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

Amber Smith

Felicia (Video)

Randy Pearlstein

Randy (Student)

Cindy Guyer

Taxi Stealer

Andrew Parks

Waiter

Jimmy Baio

Jimmy the Waiter

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

Rudy Ruggiero

Waiter

William Cain

Mr. Jenkins

Adam LeFevre

Doorman

Eli Roth

Male Student

Milla Jovovich

Girl in Commercial (uncredited)