While her house is being painted, Miss Yvonne accepts an invitation to stay at the Playhouse. Perfumey as she is, Miss Yvonne is a stinker of a houseguest! Since Pee-wee's too "nice" to ask her to leave, he has to get a little help from Jambi to get her house painted lickety split. Now, the Cowntess wants to stay over while her barn is painted. What will Pee-wee do?

When Pee-wee's robot, Conky 2000, breaks down, the Playhouse gang suddenly doesn't feel so "great." When Pee-wee tries to fix the sick robot, Conky winds up in a million pieces! What'll Pee-wee do, now? Call the Authorized Conky Repairman - that's what. Will the repairman be able to fix their pal, or will lovelorn Miss Yvonne wrench him away first?

Pee-wee's revving up the presses to print the Playhouse's first newspaper! The Playhouse crew starts researching their articles with the five "W's" and "H": who, what, when, where, why, and "how." When Pee-wee puts the paper to bed, and then goes to bed himself, sneaky Randy changes everyone's stories to lies! How will the Playhouse pals live it down?

Mrs. Rene stops by to give Pee-wee a letter from a faraway "place" - Japan! It's from Oki Doki, a young Japanese man who soon appears at the Playhouse door. By introducing Pee-wee to sushi, origami, and Gamara, Oki proves that he has a lot to share about his homeland, and Pee-wee has a lot to learn!