Pee-Wee Goes to Prison

Pee-Wee Goes to Prison

Pee-Wee Goes to Prison

November 15, 2003
Directed by
John Humphrey

Unbeknownst to Pee-Wee and crew, the Playhouse is surrounded by a SWAT team. And just as Conki delivers the day's secret word—Justice—all hell breaks loose.

Last Updated: November 10, 2025

Cast

Ian Harris

Pee-Wee / Cowboy Curtis / Jesse Ventura (voice)

Wendel Meldrum as Miss Yvonne / Chairy / Jury Spokesperson (voice)

Wendel Meldrum

Miss Yvonne / Chairy / Jury Spokesperson (voice)

Mark Humphrey as DEA Agent / Prison Guard / Judge (voice)

Mark Humphrey

DEA Agent / Prison Guard / Judge (voice)

Jeff Wincott as Team Leader / Cop 1 / Bailiff (voice)

Jeff Wincott

Team Leader / Cop 1 / Bailiff (voice)

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