Freddie Prinze Jr. as Ryan Walker

Claire Forlani as Jennifer Burrows

Jason Biggs as Hunter / Steve

Amanda Detmer as Amy

Alyson Hannigan as Betty

Brendon Ryan Barrett as Young Ryan Walker

Gay Thomas Wilson as N.Y. Flight Attendant

Raquel Beaudene as Young Jennifer Burrows

David Smigelski as Homecoming King

Blake Shields as Homecoming Knight

Sean Maysonet as Michael

John X as D.J. at Club

Tsianina Joelson as Girl in Bar

Kristofer Mickelson as Big Guy

Matt Carmody as Kirt

Rei Hance as Megan

Richard Hillman as Frat Guy

Tim Griffin as Timmy

Timi Prulhiere as Andi

Eric Rutherford as Noah

Matt Schulze as Paul

Monica as Katie

Angela Oh as Waitress

Brian Poth as Guy in Diner

Mimi Rose as Girl in Diner

David Correia as Shuttle Driver

Lisa Eichhorn as Suttle Passenger

Lee Garlington as L.A. Flight Attendant

John Henry Redwood as Businessman

Barbara Spiegel as Saleswoman

Kylie Bax as Supermodel

Kristy Hinze as Supermodel

Ines Rivero as Supermodel

Renate Verbaan as Supermodel

Susan Kellermann as Therapist

Timothy Anderson as Dancer

Bryan Anthony as Dancer

Sybil Azur as Dancer

Albee Bautista as Dancer

Dominic Carbone as Dancer

Linda Cevallos as Dancer

Tim Fournier as Dancer

Leslie Geldbach as Dancer

Marisa Gilliam as Dancer

Tracie Hendricks as Dancer

George Hubela as Dancer

Carrie Ann Inaba as Dancer

Rebecca Lin as Dancer

Kimberly Lyon as Dancer

Katie Miller as Dancer

Diane Mizota as Dancer

Chris Moss as Dancer

Nancy O'Meara as Dancer

Tracy Phillips as Dancer

Kelleia Sheerin as Dancer

Susie Shoemaker as Dancer

Tim Stevenson as Dancer

Jenna Stewart as Dancer

Becca Sweitzer as Dancer

Jessica Tarazona as Dancer

Alysha Wheeler as Dancer

Zachary Woodlee as Dancer

Jason Yribar as Dancer

James Cotner as Waiter

Sabrina Culver as Girl in Bar

Mike DiGiacinto as Guy in Coffee Shop

Michael Eliopoulos as Guy at Golden Gate Bridge

James Howell as Student

Cal Nguyen as Student

Damon Williams as Homecoming Prince

Evis Xheneti as Girl in Diner