Oki Doki, a Japanese pen pal of Pee-wee's, arrives at the Playhouse and introduces him to sushi, origami (Japanese paper-folding art) and the movie monster, Gamera.
In trying to fix his favorite robot, Pee-wee accidentally rips Conky to pieces... all over the Playhouse! Now it's up to the authorized repairman to put Conky back together again. Secret Word: GREAT
Jambi the Genie isn't feeling so good. So Pee-wee calls a wish doctor. When Dr. Jinga-Janga arrives, he diagnoses that Jambi is suffering from Mecca Lecca Hinyitis.
Pee-wee plays in an over-the-phone game show and wins. The prize for winning is a free Hawaiian dinner for two. Unfortunately, Pee-wee has no idea who to take with him to dinner.
Cowboy Curtis shows Pee-wee how to square dance... and soon the entire Playhouse is dancing! Then Pee-wee shows Curtis how to pogo. Finally, everyone has a cowboy-style snack! Secret Word: BACK
The ants escape from their ant farm, and soon, the entire Playhouse is so inundated with ants that Pee-wee decides to perform the Ants In Your Pants Dance.
Pee-wee leaves Mrs. Rene to house-sit the Playhouse while he goes camping with Cowboy Curtis. They ride horses, roast wieners and sleep under the stars. Pee-wee thinks Curtis is lucky to be a cowboy! Secret Word: SHOW
In trying to find the Cowntess' missing pencil sharpener, Pee-wee stumbles upon stuff he doesn't use anymore. So he decides to collect things to give to charity - and everyone pitches in.
Pee-wee reminisces on the good times with his friend, Cowboy Curtis, including Curtis showed him his fantastic rope tricks and when Pee-wee and the Countess gave Curtis some tips on dating. Secret Word: REMEMBER
A giant one-eyed monster is on the loose and appears in the Playhouse, scaring everyone! But after Pee-wee makes the monster a snack and Jambi grants Pee-wee's wish to understand the monster, the whole gang has a new friend! They even play a game of golf.
Pee-wee puts on a magic show and as the grand finale, he makes himself disappear! But when he can't make himself reappear, it's up to Jambi the Genie to set things right.
Poor Pee-wee overdoes it and comes down with a cold. Ricardo and Miss Yvonne learn what an impatient patient he really is! But after some time in bed and chicken soup, Pee-wee feels way better.
Pee-wee decides to start a new holiday called "Playhouse Day". So the gang puts together numerous decorations and traditions to turn Playhouse Day into a one-of-a-kind special celebration.
The entire Playhouse is carried off into outer space to an alien planet, where they meet Zyzzybalubah, a lonely alien who brought the Playhouse to his planet so he can have friends to play with.
Schooltime has never been so fun when Pee-wee is the teacher! There are no tests and no homework! Then there are some thoughts on the future as Pee-wee and friends discuss what they want to be when they grow up.
Pee-wee makes a big "to do" list, which includes blowing big bubbles, dressing up as a pirate and going for a walk with Miss Yvonne. But then there's cleaning up his room... Secret Word: DO
Pee-wee is the maitre d', waiter and cashier when playing restaurant. Captain Carl orders everything on the menu, only to learn that all they have are peanut butter and jelly sandwiches.
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