When a beautiful first-grade teacher arrives at a prep school, she soon attracts the attention of an ambitious teenager named Max, who quickly falls in love with her. Max turns to the father of two of his schoolmates for advice on how to woo the teacher. However, the situation soon gets complicated when Max's new friend becomes involved with her, setting the two pals against one another in a war for her attention.
Jason Schwartzman
Max Fischer
Bill Murray
Herman Blume
Olivia Williams
Rosemary Cross
Seymour Cassel
Bert Fischer
Brian Cox
Dr. Nelson Guggenheim
Mason Gamble
Dirk Calloway
Sara Tanaka
Margaret Yang
Stephen McCole
Magnus Buchan
Luke Wilson
Dr. Peter Flynn
Dipak Pallana
Mr. Adams
Andrew Wilson
Coach Beck
Marietta Marich
Mrs. Guggenheim
Ronnie McCawley
Ronny Blume
Keith McCawley
Donny Blume
Hae Joon Lee
Alex
Adebayo Asabi
Mr. Obiamiwe
Connie Nielsen
Mrs. Calloway
Al Fielder
Ernie
Colin Platt
Boy Portraying Frank Serpico
George Farish
O'Reilly
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