Rushmore

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
• 
  Andrew Wilson

  Coach Beck