Mr. Grey

James Spader

Acting

Lee Holloway

Maggie Gyllenhaal

Acting

Peter

Jeremy Davies

Acting

Joan Holloway

Lesley Ann Warren

Acting

Burt Holloway

Stephen McHattie

Acting

Dr. Twardon

Patrick Bauchau

Acting

Tricia O'Connor

Jessica Tuck

Acting

Jonathan

Osgood Perkins

Directing

Lee's Sister

Amy Locane

Acting

Sylvia

Mary Joy

Acting

Stewart

Michael Mantell

Acting

Paralegal

Lily Knight

Acting

Allison

Sabrina Grdevich

Acting

Louisa

Lacey Kohl

Acting

Jessica

Julene Renee

Acting

First Secretary

Lauren Cohn

Acting

Typing Teacher

Ezra Buzzington

Acting

Mr. Garvey

Kyle Colerider-Krugh

Acting

First Date

Steven Fierberg

Camera

Second Date

Herbert Russell

Acting

Tomato Date

David Wiater

Acting

New Secretary

Shannon Convery

Acting

TV Reporter

Alison Tatlock

Writing

Photographer (uncredited)

Christina Gray

Acting

Dancing Party Guest (uncredited)

Cali T. Rossen

Acting

Woman in the Purple Boots (uncredited)

Diane McGee

Acting

Richard Arevalos (Sex Therapist on Tape) (voice) (uncredited)

Steven Shainberg

Directing

Sitting In Mr. Grey's Waiting Room (uncredited)

Erin Cressida Wilson

Writing