Ask Oscar

Ask Oscar is a recurring series of Sesame Street sketches, first appearing in season 12 (Episode 1493). Each segment was introduced by Telly Monster, and they involved Oscar the Grouch answering mail from viewers.

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

Segments

Picture	Segment / EKA	Description
	In and On Episode 1493	In the premiere segment, Telly reads a letter from Yucchina Blechman of Sandusty, Ohio, who wishes to know about on and in. Oscar thinks Telly should help with the demonstration. He produces a box, which he puts on his head, then has Telly put his head in the box. He repeats this using a bucket, to Telly's chagrin. Telly wishes to switch roles in the proceedings. Oscar puts some ripped-up newspaper in a box, then throws the pieces on Telly.
	Mud Episode 1505	Telly reads a letter from Matilda Yucchman of Chagrin Falls, whose Aunt Alice gifted her a "UD" and she doesn't know what to do with it. Oscar has also been given the same thing and shows how to make it into the word "MUD."
	The Count Co-Hosts Episode 1573	The Count fills in for Telly, but gets carried away in counting questions and reads more letters before Oscar can give a full answer to any of them.
	About Love Episode 1595	In a two-part segment, Telly stops the show, knowing full well that Oscar isn't going to cooperate and come out of his can on cue. Oscar, however, keeps his promise and comes out, but goes back inside before Telly can present the question. Learning that the question is from Grundgetta, asking about love, Oscar answers by singing "Love in the Junkyard."
	Longest Grouch Word Episode 1829	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.
	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.
	V Word Episode 1917	Oscar gets a letter from a viewer 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.
	Discussions Episode 2163	Telly gets a letter asking if Grouches like to have discussions. Howver, Oscar won't come out of his trash can, and refuses to discuss the question.
	Linda Substitutes Episode 2316	A grumpy Linda substitutes for Oscar.
	The Count Co-Hosts Again Episode 2359	The Count fills in for Telly, who's at the dentist. Oscar, however, is not up to answering any questions today. The Count proceeds to read a letter, asking how many ways there are of getting rid of somebody. Oscar inadvertently provides an answer as he keeps telling the Count to beat it.
	The Letter X Episode 2573	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 and annoying letter readers (Telly).
	SH Episode 2678	Telly reads a question from a Grouch who wishes to know what sound the letters "SH" make. Oscar makes the "Shhhhh" sound, but Telly thinks he's shushing him.