Alfred 'Al' Connelly
Freddie Prinze Jr.
Imogen
Julia Stiles
Lovestruck Man
Zay Harding
The Interviewer
Mark Blum
Faith Keenan
Amanda Barfield
Megan Brodski
Chloe Hunter
Haley Heller
Granger Green
Gabe Stiano
Jed Rhein
Ricky James
Bradley Pierce
Cousin Maeva
Alexia Landeau
'The Man Show' Host
Adam Carolla
Jimmy Kimmel
Cyrus
Selma Blair
Al's First Kiss
Caroline Ambrose
Piercing Woman
Joanna Adler
Doctor
Frank Wood
Eddie Hicks
Shawn Hatosy
Monk Jablonski
Zak Orth
Jim Morrison
Ashton Kutcher
Lana
Rosario Dawson
Chef Ray
Henry Winkler
Judy Connelly
Lucie Arnaz
Lovestruck Woman
Lauren German
Executive Producer
Harvey Weinstein
Stand In
Frank Anello
Director of Photography
Robert D. Yeoman
Bob Weinstein
Producer
Joana Vicente
Director
Kris Isacsson
Jason Kliot
Screenplay
Novel
Original Music Composer
Edmund Choi
Costume Design
Michael Clancy
Production Design
Kevin Thompson
Associate Producer
Hugo Heppell
Editor
Stephen A. Rotter
Bobby Cohen
Assistant Editor
Hope Litoff
Music
Co-Producer
Trish Hofmann
Jeremy Kramer