Below is a list of some of the characters from Pee-wee's Playhouse and tropes which apply to them. Still under construction; feel free to contribute.
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Pee-wee HermanThe titular character and host of Pee-wee's Playhouse.
Miss YvonneThe most beautiful woman in Puppetland.
Captain CarlCharacter from the original stage show, played by Phil Hartman.
Cowboy CurtisAn enthusiastic cowboy and Pee-wee's best friend.
Mrs ReneePee-wee's nosey- but kind-hearted neighbor.
Mrs StevePee-wee's other, much less nice neighbor.
Reba The Mail LadyPee-wee's long suffering Mail Carrier.
RicardoA dashing Latino Soccer Player who is a friend and rival of Pee-wee's.
DixieThe King of Cartoons' snarky cab driver.
The King of CartoonsThe King of all cartoons and the only authority figure in Puppet Land.
The Playhouse GangA group of kids who drop by the Playhouse from time to time.
Tito The Pool BoyThe Playhouse's handsome Pool Boy and frequent object of Miss Yvonne's affections.
RandyA red headed marionette, who acts like stereotypical 1950s greaser/school bully. Conceived as kind of an "Anti-Howdy Doody"
The Puppetland BandFeaturing three beatniks (Dirty Dog, Cool Cat and Chicky Baby), the Puppetland Band provided music and rhymes for the Playhouse.
FlooryA sentient piece of the floor
The Dinosaur FamilyA clan of a stop-motion dinosaurs with live in a mouse hole.