ophelia
Tom Paliferro
Sydney
Robert DuBois
Stu
Adam J. Harrington
Henry
Milan Johnson
Zach Cuttle
Alex Oberheide
Preston
Bryan Patrick West
Skins
Malia Pyles
Amber
Pappy Faulkner
Jimmy
Isaac Faulkner
Nate
Max Leifman
Young Conrad
Rebecca Ellen Evans
Young Lisa
Lili Brennan
Young Amanda
Jack Sochet
Conrad's Father
Toni Gaal
Greg's Mom
Bridget Bowes
Brian's Wife
Maite Pistiner
Michael’s Love Interest
Brian Lally
Therapist
Lowell Dean
Colorado Sheriff
Anthony Sherritt
Swinger