Paul Reubens

Pee-wee Herman

Joe Manganiello

Joe Manganiello

Jessica Pohly

Pepper

Alia Shawkat

Bella

Stephanie Beatriz

Freckles

Jordan Black

Yul / Party Coordinator (voice)

Doug Cox

Mr. Murgatroyd

Linda Porter

Mrs. Rose

Monica Horan

Ruby the Crossing Guard

Brian Palermo

Marvin

Katherine Vanderlinden

Emily

Tara Buck

Beverly

John H. Mayer

Pharmacist

Richard Riehle

Dan

Dave Power

Dudley

Josh Meyers

Sylvester

Corey Martin Craig

Clovis

Paul Rust

Ernie

Robert R. Shafer

Construction Worker

John Moody

Construction Worker

Daniel Lue

Police Officer

Darrin Henson

Police Officer

Clayton Cannon

Police Officer

Patrick Egan

Gordon the Traveling Salesman

Erick Chavarria

Panicked Male Passenger

Frank Collison

Clay

Lynne Marie Stewart

Jimmy

Karen Maruyama

Tourist at Snake Farm

Hal Landon Jr.

Farmer Brown

Michelle Meredith

Linda Brown

K.T. Wiegman

Donna Brown

Julie Ouellette

Diane Brown

Alexandra Ella

Janice Brown

Mary Karcz

Betty Brown

Lily Mae Harrington

Pam Brown

Mackenzie Marsh

Judy Brown

Lindsay Hollister

Peggy Brown

Cooper Huckabee

Minister

Darryl Stephens

Rene

Dionne Gipson

Brook

Anthony Alabi

Lane

Sonya Eddy

Wanda

Diane Salinger

Penny King

Brad William Henke

Grizzly Bear Daniels

Leo Fitzpatrick

Abe

Christopher Heyerdahl

Ezekiel

Alan R. Rodriguez

New York City Policeman

Michael Pauley

Guy Who Bumps into Pee-wee

Joseph Mancuso

Pizzeria Employee

David Arquette

DJ

Janina Gavankar

Party Guest

Taymour Ghazi

Party Guest

Nicole Sullivan

Shelly

Robert Broski

Abraham Lincoln

Pamela Mant

Queen

Thea Andrews

TV Reporter

John Paragon

TV Cameraman

Charles Robinson

Police Captain

Maya Nalli

Waitress

Deon Aumaier

Man with Toupee (uncredited)

Ryan Nemeth

Construction Worker (uncredited)