Trailer
Cast
Steven Shainberg
Richard Arevalos (Sex Therapist on Tape) (voice) (uncredited)
Maggie Gyllenhaal
Lee Holloway
Patrick Bauchau
Dr. Twardon
Jessica Tuck
Tricia O'Connor
Amy Locane
Lee's Sister
Sabrina Grdevich
Allison
Lauren Cohn
First Secretary
Kyle Colerider-Krugh
Mr. Garvey
Steven Fierberg
First Date
James Spader
Mr. Grey
Lesley Ann Warren
Joan Holloway
Stephen McHattie
Burt Holloway
Ezra Buzzington
Typing Teacher
Alison Tatlock
TV Reporter
Osgood Perkins
Jonathan
Lily Knight
Paralegal
Erin Cressida Wilson
Sitting In Mr. Grey's Waiting Room (uncredited)
Jeremy Davies
Peter
Mary Joy
Sylvia
Michael Mantell
Stewart
Lacey Kohl
Louisa
Herbert Russell
Second Date