The Best Episodes of Pee-wee's Playhouse Season 5

Episode Rankings

1. #1 Fan Favorite
   

   7.8/10(33 votes)

   #1 - Conky's Breakdown

   S5:E19/15/1990

   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?

   Directors:John Paragon, Paul Reubens

   Writers:Doug Cox, John Moody

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   Directors:John Paragon, Paul Reubens

   Writers:Doug Cox, John Moody
2. 

   7.9/10(43 votes)

   #2 - Mystery

   S5:E29/22/1990

   Everyone better start looking "around" because some of Pee-Wee's favorite possessions are missing! When Miss Yvonne offers to take his suits to the cleaners, Pee-Wee can't find them. Soon, he discovers that his spoon, cereal bowl, and even his connect-the-dots are gone! When the culprit is revealed, Pee-Wee discovers more than just his treasured possessions; he discovers a new friend and a valuable lesson about being yourself!

   Directors:John Paragon, Paul Reubens

   Writers:Roger S.H. Schulman, David Steven Cohen

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   Directors:John Paragon, Paul Reubens

   Writers:Roger S.H. Schulman, David Steven Cohen
3. 

   8.0/10(32 votes)

   #3 - Front Page Pee-wee

   S5:E39/29/1990

   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?

   Directors:John Paragon, Paul Reubens

   Writers:Doug Cox, John Moody

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   Directors:John Paragon, Paul Reubens

   Writers:Doug Cox, John Moody
4. 

   6.7/10(37 votes)

   #4 - Tango Time

   S5:E410/6/1990

   Mrs. Rene is learning how to tango! With a rose in her mouth and Pee-wee's magic footprints on the floor, she dances up a storm until Pee-wee dips her right out the Playhouse door! Cowboy Curtis remembers his first and last whirl on rollerskates, and Jambi helps Pee-wee relive the whole show with a replay that goes by all too "fast."

   Directors:John Paragon, Paul Reubens

   Writers:Roger S.H. Schulman, David Steven Cohen

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   Directors:John Paragon, Paul Reubens

   Writers:Roger S.H. Schulman, David Steven Cohen
5. 

   8.0/10(37 votes)

   #5 - Playhouse Day

   S5:E510/13/1990

   Because Cowboy Curtis, Miss Yvonne, and Cowntess all have to work, Pee-wee and the Playhouse crew create a special holiday: "Playhouse Day!" To celebrate, they decorate a tree, the Playhouse, and even the King of Cartoons! When they find out it's an official holiday, Cowboy Curtis, Miss Yvonne, and the Cowntess take the day off. After all, it is the fun "thing" to do!

   Directors:John Paragon, Paul Reubens

   Writer:Rob Bragin

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   Directors:John Paragon, Paul Reubens

   Writer:Rob Bragin
6. 

   8.0/10(29 votes)

   #6 - Accidental Playhouse

   S5:E610/20/1990

   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!

   Directors:John Paragon, Paul Reubens

   Writers:Doug Cox, John Moody

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   Directors:John Paragon, Paul Reubens

   Writers:Doug Cox, John Moody
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7. 

   7.8/10(31 votes)

   #7 - Fun, Fun, Fun

   S5:E710/27/1990

   Miss Yvonne teaches the gang how to make cheese balls, and Pee-wee makes a mobile. The fun goes "on" and on!

   Directors:John Paragon, Paul Reubens

   Writer:Max Robert

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   Directors:John Paragon, Paul Reubens

   Writer:Max Robert
8. 

   8.5/10(38 votes)

   #8 - Camping Out

   S5:E811/3/1990

   Pee-wee goes on a camping trip with Cowboy Curtis and leaves Mrs. Rene to house-sit the Playhouse. Pee-wee and Cowboy Curtis ride horses, roast wieners, and sleep under the stars. Curtis does his best to "show" Pee-wee a good time, and Pee-wee thinks Curtis is lucky to be a cowboy!

   Directors:John Paragon, Paul Reubens

   Writer:John Paragon

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   Directors:John Paragon, Paul Reubens

   Writer:John Paragon
9. 

   7.9/10(31 votes)

   #9 - Something To Do

   S5:E911/10/1990

   Pee-wee can't figure out what to "do" today, so Jambi gives him a to-do list which includes blowing a big balloon, dressing up as a pirate, and going for a walk with Miss Yvonne. The list also mentions cleaning up Pee-wee's room.

   Directors:John Paragon, Paul Reubens

   Writer:John Paragon

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   Directors:John Paragon, Paul Reubens

   Writer:John Paragon
10. 

    7.9/10(42 votes)

    #10 - Playhouse For Sale

    S5:E1011/17/1990

    Miss Yvonne pays a visit to the Playhouse, yet Pee-wee is nowhere to be found. Miss Yvonne finds, instead, the words "For Sale" in front of the Playhouse abode. Shocked and confused, Miss Yvonne and everyone else try to remember all the better times that the Playhouse has gone through. Watch for today's secret "word."

    Directors:John Paragon, Paul Reubens

    Writer:John Paragon

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    Directors:John Paragon, Paul Reubens

    Writer:John Paragon