Emma Stone

Olive

Penn Badgley

Woodchuck Todd

Amanda Bynes

Marianne

Dan Byrd

Brandon

Thomas Haden Church

Mr. Griffith

Patricia Clarkson

Rosemary

Cam Gigandet

Micah

Lisa Kudrow

Mrs. Griffith

Malcolm McDowell

Principal Gibbons

Aly Michalka

Rhiannon

Stanley Tucci

Dill

Fred Armisen

Pastor

Juliette Goglia

Eighth Grade Olive

Jake Sandvig

Anson

Morgan Rusler

Mr. Abernathy

Nikki Tyler-Flynn

Mrs. Abernathy

Braeden Lemasters

Eighth Grade Kid

Mahaley Patel

Nina

Bryce Clyde Jenkins

Chip

Stacey Travis

Marianne's Mom

Bonnie Burroughs

Micah's Mom

Norma Michaels

Micah's Grandmother

Yolanda Snowball

Receptionist

Andrew Fleming

Doctor

Johanna Braddy

Melody Bostic

David Gore

Pre-Teen Kid

Lalaine

Gossipy Girl

D'Anthony Palms

Josh Wisniewski

Rawson Marshall Thurber

Quiznos Guy

Jillian Johnston

Server

Veerta Motiani

Singing Server

Lance Kerfuffle

Clerk

Max Crumm

Pontius

Jessica Jann

Jezebel

Danni Katz

Harlot

Micah Van Hove

Stoner (uncredited)

Yoshi Sudarso

Eric Ling (uncredited)

Bobby C. King

Man Watching Skateboarders (uncredited)