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.
Reba The Mail Lady
The King of Cartoons
The Playhouse GangGroup of kids who randomly show up to hang with Pee Wee.
TitoThe lifeguard/poolboy of the playhouse pool.
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.