Emma Stone as Olive

Penn Badgley as Woodchuck Todd

Amanda Bynes as Marianne

Dan Byrd as Brandon

Thomas Haden Church as Mr. Griffith

Patricia Clarkson as Rosemary

Cam Gigandet as Micah

Lisa Kudrow as Mrs. Griffith

Malcolm McDowell as Principal Gibbons

Aly Michalka as Rhiannon

Stanley Tucci as Dill

Fred Armisen as Pastor

Juliette Goglia as Eighth Grade Olive

Jake Sandvig as Anson

Morgan Rusler as Mr. Abernathy

Nikki Tyler-Flynn as Mrs. Abernathy

Braeden Lemasters as Eighth Grade Kid

Mahaley Patel as Nina

Jameson Moss as Evan

Blake Hood as Kennedy Peters-Booth

Bryce Clyde Jenkins as Chip

Neil Soni as Zia

Stacey Travis as Marianne's Mom

Bonnie Burroughs as Micah's Mom

Eddie Applegate as Micah's Grandfather

Norma Michaels as Micah's Grandmother

Yolanda Snowball as Receptionist

Andrew Fleming as Doctor

Johanna Braddy as Melody Bostic

David Gore as Pre-Teen Kid

Lalaine as Gossipy Girl

D'Anthony Palms as Josh Wisniewski

Ryan Parker as Kurt

Rawson Marshall Thurber as Quiznos Guy

Chris De Lorenzo as Spectator In The Gym

Jillian Johnston as Server

Nancy Karr as Singing Server

Clay Black as Singing Server

Brad Etheridge as Singing Server

Veerta Motiani as Singing Server

Michael Strauss as Singing Server

Lance Kerfuffle as Clerk

Drew Koles as Boy

Max Crumm as Pontius

Jeremiah Hu as Judas

Jessica Jann as Jezebel

Danni Katz as Harlot

Jason Kropik as Mortimer

Micah Van Hove as Stoner (uncredited)

Yoshi Sudarso as Eric Ling (uncredited)

Julianne Celeste as Gossip Girl Jogger (uncredited)

Bobby C. King as Man Watching Skateboarders (uncredited)

Kristin Quick as Nerd (uncredited)