Paul Reubens ( Paul Reubens )

Pee-wee Herman

Penelope Ann Miller ( Penelope Ann Miller )

Winnie

Kris Kristofferson ( Kris Kristofferson )

Mace Montana

Valeria Golino ( Valeria Golino )

Gina Piccolapupula

Benicio del Toro ( Benicio del Toro )

Duke the Dog-Faced Boy

Wayne White ( Wayne White )

Vance the Pig (voice)

Susan Tyrrell ( Susan Tyrrell )

Midge Montana

Albert Henderson ( Albert Henderson )

Mr. Ryan

Jack Murdock ( Jack Murdock )

Otis

David Byrd ( David Byrd )

Deke

Mary Jackson ( Mary Jackson )

Mrs. Dill

Frances Bay ( Frances Bay )

Mrs. Haynes

Leo Gordon ( Leo Gordon )

Joe the Blacksmith (as Leo V. Gordon)

Anne Seymour ( Anne Seymour )

Pearl

Kenneth Tobey ( Kenneth Tobey )

Sheriff

Stephanie Hodge ( Stephanie Hodge )

Mermaid

Franco Columbu ( Franco Columbu )

Otto the Strongman

Kevin Peter Hall ( Kevin Peter Hall )

Big John

Lynne Marie Stewart ( Lynne Marie Stewart )

Zelda the Bearded Lady

Dustin Diamond ( Dustin Diamond )

Child - Deke

Jay Robinson ( Jay Robinson )

Cook

Kevin B. Kaplowitz ( Kevin B. Kaplowitz )

Child - Mr. Ryan

Jeffrey R. Shaw ( Jeffrey R. Shaw )

Child - Otis

Marie Hawkins ( Marie Hawkins )

Child - Pearl

Shea Joachim ( Shea Joachim )

Child - Sheriff

Molly Ann Carter ( Molly Ann Carter )

School Child

Myka Peck ( Myka Peck )

School Child

Patricia M. Peters ( Patricia M. Peters )

Web Girl

Joey Arias ( Joey Arias )

Shim

Helen Siff ( Helen Siff )

Matthias Hues ( Matthias Hues )

Oscar - Lion Tamer

Vance Colvig ( Vance Colvig )

Clownie

April Tatro ( April Tatro )

Human Pretzel