Max Fischer From "Rushmore"
One of Wes Anderson's earliest films (and still one of his most quotable), Rushmore is full of prep school style. Take on Jason Schwartzman's character, Max Fischer, and just yell "I saved Latin!" to everyone you meet.
Max:
-Navy Blue Blazer
-Blue and Red Tie
-Red Beret
-Glasses
[Photo via Lonny]