Pee-wee's Playhouse (1986)

S01E10 The Cowboy and the Cowntess

The enchanting Miss Yvonne has just invited Cowboy Curtis out on a date, leaving him as jittery as a little creature in the wild! To help ease his nerves, Cowntess the Cow proposes a fun game of role-playing, and soon enough, Curtis is swept away by “the most beautiful woman in Puppetland” — who turns out to be Pee Wee! Just remember the secret word, and the evening is sure to be a blast!