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.
Pee-wee tries to entertain himself and his playhouse friends during a rainy day, by playing games, making hot chocolate, telling a ghost story, watching cartoons and even making prank phone calls, but eventually he suffers from playhouse fever before wishing away the rainy day.
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.
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!
Miss Yvonne is willing to give a beauty makeover to the next person who steps into the playhouse, and it ends up being Mrs. Steve! Then, the Cowntess has a tea party. You'll have the time of your life!
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.
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.
A giant 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.
The fabulous Miss Yvonne just asked Cowboy Curtis out for a date, and now he's as nervous as a prairie critter who's just been, um, asked out for a date by Miss Yvonne!
