Ask Oscar

Ask Oscar is a recurring series of Sesame Street sketches from the 1980s. Each segment was introduced by Telly Monster, & they involved Oscar the Grouch answering mail from viewers, most of them Grouches.

This sketch as also revived as the main street story in episode 4118.


Picture Segment / EKA Description
Ask Oscar 1
Planning for Vacation
Episode 1845
Bob fills in for Telly as Oscar shows how he would plan for a vacation. Oscar packs a suitcase, roughly exactly as Bob would, but when Bob lifts the suitcase, everything falls out though a torn side.
Ask Oscar 2
Longest Grouch Word
Episode 2275
Linda's friend Timi assists Oscar, translating Oscar's words in sign language. Oscar answers a letter from someone who wants to know what the longest Grouch word he knows is. Oscar states that the word is "supercalifragilistic-yucka-alidocious" (a reference to "Mary Poppins"), which is hard to sign, especially when Oscar repeats it many times.
Ask Oscar 3
Linda Substitutes
Episode 2440
A grumpy Linda substitutes for Oscar.
Count von Count Fills In Telly is on vacation, so Count von Count fills in for him. Unfortunately, the Count (being himself) has too much fun counting the questions mailed in by viewers; he doesn't give Oscar the chance to answer 1 before moving along to the next! When the Count gets up to 6, an exasperated Oscar hollers at him, "Will you stop counting the questions!!?" The Count's reply: "Ah, that makes 7. 7 questions! Ha ha ha!!" As thunder & lightning flashes, Oscar sighs, "Can you believe this!?" That, of course, makes 8 questions...
Discussions Telly gets a letter asking if Grouches like to have discussions. Howver, Oscar won't come out of his trash can, & refuses to discuss the question.
Ask Oscar 4
V Word Oscar gets a letter from a viewer named Harriet McMud who wants Oscar to talk about a V word. Oscar talks about the V word "Vibrate". Telly doesn't know what "vibrate" means, so Oscar has Telly hit a steel V that Oscar has with a hammer, which gives them both a vibrating feeling.
Ask Oscar 5
The Letter X Oscar is asked what the letter X is good for. Oscar shows that the letter X can be used to cross out his daily annoyances, such as bothersome neighbors, annoying letters & annoying letter readers (Telly).

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