- This early skit where Kermit speaks about the letter B. Then Cookie Monster (unnamed at the time) emerges and starts consuming the letter piece by piece. The B turns into an R, then a P, to an F, to a I? A small L? Number 1?, so Kermit tries to keep up with the letter change.
- The "Mystery Box" skit. It's also Jim Henson and Frank Oz's finest puppeteering.
- Cookie Monster audition video for Saturday Night Live.
- At Luis and Maria's wedding, Big Bird cheers loudly, and Gina snaps his beak shut with both hands.
- Kermit showing what "mad" is to Cookie Monster as Cookie demonstrates "sad". Who would've thought Kermit was capable of losing his temper?
- In an early episode, the aftermath of Kermit's rectangle lecture visited by Cookie Monster. "It's a wreck, and a it's a tangle! Ahahahaha."
- A hilarious Take That at those who believe in the Veggie Monster rumors and the media in general.
- After Grover pesters Kermit too many times to purchase earmuffs, Kermit confesses he doesn't have any ears.
- The skits that have dog-headed humans acting out various mundane activities:
- "Little Red Riding Cookie". Particularly the fact that Cookie Monster views it as a melodrama masterpiece. Not to mention how hilarious the Grandma is.
- Don Music banging his head on the piano while songwriting with Kermit the Frog.
- Bert teaches his pigeon to play checkers. Ernie is suitably impressed, and says that a pigeon that plays checkers has to be the smartest pigeon in the whole world.
Bert: She's really not that smart, Ernie. [...] Out of ten games we've played... she's only beaten me twice.
- Bert is It!
- A crossover funny moment with The Daily Show: After Jon Stewart pointed out that Grover's harried restaurant customer looked just like Republican Party Chairman Michael Steele, they were able to get that Muppet (or at least a replica) as their own Muppet Michael Steele, responsible for some of the show's best moments.
- The Sesame Muppets appearing on talk shows. They tend to get a little more PG-13 when there aren't kids watching.
- Elmo on Jimmy Fallon.
- Elmo on Australia's Rove Live.
- Big Bird on Jimmy Kimmel.
- Cookie Monster on The Colbert Report.
- "Me have crazy times in '70s and '80s."
- "Me like the Robert Downey, Jr. of cookies!"
- (Pointing to Stephen's Peabody Award) "Is that cookie?"
- At the end of that show, the Award mysteriously disappears as Cookie Monster wipes his lips...
- David Rudman performing Cookie Monster on-stage at Ragtag Cinema (one of the few Muppet performances where you can actually see the performer), talking about the media rumor that he's now the Veggie Monster. It evolves into a hilarious monologue in which he first claims "It TRUUUUUE! Yeah! No longer am me going to eat...delicious... crunchy... chocolatey... COOOOKIIIIES!", and then claims to have beat the addiction with a "cookie patch," and briefly renames himself "Brussel Sprout Monster," only to discover he doesn't like brussel sprouts. Finally, he gives up, claims that he'll remain Cookie Monster, even though he will continue to eat other things too: "Me eat, you know... Truck! Bicycle! Fire hydrant! That food group, right?"
- And then there's possibly Cookie's earliest off-the-Street appearance, joining Henson, Oz and the rest of the Sesame/Show Muppets for Dick Cavett's 1971 Thanksgiving special. After Cavett confesses he forgot to get his favourite snack, Cookie decides to chow down on a handy boom mike instead. Then he pulls the comically dismayed host in for a confidence: "You know, microphones on Carson show... bleccchhh!" (Later, Oscar gets in on the act when Cavett asks if he'd mind waiting for a commercial: "Oh great, I love trash!")
- The Count's song from the 1975 Bert and Ernie Sing-Along album: "One bat hanging in the steeple/One bat flies in through the door/That makes two bats in my belfry/Wonderful! But wait... there's more!/Two bats hanging in the steeple, etc." ...and then the rest goes on just as you'd expect. Until he gets thrown in the shower.
- "I am on a horse... Moo! ... cow." Not to mention everything before it.
- In Christmas Eve on Sesame Street during a discussion of Santa Claus:
Kermit: Who knows more about Santa Claus than anybody?
Patty: The elves!
Big Bird: Uh, Mrs. Claus?
- Cookie Monster eating a typewriter.
- The ending with Big Bird (who spent the entire special worrying about how Santa would fit down the chimney) sputtering silently after Oscar asks him how the Easter Bunny is able to hide so many eggs in one night is priceless. Cue an "OSCAR!" from the humans.
- The entirety of the classic sketch "The Magic Apple" from Sesame Street. Bob is narrating a book that is in turn being performed by Ernie and a couple of other muppets. Fourth-wall violations abound. But this sketch gets especially funny when they trot out a very reluctant Bert in drag, who had to play the part of the princess in the script because no one else was around to do so. "You look great, Bert. You're beautiful!"
- The entirety of Bert and Ernie Fish Call. Here Bert and Ernie go fishing is a classic example of Sesame Street's brilliant humor, especially when Ernie's rather unorthodox method of catching fish proves to be far more successful than Bert's more traditional approach.
- Robert DeNiro teaches Elmo how to act. Hilarity and Surprises ensue. He even gives Shout Outs to some of his previous roles:
- Forgetful Jones singing "Oklahoma" wrong (and Kermit's reaction each time).
- Kermit's visit to the Wonderful World of T-Shirts.
- Grover messing up with the pizza that Mr. Johnson ordered.
- Really, any Grover and Mr. Johnson sketch is absolutely hysterical. Particularly if you recall the early sketches, in which Grover was competent but Mr. Johnson was unreasonable - sure, it's just a case of Characterization Marches On, but it's funny to think that Grover's tormenting of his customer for all these decades was in revenge for the events of those first couple of sketches.
- One exquisite moment is when Mr. Johnson looks at the camera in absolute horror and exclaims, "Does he work everywhere?" In yet another sketch, he actually asks Grover that question directly, and Grover gives him a Blunt "Yes".
- In one skit where his customer is Simon the Soundman who orders a chicken sandwich, he still gives out the wrong order as he always does with Mr. Johnson.
Simon the Soundman: I don't know why my brother recommended this place, the service is terrible.
- ABC Cookie Monster: A little girl sings the alphabet song with Kermit, but every so often, giggling hysterically, she replaces one of the letters with "Cookie Monster". Kermit's reactions are priceless. After the fourth time, Kermit says, "Next time Cookie Monster can do this with you. I'm leaving! Hmmmph!" and storms off. It becomes a Heartwarming Moment when the little girl immediately says, "I love you!" and Kermit comes back on: "I love you, too." And she kisses him.
- Oscar was, on the day of Gabi's birth, the only one making regular contact with Luis. Oscar, doubting his honor as a grouch, refuses to tell a soul whether the baby has been born. Bob uses reverse psychology to assure Oscar that he is as grouchy as ever. It doesn't work. Pretty soon, David and Gordon are about ready to kill Oscar. Take a look at this!
- Spider Monster.
- The forty third season premiere features Alan hosting an important function for a cookie lovers' club. He tells Chris to take Cookie far away from Sesame Street, "...maybe Canada..."
- Normally the martians are seen as Nightmare Fuel, and they are for Ernie, but...
Ernie: Bert! BERT! The Martians are here, Bert! What'll we do, Bert?!
- And then the Martians wiggle off to the kitchen to get some oatmeal.
- The whole "Waiting for Elmo" skit, parodying, of all things, Waiting for Godot. Especially when the tree itself has enough of it and just leaves the set.
- Kermit, Cookie Monster and the Mystery Box. It's performed expertly and it is gut-bustingly hilarious seeing Kermit lose his temper, and CM performing Wild Mass Guessing.
- The first few seconds has this gem:
Cookie Monster: Is it cookie?
Kermit: Uh, no, it is not a cookie.
- One episode from Season 37 has Cookie Monster doing his own version of "Elmo's World" called (naturally) "Cookie World". It's an Internal Homage that goes close to Self-Parody at some points.
- "Eighty-five bats hanging in the steeple..." Back in the shower, Count!
- Kermit resolving a conflict between Cookie Monster and Herry Monster over a bicycle.
- Ernie has trouble sleeping, so he tries Counting Sheep, which is visualized to the audience. However, their bleating is so boring that Ernie then moves onto counting fire trucks, which Bert considers too loud, and finally balloons. Ernie imagines blowing up a balloon, which gets so big that it explodes loudly, shaking Bert out of bed, screaming like a girl.
Ernie: Um... one?
- It comes back to haunt Ernie. In another sketch, the Count sleeps over at Ernie and Bert's place, but he isn't sleepy yet, so Ernie suggests counting sheep. The Count gets a good night sleep, but Ernie did not — the Count's counting had kept Ernie awake all night long, and now he is walking and counting like a zombie ("...43,891, 43,892, 43,893, 43,894, 43,895... sheep... 43,896...").
The Count: (to Bert) Can I sleep over again tonight, Bert?
- In another nighttime sketch, Ernie left the faucet on after washing his hands before going to bed, which results in a Dripping Disturbance that keeps Bert awake. So Bert sends Ernie to turn it off. But instead of simply turning off the faucet, Ernie tries to drown out the dripping by turning on a radio that plays loud music (the music heard is quite hilarious in and of itself, and would alone make this scene funny). Then, when that doesn't work, instead of turning off the radio, Ernie turns on an even louder vacuum cleaner to drown out the radio.
Bert: (yelling over the noise) WHY DID YOU TURN THE VACUUM CLEANER ON?!?
Ernie: (yelling over the noise) WHAT'S THAT, BERT? I CAN'T HEAR YA!
Bert: I SAID, "WHY DID YOU TURN THE VACUUM CLEANER ON?!?"
- In a third nighttime sketch, Ernie wants to know what time it is. But it's too dark to read the clock, so, unable or unwilling to wait until morning, he tries a new method: he leans his head out the window and sings loudly, "O SOLE MIO, O SOLE YOU-O!" This wakes up the whole neighborhood who all yell at him to stop singing because it's 3:00 AM. Satisfied that he knows the time now, Ernie goes back to bed. The whole time, Bert, of course, is not amused.
- While no one besides Bert and Ernie is shown on screen, it's implied his singing wakes up the usual human adult cast. Hearing these normally kind individuals yell at Ernie to shut up is hilarious in its own right.
- The Rhyming Game skit. "Hey there lamp...that's a nice shade!...".
- "Share It Maybe", another Carly Rae Jepsen parody.
- Pre-School Musical, a parody of High School Musical, ends with the cast belting out the word "musical" with an Incredibly Long Riff while the announcer shills two sequels, an ice show, a Broadway adaptation, and an amateur production.
- The first appearance of the Martians, where they attempt to communicate with a telephone. Literally with the telephone.
- In one installment of "Abby's Flying Fairy School", Mrs. Sparklenose delivers this It Makes Sense in Context line with the calm inflection that only a Seen It All preschool teacher can muster:
Settle down now; this isn't the first time a chicken has gone hurtling through the roof of this classroom and I'm sure it won't be the last.
- Cookie Monster listening to a game pitch. Tim Schaefer pitches a project about zombies, boring Cookie Monster to death.
- Jack Black defines Octagon is both this, and Memetic Mutation. Here, Jack Black tries to define the word "Octagon" to the viewers. However, he forgets to bring one. Cue Elmo with a stop sign. But Jack is completely unaware of the octagon right in front of him.
Jack: If I stop, how can I find an Octagon? How Elmo, HOW?!
- SIX HUNDRED AND FOUR BATS HANGING IN THE STEEPLLLLLLLLLLLLLLLLLEEEEEEEEEE!!!!!!!!!!
- While the 1991 version of Monster in the Mirror didn't add much besides making the song a Celebrity Edition, it adds this hilarious bit at the end, courtesy of The Simpsons.
- The Crumby Pictures shorts, in which Cookie Monster parodies movies, such as James Bond, Pirates of the Caribbean, The Karate Kid, The Hunger Games, Star Wars, Twilight, and The Avengers.
- The Hungry Games: Catching Fur has Cookie (as Cookiness Evereat) exclaiming, "Being strong heroine of entire franchise hard work!" and Peeta as... an actual pita. Plus, Cookie's Big "NO!" at the end of the sketch after Finnicky tells him that there's going to be a third "Hungry Games" movie.
- The Spy Who Loved Cookies spoofs the title songs of Goldfinger and Skyfall, with the singer of the former evoking Shirley Bassey pretty well. Plus, every time Cookie Monster (as Double-Stuffed 7) doesn't listen to the instructions of his superior (who he refers to as "Bossy English Lady"), resulting in him getting hit by falling chickens.
- Star S'mores has a lot of references to the Star Wars trilogy, including a multi-layered meta joke with Grover playing the part of Yoda (here, he is called "Groda").
- The Twilight Saga: Breaking Cookie is a Take That to the horrible Twilight films. It's also one of the few instances where someone other than Cookie gets voracious: his otherwise-stoic girlfriend Belly.
- As far as sketches absent from that list go, The Aveggies-Age of Bon Bon has Captain Cauliflower and the Mighty Corn lament becoming absolutely useless after Cookie (as Dr. Brownie) eats their Iconic Items, and Cookie arguing with Zuccineye over the latter's usefulness to the team. Plus, after Cookie Hulks Out and gobbles Bon Bon's Chocolate Ship, he still has enough room for veggie schawarma.
- Grover and Madeline Kahn performing "Sing After Me" in which Kahn twice vocalizes the "Fiddle-diddle-dee" line. When she starts to do it a third time, Grover turns to her as if to say "Don't you dare!" Kahn proceeds to vocalize the line anyway after Grover sings his part.
- Cookie Monster retells Little House on the Prairie with Prairie Dawn's head in place of the prairie.
- Cookie Monster and Sir Ian McKellen demonstrate the word "resistance". Sir Ian demonstrates with a gold ring, but Cookie is "not really a jewelry kind of guy", so the lesson falls a little flat. So Ian pulls out a cookie. That gets the point across.
- He also mentions resisting the attraction...like a magnet.
- An independent youtube sketch where Carroll Spinney spoofs Birdman. There's a heartwarming moment at the very end when the camera pans down to reveal that Carroll is wearing the Big Bird feet.
- "Game of Chairs", which imagines the Game of Thrones Succession Crisis as a round of musical chairs and is filled with Parental Bonus Gallows Humor references to the series' many dark and morbid moments.
Robb: (after surviving the first round) Can we hurry this up? I've a wedding to get to.
Grover: (after Joffrey gets eliminated) I'm sorry, it looks like you choked Joffrey.
Robb: (after Grover accidentally wins the Game) I cannot think of a more horrible ending than this.
Cersei: (after losing the game) I'm telling my brother!
: (After Ned's Big "NO!" in response to Grover winning
) Do not lose your head over this Neddy baby!
Grover: (after sending Tyrion to fetch a cushion for the throne.) And bring a sweater! I think Winter is Coming.
- "The monster is blue and full of errors". The fact that Melisandre shows up from nowhere (and leaves just as spontaneously) is not lost on Ned.
- A separate SNL sketch involving the Sesame Street cast and Taraji P. Henson as Cookie Lyon (from ''The Empire''). There's plenty of funny moments of her interacting with the Sesame Street cast, but what really takes the cake is the implication that she skinned Elmo to make her new red coat.
Murray: Oh No!!! I can't find Elmo anywhere.
(Murray notices Cookie's new coat)
Murray: Wait... where did you get that red fur?!
Cookie: Don't worry about it baby.
(Murray gasps in horror)
- In this video, Cookie Monster waxes philosophical about food while touring the Guggenheim Museum:
"Your stomach thinks all potatoes are mashed."
"Cookie dough is the sushi of deserts."
"What was the best thing before sliced bread?"
- This Bert and Ernie skit.
- In the song "But I Like You" Ernie and Bert take turns singing about things that they like, with the other one singing the same line after, to indicate agreement. Then Bert sings that he likes lentil soup, and Ernie doesn't even try to sing it. He just repeats the line in a deadpan monotone, as if he's so surprised and/or disgusted that he can't muster any more enthusiasm than that. Watch here.
- The unintended side-effect of being a celebrity teaching the word "awful" on the Street.
- An unfortunate typo in a news article about Sesame Street Live. (Slightly NSFW)
- Bert and Ernie go to see a movie that makes Ernie emotional, disturbing the other theatergoers around him. And yet, guess who gets punished for this!
- "Am I thirsty. Am I thirsty! AM I THIRRRRRRRRRRRSTY!"
- All of the "Monsterpiece Theater" sketches are a riot, but the very first one (spoofing Upstairs Downstairs) may just be the funniest of all.
- For some underrated gems, check out the Alphabet Chat segments from the '70s. Hosted by Mr. Chatterly, a scholarly British man who discusses different letters in each episode (or tries to), they eventually devolve into chaos as other Muppets barge in and ruin everything. They basically are just the classic main four Muppeteers (Jerry Nelson as Chatterly and Henson, Oz, and Hunt as the various goofy passers-by) goofing around with each other and improvising, and they're almost always funny. The later, more tightly-scripted segments are also decent, but the chaos of the originals is always funny.