Casting (28)
James Spader
Mr. Grey
Maggie Gyllenhaal
Lee Holloway
Jeremy Davies
Peter
Lesley Ann Warren
Joan Holloway
Stephen McHattie
Burt Holloway
Patrick Bauchau
Dr. Twardon
Jessica Tuck
Tricia O'Connor
Osgood Perkins
Jonathan
Amy Locane
Lee's Sister
Mary Joy
Sylvia
Michael Mantell
Stewart
Lily Knight
Paralegal
Sabrina Grdevich
Allison
Lacey Kohl
Louisa
Julene Renee
Jessica
Lauren Cohn
First Secretary
Ezra Buzzington
Typing Teacher
Kyle Colerider-Krugh
Mr. Garvey
Steven Fierberg
First Date
Herbert Russell
Second Date
David Wiater
Tomato Date
Shannon Convery
New Secretary
Alison Tatlock
TV Reporter
Christina Gray
Photographer (uncredited)
Cali T. Rossen
Dancing Party Guest (uncredited)
Diane McGee
Woman in the Purple Boots (uncredited)
Steven Shainberg
Richard Arevalos (Sex Therapist on Tape) (voice) (uncredited)
Erin Cressida Wilson
Sitting In Mr. Grey's Waiting Room (uncredited)