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)