Barbra Streisand
Rose Morgan
Jeff Bridges
Gregory Larkin
Pierce Brosnan
Alex
Lauren Bacall
Hannah Morgan
Mimi Rogers
Claire
George Segal
Henry Fine
Brenda Vaccaro
Doris
Austin Pendleton
Barry
Elle Macpherson
Candy
Ali Marsh
First Girl Student
Leslie Stefanson
Sara Myers
Taina Elg
Female Professor
Lucy Avery Brooks
Felicia
Amber Smith
Felicia (Video)
David Kinzie
Claire's Masseur
Howard S. Herman
Rabbi
Thomas Hartman
Reverend
Trevor Ristow
Trevor
Brian Schwary
Mike (Student)
Randy Pearlstein
Randy (Student)
Stacie Sumter
Stacie (Student)
Cindy Guyer
Taxi Stealer
Thomas Saccio
Taxi Driver
Andrew Parks
Waiter
Jimmy Baio
Jimmy the Waiter
Emma Fann
Henry's First Date
Laura Bailey
Henry's Second Date
Mike Hodge
Justice of the Peace
Anne O'Sullivan
Gloria
Sandi Schroeder
Female Student
Kiyoko M. Hairston
Female Student
Ben Weber
Male Student
Christopher Keyes
Male Student
Lisa Wheeler
Female Aerobic Instructor
Kirk Moore
Male Aerobic Instructor
Regina Viotto
Make-Up Artist
Paul LaBreque
Hair Colorist
Rudy Ruggiero
Waiter
William Cain
Mr. Jenkins
Adam LeFevre
Doorman
JoAn Mollison
Irate Woman
Carlo Scibelli
Opera Man
Eli Roth
Male Student
Milla Jovovich
Girl in Commercial (uncredited)