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

Tara Buck
Beverly

Richard Riehle
Dan

Dave Power
Dudley

Josh Meyers
Sylvester

Corey Martin Craig
Clovis

Paul Rust
Ernie

Robert R. Shafer
Construction Worker

Daniel Lue
Police Officer

Darrin Henson
Police Officer

Clayton Cannon
Police Officer

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

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

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

Joseph Mancuso
Pizzeria Employee

David Arquette
DJ

Janina Gavankar
Party Guest

Kelly Bush Novak
Party Guest

Nicole Sullivan
Shelly

Robert Broski
Abraham Lincoln

Thea Andrews
TV Reporter

John Paragon
TV Cameraman

Charles Robinson
Police Captain

Maya Nalli
Waitress

Ryan Nemeth
Construction Worker (uncredited)