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!
