James Spader
Mr. Grey
Acting
Maggie Gyllenhaal
Lee Holloway
Acting
Jeremy Davies
Peter
Acting
Lesley Ann Warren
Joan Holloway
Acting
Stephen McHattie
Burt Holloway
Acting
Patrick Bauchau
Dr. Twardon
Acting
Jessica Tuck
Tricia O'Connor
Acting
Osgood Perkins
Jonathan
Directing
Amy Locane
Lee's Sister
Acting
Mary Joy
Sylvia
Acting
Michael Mantell
Stewart
Acting
Lily Knight
Paralegal
Acting
Sabrina Grdevich
Allison
Acting
Lacey Kohl
Louisa
Acting
Julene Renee
Jessica
Acting
Lauren Cohn
First Secretary
Acting
Ezra Buzzington
Typing Teacher
Acting
Kyle Colerider-Krugh
Mr. Garvey
Acting
Steven Fierberg
First Date
Camera
Herbert Russell
Second Date
Acting
David Wiater
Tomato Date
Acting
Shannon Convery
New Secretary
Acting
Alison Tatlock
TV Reporter
Writing
Christina Gray
Photographer (uncredited)
Acting
Cali T. Rossen
Dancing Party Guest (uncredited)
Acting
Diane McGee
Woman in the Purple Boots (uncredited)
Acting
Steven Shainberg
Richard Arevalos (Sex Therapist on Tape) (voice) (uncredited)
Directing
Erin Cressida Wilson
Sitting In Mr. Grey's Waiting Room (uncredited)
Writing