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Freddie Prinze Jr.

Ryan Walker

Claire Forlani

Jennifer Burrows

Jason Biggs

Hunter / Steve

Amanda Detmer

Amy

Alyson Hannigan

Betty

Brendon Ryan Barrett

Young Ryan Walker

Gay Thomas Wilson

N.Y. Flight Attendant

Raquel Beaudene

Young Jennifer Burrows

David Smigelski

Homecoming King

Blake Shields

Homecoming Knight

Sean Maysonet

Michael

Tsianina Joelson

Girl in Bar

Kristofer Mickelson

Big Guy

Matt Carmody

Kirt

Heather Donahue

Megan

Richard Hillman

Frat Guy

Tim Griffin

Timmy

Timi Prulhiere

Andi

Eric Rutherford

Noah

Matt Schulze

Paul