Josephine "Joey" Potter

Katie Holmes

Dawson Leery

James Van Der Beek

Jennifer "Jen" Lindley

Michelle Williams

Pacey Witter

Joshua Jackson

Jack McPhee

Kerr Smith

Mitch Leery

John Wesley Shipp

Mark Matkevitch

Andie McPhee

Meredith Monroe

Evelyn "Grams" Ryan

Mary Beth Peil

Gail Leery

Mary-Margaret Humes

Bessie Potter

Nina Repeta

Henry Parker

Michael Pitt

Guest Star

Harry Shearer

Gretchen Witter

Sasha Alexander

Guest Star

Sarah Alexander

Tobey Barret

David Monahan

Guest Star

Sascha Alexander

Guest Star

Andy Griffith

Guest Star

Christian Kane

Audrey Liddell

Busy Philipps

Guest Star

Jason Daniel Roberts

Doug Witter

Dylan Neal

Arthur Brooks

Harve Presnell

Guest Star

Don McManus

Jean

Garikayi Mutambirwa

Darce Florio

Drue Valentine

Mark Matkevich

Eddie Doling

Oliver Hudson

Abby Morgan

Monica Keena

Todd Carr

Hal Ozsan

Charlie Todd

Chad Michael Murray

C.J.

Jensen Ackles

David Wilder

Ken Marino

Tamara Jacobs

Leann Hunley

Bodie Wells

Obi Ndefo

Student / Rower / Frat Guy

Edwin Modlin II

Danny Brecher

Ian Kahn

Joseph McPhee

David Dukes

Principal Howard Green

Obba Babatundé

Mrs. Valentine

Carolyn Hennesy

Natasha Kelly

Bianca Kajlich

Karen Torres

Lourdes Benedicto

Oliver Chirchick

Jordan Bridges

Chris Wolfe

Jason Behr

Matt Freeman

Sebastian Spence

Marcy Bender / Sage the Anxiety Girl

Aubrey Dollar

Mike Potter

Gareth Williams

Eric

Ryan Bittle

Mr. Milo

Richard K. Olsen

Ethan

Adam Kaufman

Mr. Kasdan

David Downs

Blossom

John Driscoll

Emma Jones

Megan Gray