Mr. Grey
James Spader
Lee Holloway
Maggie Gyllenhaal
Stewart
Michael Mantell
Paralegal
Lily Knight
Allison
Sabrina Grdevich
Louisa
Lacey Kohl
Jessica
Julene Renee
First Secretary
Lauren Cohn
Typing Teacher
Ezra Buzzington
Mr. Garvey
Kyle Colerider-Krugh
First Date
Steven Fierberg
Second Date
Herbert Russell
Peter
Jeremy Davies
Tomato Date
David Wiater
New Secretary
Shannon Convery
TV Reporter
Alison Tatlock
Photographer (uncredited)
Christina Gray
Dancing Party Guest (uncredited)
Cali T. Rossen
Woman in the Purple Boots (uncredited)
Diane McGee
Richard Arevalos (Sex Therapist on Tape) (voice) (uncredited)
Steven Shainberg
Sitting In Mr. Grey's Waiting Room (uncredited)
Erin Cressida Wilson
Joan Holloway
Lesley Ann Warren
Burt Holloway
Stephen McHattie
Dr. Twardon
Patrick Bauchau
Tricia O'Connor
Jessica Tuck
Jonathan
Osgood Perkins
Lee's Sister
Amy Locane
Sylvia
Mary Joy
Original Music Composer
Angelo Badalamenti
Screenplay
Story Developer
Stunt Double
Marguerite Happy
Director
Producer
Amy Hobby
Director of Photography
Editor
Pam Wise
Andrew Fierberg
Assistant Property Master
Rebekah Schultz
Executive Producer
Jamie Beardsley
P.J. Posner
Joel Posner
Michael Roban
Makeup Department Head
Raqueli Dahan
Production Manager
Kyle A. Clark
Property Master
Robin Jacobson
Stunt Coordinator
José Ignacio Álvarez
Costume Supervisor
Allison Siegel
Script Supervisor
Sharon Cingle
Production Design
Amy Danger
Art Direction
Nick Ralbovsky
Second Unit Director of Photography
John Foster
Second Assistant Director
Jim Simone
First Assistant Director
Carl Lawrence Ludwig
Kiran Gonsalves
Vince P. Maggio
Casting
Ellen Parks
Costume Design
Marjorie Bowers
Additional Editing
Jay Rabinowitz
First Assistant Camera
Benjamin Wolf
Short Story
Mary Gaitskill