Romance / Comedy / Drama /

Score: 70.4%( 1040 votes )

Overview: Lloyd, an eternal optimist, seeks to capture the heart of Diane, an unattainable high school beauty and straight-A student. He surprises just about everyone-including himself-when she returns the sentiment. But Diane's over-possessive, divorced Dad disapproves and it's going to take more than just the power of love to conquer all.

Cast:

John Cusack
Lloyd Dobler

Ione Skye
Diane Court

John Mahoney
James Court

Lili Taylor
Corey Flood

Amy Brooks
D.C.

Pamela Adlon
Rebecca

Jason Gould
Mike Cameron

Loren Dean
Joe

Johnny Green
Luke

Jeremy Piven
Mark

Patrick O'Neill
Denny

Don Wilson
Sparring Partner

Bebe Neuwirth
Mrs. Evans

Eric Stoltz
Vahlere

Joan Cusack
Constance Dobler

Richard Portnow
Agent Stewart

Philip Baker Hall
IRS Boss

Chynna Phillips
Mimi

Gregory Sporleder
Howard

Stephen Shortridge
Ray

Jim Ladd
D.J.

Kim Walker
Sheila

Lisanne Falk
Sandra

Glenn Walker Harris Jr.
Jason Dobler

Montrose Hagins
Bess

Gloria Cromwell
Ruth

Polly Platt
Mrs. Flood

Joanna Frank
Mrs. Kerwin

Jerry Ziesmer
U.S. Attorney

John Hillner
Court's Attorney

Dan Castellaneta
Diane's Teacher (uncredited)

Lois Chiles
Diane's Mother (uncredited)

Nicholas Kallsen
Nose-setter

Jonathan Chapin
Garcon 1

Judy Prescott
Partier

Bill Stevenson
Partier