* [[http://www.youtube.com/watch?v=gxlj4Tk83xQ I'll miss you, Mr. Hooper]].
** We'll all miss you, Mr. Hooper...
** "You're right, Big Bird. It's... It'll never be the same around here without him. But you know something? We can all be very happy that we had the chance to be with him, and to know him... and to love him a lot when he ''was'' here."
** When Big Bird asks why this had to happen and says "Give me one good reason!" and you know that no one can, because there '''is''' no good reason. Gordon gives him the only possible answer, which is both realistic and so very sad: "Because. Just because."
** What made this scene so realistic, touching and emotional was indeed the genuine emotion shown by the adults as they comfort Big Bird in his realization that, indeed, his beloved Mr. Hooper was never coming back. The scene – done in one take and kept intact – showed that even adults (who fully understand the concept of death) cry and feel very sad when someone close to them dies, and that it is OK to cry, sometimes together, when something sad happens.
** Pages from the episode's script in the book ''Sesame Street: A Celebration'' reveal that none of the adults' tears were scripted – they were envisioned as keeping their composure but maintaining their comforting tone with Big Bird. But as the scene was filmed, the actors genuinely teared up, and that first take was the only one they could use. In a 2006 interview Bob [=McGrath=] said they tried to do a second take but they only lasted a minute before they broke down. This turned out for the best, as the genuine show of emotion made the scene more heartfelt and realistic.
* Add to that Big Bird singing "It's Not Easy Being Green" to a recently deceased Creator/JimHenson during Henson's funeral service, and the Muppets win at bringing even the most hard-hearted hannahs to tears every time. The big gut-wrencher is right after he finishes...
-->'''Big Bird:''' Thank you, Kermit.
** That song is brought up in [[http://www.somethingpositive.net/sp08032005.shtml this Something Positive]] that's somehow both funny and sad.
*** Jim's ''entire'' memorial service is this with a few SugarWiki/{{Heartwarming|Moments}} and SugarWiki/FunnyMoments sprinkled in to make a thing of pure bliss.
** Worse yet, Robin keeping the other Muppets together by singing [[http://www.youtube.com/watch?v=olHV1o9TE-8 "Just One Person"]] during the tribute the Muppets did as their first show after his death. [[spoiler: Kermit walking through the door at the end]] is by far the most poignant moment in that scene.
*** Even worse is when, after spending most of the show trying to figure out who Jim Henson was and planning the big production number, Fozzie and the cast find out that Jim Henson is dead while reading fanmail from actual fans. Quite reflective of how one often admires the work but remains unaware of the man behind the work too late.
----> '''Gonzo''': But we were just getting to know him!
*** Not to mention two years later, Richard Hunt followed Henson to the grave which makes this scene more heartwenching.
-->'''Scooter''': ''Reading a fanmail'' Perhaps the substance of Jim Henson's genius was the ability to see wonder far off in crazy directions. And get people to follow him there.
*** By the end of the reading, you can hear some of the Muppets sniffing heartbroken (even Statler and Wardolf have nothing callous to say) and eventually Fozzie snaps in anguish to call off the show because he feels they couldn't do a great guy like Jim enough respect with what they have.
* [[http://muppet.wikia.com/wiki/Episode_0731 The scene]] where Big Bird tells Snuffy that he has to go away, as he has been convinced by his friends that Snuffy doesn't exist... until he starts wiping away Snuffy's tears, and realizes that Snuffy ''must'' be real, as he's crying real tears.
** This scene gets an emotional CallBack later in ''Film/SesameStreetPresentsFollowThatBird'' where two children sneak into the tent where Big Bird is being held prisoner and wonder if he's real. Then they see a tear and remark that he must be real. Muppet magic.
** After shooting the scene, the puppeteers removed their masks to reveal that they were both actually crying.
* Some of the songs:
** While "I Don't Want to Live on the Moon" doesn't have any sad content, it has a bittersweet vibe because of the slow pace and the emotional message about how they don't want to reside in certain weird places due to the fact that they'll miss their friends and familiar places.
** "It's Not Easy Bein' Green"
*** There's a reason those two among others were preserved in the UsefulNotes/NationalRecordingRegistry.
** "This Frog"
** "What Do I Do When I'm Alone?" has Grover talk about the things that he does while he's by himself. It heads into tearjerker territory when he mentions that sometimes when he's alone, he gets lonely because he has nobody to show what he's doing. Thankfully, it ends on a light note.
--->'''Grover''': "And you ''are'' here. So I'm not alone. And I'm happy."
** ''Darling, our marriage is doomed. Here stands your heartbroken groom...'' "Don't Walk" is a lesser example, but it still counts.
*** "One Way" as well, due to the scene where the biker doesn't know how to get to his girlfriend's house past the 'One Way' sign and worries that it won't work out between them, though it ends on a heartwarming note with the girlfriend riding on the back of his bike.
*** From the same album as "One Way" (1977's ''Signs'' to be exact), "Please Keep Off The Grass". Marilyn Sokol soars on vocals.
** A more obscure example: "I Think That It Is Wonderful". While it has no sad vocals, it is another slow-paced, emotional song.
** A lot of the older songs in general can come to be this over time.
** The film insert/song ''It's alright to cry'' (and it certainly is) is another example, due to its powerful message and the fact that sad situations (hurting your knee, your "stomach aching and your heart aching too", being cranky and tired, being sad for no reason, etc).
** ''I'm a Earthworm''
** "Feeling Good, Feeling Bad" is a whole rollercoaster of emotions that sometimes goes into this territory. It starts with Ernie singing about how happy he is and Bert interjecting about his various negative emotions: first sadness ("Do I feel bad!"), then anger ("Grr! I feel like getting mad!" and "Me, I'm feeling crosser than a bear."), then apathy ("And I don't care!"). Eventually, Bert cheers up...but Ernie now has Bert's negative emotions. Luckily, after they go through the song again, they're both happy.
** There's this one song called "All I Can Do Is Cry". About the three little kittens crying because one of them lost her mitten. Enough to make a lot of cat lovers tear up.
--->'''Ginger Cat''': "Whatever happened to that mitten? I'm so sad my heart is splitting. Never got a chance to say goodbye."
** "Willie Wimple" tells a story about a young boy who chops down trees and litters and the disastrous consequences of what would happen if all children cut down trees and littered. They talk about how there'd be no room due to litter everywhere, no rivers (and therefore nowhere for fish to live and nowhere to sail), no submarines or swimming, no plants or bees and nowhere for birds to live.
--->'''Singer''': "If every kid did it, can't you see what an empty, ugly, messy, dirty, icky, messy, no-fun world it would be? Yuck!"
** The song "The Ballad of the Sad Cafe" (released on the CD ''Elmo's Lowdown Hoedown'') is an in-universe example, as it describes [[ExactlyWhatItSaysOnTheTin a cafe where cowboys and cowgirls let out their sadness]]. After the song ends, They cheer up and....
--->'''Cowboy:''' Hey, You know that I had a good cry. I feel better!
--->'''Cowgirl:''' Me too! I am not sad anymore! I feel happy!
--->'''A Horse:''' Hey, What do you all want to do?
--->'''A Cow:''' Let's to the ''Happy Cow-Lounge''!
--->'''Cowgirl:''' Oh, I love that place!
--->'''Cowboy:''' Yea-Haw! Let's go there! (As they leave the Sad Cafe).
** [[https://www.youtube.com/watch?v=9CrDIEJB7ss Just Take a Look at 15]]" is a doo-wop type song about a number 15 who feels unnoticed. Apparently, the boy knows all the other teens except her and she thinks "life is mean". She even cries at one point on the hopscotch. You'd think there'd be a happier way to teach numbers.
** There's one song ''about'' being sad, by Little Jerry and the Monotones.
--->'''Jerry''': "I'm sad."
--->'''Monotones''': "So sad, so sad."
--->'''Jerry''': "Oh boy, am I feeling bad!"
--->'''Monotones''': "So bad, so bad."
--->'''Jerry''': "I wipe the tears from my eye-y-y-y-y-y-y. Want to sit down and cry-y-y!"
** One song, sang by Olivia, is about how she is awfully sad for no good reason.
--->'''Olivia''': "And I'm sad, I'm sad and it's not much fun to be. And though I know this feeling soon will grow, right now, it's bothering me."
** "Island of Emotion" is about an island with sections for different emotions. The sadness section, Weeping River, has [[EverybodyCries everyone crying]].
* The GiftOfTheMagiPlot with Ernie, Bert and Mr. Hooper in ''Christmas Eve on Sesame Street''.
** Particularly Bert and Ernie voluntarily bartering away their most prized possessions. You can practically see the internal conflict, and these guys are basically just socks with hands inside them! The Muppeteers are geniuses at conveying emotion without words. Fortunately, Mr. Hooper catches onto what's going on.
* "I'm So Blue", sung by Big Bird in ''Film/SesameStreetPresentsFollowThatBird''. Buckets of tears and a definite need for a hug, even when watched as an adult. [[TheWoobie Poor Big Bird]]!
* The lyrics to [[http://www.youtube.com/watch?v=n2DDiJxMKhA "I Wonder 'Bout the World Up There"]] become much more poignant when you realize that this was one of Creator/JimHenson's last performances - it was recorded just several ''months'' before his untimely passing. By the end of May 1990, Jim wasn't wondering anymore about "the world up there" - [[AuthorExistenceFailure he was]] ''[[AscendToAHigherPlaneOfExistence living]]'' [[BittersweetEnding it]]. The song was released eventually, along with several other unreleased songs and old favorites, on the 1991 "Jim Henson: A Sesame Street Celebration" CD.
* The ''Here is Your Life'' segments sometimes have some dramatic moments with a contestant's neighbor/friend. It happened with the Oak Tree (when Marty and Sarah became chairs), Red House (which moved away from the yellow house), Left sneaker becomes a modern sculpture, and the loaf of breads' friend became peanut butter and jelly sandwiches and french toasts.
-->'''Right Sneaker:''' It was like twin-brother (voice breaksdown) but lost each other.
-->'''Guy Smiley:''' Well, Get ready, Because we found him.
-->'''Right Sneaker:''' Oh no! You couldn't have.
-->'''Guy Smiley:''' Yes, we did. Here he is at the Museum of Contemporary Arts, Formerly a left sneaker and now, THE MODERN SCULPTURE.
* From 1997, there's [[https://www.youtube.com/watch?v=pMGZzhPJ008 ''Things That I Remember'']], a tribute to Ernie and Bert's friendship. It's mostly heartwarming, but the tearjerker hits ''hard'' when you consider the RealitySubtext behind the lyrics: First, this was one of Jeff Moss' last songs (if not his last ''period'') written for the show before he passed away from cancer on September 24th, 1998. Second, though Steve Whitmire is playing Ernie, all the flashback clips are of Jim's Ernie. To quote one Website/YouTube commenter, "Can you imagine how hard this must have been for Frank Oz to do?"
* There's a cute little song called "You and You and Me", written by Jeff Moss, about Elmo, Grover and Zoe taking turns going through a door. The comprehensive 2008 book ''Street Gang'' by Michael Davis reveals that Moss, who suffered from cancer ,wrote that song ''the day he died''. Since he was a commanding presence on the Street since day 1, being behind some of the most famous songs and episodes, he went out with a blaze of glory.
* The small cartoon with AnAesop about telling the truth. It begins with a small girl named Cookie with blue skin and crazy red hair and her yellow cat Lucy playing baseball. On the third strike, the window breaks and Cookie mopes that it's the "end of her baseball career". This is tear-jerking enough, but then she has an ImagineSpot about what would happen if she lied that Lucy broke the window: "They" (probably her parents and possibly other relations like siblings) would lock Lucy out Lucy and would have to live in the doghouse with Bruno the dog, but wouldn't like it as he doesn't like to share and would bark at her, so she would run away never to be seen by Cookie again. This leads Cookie to tell the truth to her mother in a very emotional way.
--> '''Cookie''': "I was playing baseball with Lucy (starts doing cartoony crying) and I threw the ball (covers her eyes while still crying) and the ball went up, and the ball, it went through the window (puts her hands back down) and it broke! (puts her face up against her mother's dress, gently tugs on it with her arm, still crying) And I didn't mean to do it!" (makes high-pitched sobbing noises)
* Cookie Monster having a rather sad nightmare on meeting a giant, talking cookie, given the name "The Monster Cookie". As he tells Cookie Monster in his sob story, he used to be a monster, though he had been transformed into a cookie because he was on a cookie-only diet, and regrets that he never had carrots, fish, or bread. After this sad nightmare, Cookie Monster wakes up moaning, "What a dream! Oh, Very sad!" He then approaches a cookie and scolds himself to never eat cookies again, and eats carrots, fish, and bread, [[TenMinuteRetirement and then a cookie afterwards leaving a remark "Well, Maybe sometime a cookie!"]] The whole sketch is so over-the-top and dependent on the SpaceWhaleAesop that it's utterly fantastic. Props to Jerry's and Frank's impeccable performances.
--> '''Cookie Monster''': What happened next?
--> '''The Monster Cookie''': Then me started to break into chocolate chips!
--> '''Cookie Monster''': (Gasp) NO!
--> '''The Monster Cookie''': Then me brain turned into cream filling!
--> '''Cookie Monster''': OH NO!
--> '''The Monster Cookie''': Then me leave crumbs, Whenever me walked!
--> '''Cookie Monster''': And in other words, You did not exactly picture your health, right?
--> '''The Monster Cookie''': Right! And before me knew it, It was too late... (Voice breaks down) Me transformed into a big monster cookie! (sobbing hysterically)
--> '''Cookie Monster''': (also sobbing as well) It's a catastrophe!!! WHY?!? WHY?!?
* An in-universe example occurs on one of the game show sketches, ''The Crying Game Show''. In this sketch, host Sonny Friendly tells a contestant a sad story; the contestant that cries the hardest wins the game. Ultimately, the grand prize is [[ButtMonkey Sonny Friendly's]] own teddy bear - [[LoopholeAbuse causing Friendly to cry the hardest, thus winning the game]]. [[EverybodyCries The contestants continue to cry]] after the announcer blurted that there are no {{consolation prize}}s. And all of this is PlayedForLaughs...
--> '''Sonny Friendly:''' Well, I guess we all can't be winners, You know! (laughs) Well this is Sonny Friendly saying we will see you again next time on ''The Crying Game Show''. (To his teddy bear) Oh, Teddy! I am so glad to have you back again.
* A Two-Headed Monster skit (the first in episode #2228) provides another in-universe example, where they're presented with the letters "S" and "AD". As the letters get put together into the word "SAD", they get all emotional. Like any time Muppet characters on this show cries, it straddles the line between funny and touching.
* In general, any songs about the moon or space are this, helped by the fact that many of them are ballads.
** The song "If Moon was Cookie," especially towards the end when Cookie Monster realizes that if he ate the moon, there would be no moonlight, and he couldn't look out his window at the moon ever again. Oh, *sniff.* Coupled with the simple, yet effective, instrumentation of the song and it becomes a thing of beauty. [[http://www.youtube.com/watch?v=-3U3Sby4zko Just give it a listen.]]
** [[https://www.youtube.com/watch?v=YoGuiEBUFIs "The Moon Shines"]] can have this effect as well, with the beautiful arrangement combined with the slightly DerangedAnimation and Jerry Nelson singing in his kid voice.
* The trope name is mentioned vertabrim by Alistair Cookie when the Monsterpiece Theatre parody of ''Film/TwelveAngryMen'' starts with a FakeOutOpening sketch-within-a-sketch called ''Three Sad Cows'', which is about, well, [[ExactlyWhatItSaysOnTheTin three sad cows]].
--> '''Alistair Cookie:''' CUT!!! Me very sorry. That wasn't ''Twelve Angry Men'', That was ''Three Sad Cows''. [[ShapedLikeItself Story of three cows who are very sad.]] What a barnyard tearjerker.
* The moment when Luis and Maria failed to fix Slimey's busted tuba made slimy very sad and Telly sadly blurted that Slimy will not be able to play at ''The Worm World Music Festival''. It was so heartbroken until Telly's struck his head
-->'''Telly Monster:''' WHY DIDN'T I THINK OF THIS BEFORE?!? I have a tuba. Slimey can use my Tuba! Slimey, I will meet you at the Music Festival.
* Much of part 2 of the 2001 hurricane arc is this, especially Big Bird's reaction to his nest being blown away from the Hurricane from the previous episode (quoted below). Anyone that lost something cherished in a similar incident - especially their own homes - can definitely relate. There's a reason why all the street scenes from the hurricane week were compiled to help children cope with hurricanes and other disasters (not to mention several reairings after subsequent high-profile hurricanes).
--> '''Big Bird''': ''(shocked)'' Oh, Gordon!
--> '''Gordon''': Oh no...
--> '''Big Bird''': ''(panicking)'' My home! My nest! My--my everything!
--> '''Gordon''': Big Bird, It's gonna be alright.
--> '''Big Bird''': No, it's not!
--> '''Gordon''': You're right. You're right, Big Bird. It's not alright. But it will be all right.
--> '''Big Bird''': But... but my nest! What happened to my nest?!
--> '''Gordon''': Well, the wind was too strong, it just blew it all apart.
--> '''Big Bird''': Ohh... ''(cries)''
--> '''Gordon''': ''(comforting Big Bird)'' It's all right, Big Bird, I'm here with you.
* The episode (made in the wake of the September 11th attacks) where Elmo becomes traumatized after a fire breaks out at Hooper's Store.
-->'''Alan:''' It's okay. There's nothing to be afraid of. The chief said that the fire is out.
-->'''Elmo:''' Elmo doesn't care, Alan! Elmo doesn't want to go back into Hooper's Store ever again!
** Becomes heartwarming when the adults arrange a meeting with real firefighters who tell Elmo that there's nothing to be afraid of. They dedicated their appearance on the show to a comrade who passed away during the attacks.
* Though somewhat played for laughs, episode #3626 (consisting of a play called "The Princesses and the Stick") has two princesses (played by Gaby and Rosita), two baseball players (Lexie and Louis), a guy who juggles hats (Carlos), and a fisherman (Telly) [[EverybodyCries all cry (eventually all together)]] because they can't find the single stick that was used to solve their problem before.
** And if that wasn't enough, the narrator (Celina) starts to get emotional when she goes further into the sad parts of the story.
* Taking a nod from Mr. Hooper's death, there is a special that dealt with Elmo dealing with the death of his Uncle Jack, from Elmo's father remembering the good times he had with his brother when they were kids to cousin Jesse facing the fact that her father is gone for good. The special, entitled ''When Families Grieve'', part of the ''Talk, Listen, Connect'' series for military families (meaning Jack was likely killed in action overseas fighting Islamic terrorists), was nominated for a primetime Emmy, but lost to the only other nominee, a ''Creator/{{Nick|elodeon}} News'' special about cancer.
* The show has a resource kit for families with incarcerated parents. There's a little cartoon film about a girl and her family going to visit her father in prison. It might be the saddest thing in Sesame Street history. Well, one of them anyway.
--> It's hard not to be able to touch or hug each other, but Daddy blows me a kiss. I tell him I'll save it for later. Before we know it, it's time to go already. I wish my father can come with us. But this place is where he has to be. Because he violated the law.
* [[https://www.youtube.com/watch?v=oGoKZToy0bg This animated skit]] features Noodles the animated FunnyAnimal cat breaking his owner Nedd's toy plane (specifically, one of the wings fell off). At one point, he has this thought bubble where he's carrying the wing in a bag while wearing a cap and looking dejected. This could be interpreted as either him considering running away from home and taking the wing with him or him considering the possibility of having to take the wing with him to school and feeling guilty about having broken it. Either way, it's tearjerking. Doesn't help that that skit was written by a writer who reportedly was a bit morbid and made his skits slightly DarkerAndEdgier than standard Sesame Street.
* On the street scene for episode 2402, the Two-Headed Monster's sobbing in failure at being unable to stop Irvine the grouch's tantrum (which had disrupted the former's lullaby on violin). [[spoiler: Maria had said that a grouch baby isn't like a regular baby - Irvine always has a tendency to scream and cry a lot]]. The whole thing positions itself headlong into NarmCharm. Especially when coupled with Maria's comment on this situation:
-->'''Maria''': (To Irvine, who gets more upset), No! Stop it, Irvine. (To the Two-Headed Monster, who ends up sobbing in failure) Oh no! Not you too! (To the viewers) Oh no! And now I have got three people crying... or is it two?
* One of the Ernie and Bert skits features Bert feeling sad out-of-the-blue and to Ernie's confusion. He then proceeds to list the things that make him sad. Bert feels better, but Ernie doesn't by the end of it (First scene on episode #2621).
** The old sketch where Bert reminds Ernie that he's special can have this effect as well.
* The episode where Big Bird's TransatlanticEquivalent Abelardo comes to visit and they both end up losing each other. They then both sing a song, without realizing they're together.
* Watching a lot of the older (re: 70's-80's) sketches and realizing that most of the Muppeteers in them are gone now... Yes, Muppets live forever but unfortunately, the people below them don't.
* Creator/ChristopherReeve appeared in TheNineties to [[https://www.youtube.com/watch?v=OzHvVoUGTOM talk about his wheelchair]]. Never has a celebrity's SesameStreetCred been so uniquely moving.
* Similarly, [[https://www.youtube.com/watch?v=z3richcoCUI Itzhak Perlman's appearance]] is another guest segment worth putting on this page.
* Music/RayCharles singing his own arrangement of the show's classic "Bein' Green" (from his 1975 album ''Music/{{Renaissance}}'') on the show.
* It's kind of hard to watch Murray host newer Sesame Street Newsflash segments, because the first thing that pops into one's head is "I miss Kermit!" It just drives home how much Kermit's role has diminished over the years, and the contrast to how prominent he used to be.
* The 2013 episode where the Count wins an award but isn't able to attend the ceremony becomes this when you realize [[RealitySubtext what sparked it]] (see the Meta tab).
* Two of the last tracks on the GreatestHitsAlbum ''[[Music/SesameStreetPlatinumAllTimeFavorites Platinum All Time Favorites]]'' fit this trope (even if they're rarely sung nowadays[[note]]they were first released on two different cassette tapes and this was to our knowledge their first time on a CD[[/note]]): "Little Things" sung by Prairie Dawn (one of the last songs by the show's MVP composer Joe Raposo before he died of cancer in 1989[[note]]the version on this disc was recorded for a tribute album to Raposo in 1992[[/note]]), and "We Are All Earthlings", an affirmation that we all share this beautiful planet. They're a bit [[TastesLikeDiabetes syrupy]], sure, but [[NarmCharm that's what makes them so enjoyable]].
** The 2003 compilation ''Music/SongsFromTheStreet35YearsOfMusic'' ends with a remix of the main theme that interpolates samples of some of the show's older albums, showing how far the show has come since then.
* The moment with a new Muppet character named Alex. Talking about many fathers made him very upset since his father violated the law and has to go to jail for life. They explained that incarceration. He was not the only person who had his father sent to jail. Sofia had to go through her life when her father was sent to jail. This was part of the ''Little Kids, Big Challenge'' moment on Sesame Street.
* A Cartoon insert about a little girl figuring out why is the puppy so sad. Well, The two thoughts were bad, but her last thought was that a big bulldog steals the little puppy a bone. And she went "OH MY!" and gives that puppy a bone. And it made the puppy feel better.
* The book "It's Not Fair!" has a particularly sad part near the end - upon seeing Ernie get all the credit for their lemonade stand, Bert snaps and angrily starts ranting about how HE did all the work and nobody even thanks him for it...before running off in tears, making everyone feel guilty, especially Ernie. Happily, there's a HeartwarmingMoment when Ernie uses the money earned from the lemonade to buy Bert a present to cheer him up.
* Elmo rarely cries, but when he does, it's almost heartbreaking [[TheWoobie and you can't help but feel sorry for him]].
** In episode #3430, when Elmo is pretending to be sad in a game he calls the "Crying Game". This is actually funny, but it turns sad when Elmo actually does become sad.
** The entirety of episode #3587 is this, with Elmo being sad for the majority of the episode, especially when he doesn't respond to tickling. [[spoiler: Even worse that the reason he's sad is because his fish (not Dorothy, another one called Bubbles) died.]]
* When Curly Bear is born, Baby Bear vents his sorrows over the changes in his life to Telly. As you can imagine with Baby Bear being a bit of a LargeHam when he's sad, this was pretty tearjerking.
* "Sesame Street Home Video Visits the Hospital" has Big Bird get sick and have to spend several days in the hospital. His I-wish-I-wasn't-sick moments can be very tearjerking, especially the scene where he cries after getting a shot and asks "What did I do wrong to get sick?"
* The one where Gabby gets sick on her birthday. Enough said.
---> '''Nearly everybody''': "It's okay to be sad if you're sick on your birthday."
* Big Bird getting bullied about being too big, too yellow, and sounding too funny to be in the "Good" Birds Club. The saddest part is that each reprise of his originally happy song is sadder.
* In one of the episodes, everyone: ([[JerkWithAHeartOfGold Oscar]], his pets, [[CheerfulChild Elmo]], [[LovableCoward Telly]], the kids, [[MrsFixit Maria]]...) miss Slimey the worm who's on the moon. They're so sad that it's hard not to [[TheWoobie feel sorry for them]].
* One episode has Telly chasing a penguin that stole his Triangle Guy costume. He gets so angry that he wants to ''hit'' the penguin and Gina asks him to think on what might happen if he tries that idea. What follows is an ImagineSpot where the penguin gets hurt and Telly goes to jail for hitting it. By the end Telly is [[MyGodWhatHaveIDone horrified by what his temper could have made him do]].
* One animated skit featured a mouse singing a song about four cats having different emotions, two of them being sad (which makes the mouse sad too) and angry.
* In "Elmo Saves Christmas", Elmo wishes it was Christmas every day. When they travel in time to the next "real Christmas", they find out that [[BadFuture nobody likes Christmas anymore and it's all dystopian]]. Some highlights (lowlights?) include the Count being bored of counting the days (and seeming apathetic in general), Big Bird is crying because he hasn't seen Snuffy (who was staying with his grandmother in Cincinnati) all year and the carol singers have lost their voices. Thankfully, thanks to time-travel, it [[EarnYourHappyEnding gets resolved.]]
* In episode that shows Maria and Luis's wedding, the song "Wedding Pictures" expresses everyone's private thoughts during the ceremony. It's mostly a blend of heartwarming and funny, but there are two tearjerking moments. One is Maria's mother singing "I wish her [[DisappearedDad father]] could have lived to see this day." The other is David, Maria's [[AmicableExes ex-boyfriend]], singing about how strange it feels to think of her as someone else's wife.
** The RealitySubtext of David's verse makes it even worse, as his actor, Northern Calloway, left the show soon afterward due to struggles with mental illness and died just a few years later. In fact his increasing mental instability was partly ''why'' the writers quietly ended David and Maria's relationship and married her off to Luis instead – that and the fact that wanted to avoid [[ValuesDissonance the controversy of an interracial marriage]], which is depressing in its own right.

!!Meta
* The 1982 passing of Will Lee, who played Mr. Hooper. A large part of what makes Mr. Hooper's death so heartbreaking is that it was a case of {{The Character Died With Him}}. As mentioned above, the characters' tears in the scene that discusses his death were unscripted: the actors were actually crying over the loss of their longtime castmate.
* The 1989 passing of Joe Raposo (The original composer).
* The 1990 passing of Northern Calloway (David). In the early years of the show, David was a friendly young adult in the neighborhood, eventually taking over Mr. Hooper's store after his passing and in a relationship with Maria before she married Luis. An upbeat presence on the show, this sadly would not extend behind the camera, where actor Northern Calloway suffered from a nervous breakdown in 1980. His mental illnesses would gradually worsen over the next decade until it became clear his mental state had deteriorated to the point where he could no longer perform, he was quietly written off the show. Institutionalized, he'd die within three years from a cardiac arrest caused by excited delirium syndrome, and his passing unremarked upon in the show.
* The passing of Muppet creator Jim Henson on May 16, 1990.
* The passing of Richard Hunt (Muppet performer) on January 7, 1992.
* In 1997, Jonathan Stone (headwriter) passed away.
* In 1998, Headwriter and composer Jeff Moss passed away.
* The 2002 passing of Bill McCuctcheon (Who played Bob's Uncle Walley)
* Also in 2002, Matt Robinson (The original Gordon) dies from Parkinson's Disease.
* Michael Jeter (Mr. Noodle's Twin-Brother) dies in 2003.
* Jerry Juhl (headwriter) passed away in 2005.
* Cartoon voice actor Jim Thurman (aka Teeny Little Super Guy) passed away on April 14, 2007.
* The Mad Painter's Paul Benedict died on December of 2008.
* Aliena Reed-Hall (Who played Olivia) passed away on December 19, 2009.
* Headwriter and composer of ''Elmo's Song'', Tony Guiess died in 2011.
* The 2012 passing of Jerry Nelson, after suffering from emphysema for several years. The Muppet fanbase immediately exploded in grief, and while it wasn't enough to level the death of Neil Armstrong (which happened just two days later) in the general media, the fans cared just enough to post oodles of tribute pictures, videos, etc. many of which can be found [[http://www.muppetcentral.com/forum/threads/remembering-jerry-nelson-july-10-1934-august-23-2012.52393/ here]].
** The show's Website/YouTube channel then proceeded to upload classic sketches featuring characters that Jerry had voiced, as well as a playlist with old and new clips. The main Henson Company did a similar trick, though it was mostly just the playlist with only one new upload (''Series/FraggleRock'''s "Petals Of A Rose").
** And then they made a special tribute episode to Jerry, which Muppet fansite [=ToughPigs=] beautifully describes [[http://www.toughpigs.com/ss-jerry-tribute/ here]].
-->'''Joe Hennes:''' I have to admit, I got chills during Telly’s speech near the end, and then again when Chris read The Count’s final message. We all miss Jerry very much, and I like to think of him counting all of the people who care about him, and going on and on into the millions. [[ItMakesSenseInContext I would gladly dress like a vampire, wear a fake beard, and claim to be The Count if he needed me.]] Like The Count in this episode, Jerry is sorely missed when he’s not here. But also like The Count in this episode, [[SugarWiki/HeartwarmingMoments his legacy lives on in all of us. There’s a little bit of Jerry in us all, and a little bit of The Count too.]] I am The Count, you are The Count, and everyone who loved Jerry Nelson is The Count.
** [[http://www.jimhensonlegacy.org/legacy-events/8/82-39-years-on-a-40-year-street-an-essay-by-jerry-nelson This essay]] by Jerry about Sesame Street's [[MilestoneCelebration 40th anniversary]] in 2009 also hits all the right notes after he passed.
** [[http://www.toughpigs.com/wp-content/uploads/2014/09/jerry-two-years.jpg Two years.]]
** [[http://muppetmayhem.tumblr.com/post/30730217351/nevertoooldtolovemuppets-picture-drawn-by-the Welcome Home Jerry.]]
* Kevin Clash, the performer of Elmo, was accused by a 24-year-old man to have had underage sex with him years ago. Despite the court discovering that the allegations were recanted a day later, this apparently prompted a different man to accuse him of the exact same thing after that. With his personal life getting in the way of ''Sesame Street'''s child-friendly message, Kevin Clash retired.
** Clash was not just Elmo's performer, he also created other characters (such as Hoots the Owl, Baby Natasha and a whole host of additional Muppets). In addition, he was the show's Muppet Captain, a co-writer (being the head writer and director of ''Series/ElmosWorld'' and its SpiritualSuccessor ''Elmo: The Musical''), a co-producer, co-ordinator of international outreach programs and being responsible for training new Muppeteers. With all those roles gone, a big gaping hole is left in ''Sesame Street'' as the show has lost someone greatly responsible for its overall tone and direction - and morale is apparently so low on set that Sesame Workshop has resumed filming Season 44 with a therapist hired to look after the cast and crew. Elmo may have been a [[LoveItOrHateIt divisive]] character, but if that's not a TearJerker to a ''Sesame'' fan, old-school or new-school, I don't know what is.
** In case the tears don't flow freely enough, go watch ''Film/BeingElmoAPuppeteersJourney'' on Netflix or hunt it down somewhere. Every detail of his career right up to the incident (as the movie was made just before it) is covered. And how that all came crashing down... My apologies in advance for dehydration.
** Not to mention that the show's resident ManOfAThousandVoices Jerry Nelson had passed away that August (see above). Sesame Street lost two of its brightest stars within ''[[TraumaCongaLine months]]'' of each other. On the plus side though, as of 2014 Matt Vogel and Ryan Dillon are doing a fine job taking on Jerry's and Kevin's respective characters, with Dillon becoming the new permanent voice of Elmo.
* [[http://muppetmayhem.tumblr.com/post/39974381467/as-a-matter-of-fact-i-was-coming-back-and-i Jerry Nelson talking about Richard Hunt.]] They were incredibly close during their time working together, which makes it even more beautiful.
* The 2013 passing of Leonard Jackson, who played the original Mr. Handford. It was one of those deaths that ''very'' few people were made aware of.
* Effective October 2014, [[http://www.toughpigs.com/fran-brill-retires-from-puppeteering/ Fran Brill, a fixture of the Muppeteer team since 1970, is retiring from the show.]] Unlike Kevin Clash, this was not due to a controversy, but rather because she was getting older - having turned 68 just two days before Stephanie D'Abruzzo confirmed Brill's retirement on Twitter - but still, it's hella sad to see yet another ''Sesame'' veteran leave the show.
** The linked article has this to say for Brill:
-->[[SugarWiki/HeartwarmingMoments "We at Tough Pigs want to wish Fran the very best as she moves on to the next chapter of her life, a chapter in which she’ll perhaps be called upon to say the alphabet less frequently."]]
** The site then proceeded to dedicate a whole week of articles to Fran's career. [[http://www.toughpigs.com/fran-brills-other-sesame-street-characters/ Here's a good place to start]].
* Effective July 2015, [[http://www.ksdk.com/story/entertainment/television/2015/07/02/g-is-for-good-bye-sesame-street-fans-are-really-sad-about-marias-retirement-news/29624579/ Sonia "Maria" Manzano is leaving the show after over 40 years]]. She actually announced her retirement on June 29 to the American Library Association, but the announcement didn't catch on immediately and it only became widespread a few days later. The very first sentence of the linked article says it best: "Welp, there goes another little piece of our childhoods!"
* Not even three months after Manzano announced her departure, head writer and longtime performer [[https://muppetmindset.wordpress.com/2015/09/11/joey-mazzarino-leaves-sesame-street/ Joey Mazzarino]] made a rather cryptic announcement on his Facebook page that he too would leave the show, [[HereWeGoAgain leaving behind another gaping hole in the Street's development.]] The show's shrinking to a half-hour length [[note]]after 45 years in the hourlong format[[/note]] and its semi-ChannelHop to Creator/{{HBO}} may have had something to do with him leaving.
* Speaking of the HBO deal, it seems to be having a few unfortunate side-effects in terms of where to watch the show, such as Sesame Workshop discontinuing their [=SesameStreetGo=] paid subscription service and the show expiring from Creator/{{Netflix}} and Amazon Prime (no word on whether or not iTunes. Meanwhile, the Creator/{{Sprout}} channel [[http://www.adweek.com/news/television/brand-refresh-childrens-tv-network-drops-barney-and-thomas-original-shows-166914 is dropping Sesame and other PBS Kids shows,]] though this is more due to a major restructuring of the company[[note]]its now owned wholly by Comcast and NBC Universal, while it started as a joint venture between them and PBS[[/note]] than everything else. Though at least there's no worry in that there since the show will still be seen on Website/YouTube, PBS and HBO Family.
* The 2015 death of [[http://www.toughpigs.com/rip-michael-earl/ Michael Earl Davis]], who performed a few characters in the 80's (such as Mr. Snuffleupagus and Poco Loco). Worse, it was announced on Christmas Eve.
* Just a few months later [[http://www.toughpigs.com/david-smyrle/ David Langston Smyrl]] ([[TheOtherDarrin the second Mr. Handford]] after the previously-mentioned Leonard Jackson left) also died. Unlike Jackson, Smyrl's passing was met with a larger response, even trending on Facebook for a time.
* The 2007 season was the final one to include any segments with Jim Henson. The last one to air? The Aaron Neville duet of "I Don't Want to Live On the Moon." [[LoveItOrHateIt Tear-jerking whether you like this version (it's a sweet song and a bittersweet way to send off Henson's clips, whether intentionally or not) or not (his last featured segment was filmed after his death and has Aaron Neville hotdogging all over it -- a little bit disrespectful).]][[note]]At least the Shawn Colvin version on ''Elmopalooza'' went through the trouble of rerecording the entire song, with Steve Whitmire now playing Ernie[[/note]]
* Two Muppeteers were hit with personal tragedies within two days of each other. Peter Linz's wife Marlene died of an illness, and Tyler Bunch lost his house in a fire. Luckily both are getting some help from fans everywhere.
* According to [[http://www.toughpigs.com/veteran-human-cast-members-let-go-from-sesame-street/ [=ToughPigs=]]] and the Muppetcast, ''almost every human cast member has been let go'' (with the exceptions of Chris Knowings, Alan Muraoka, and Suki Lopez). This means no more Bob, Gordon, or Luis (and, in all likelihood, no more Leela, Gina, or Susan either). While their presence has dwindled over the years, it's still really sad to see so many veterans leave the show. Making matters worse is that they were let go, unlike people like Sonia Manzano, Joey Mazzarino, or Fran Brill, who left of their own violation.
** Fortunately, the heartbroken response of both fans and news sources has led the show's producers to discuss the three actors' involvement in future productions. As for Gina and Leela, nothing yet on whether or not they're still on the show.
** The thing is, though, that it's a long time between initial drafting and full episode rollout. By the time they come up with something and are able to put it into action, the show - and PBS - could be in an entirely different place.
* The 2016 passing of [[http://www.telegraph.co.uk/obituaries/2016/08/24/toots-thielemans-jazz-harmonica-player-guitarist-and-whistler--o/ Toots Thielemans]].
* The 2016 passing of actor Gene Wilder (who played Letterman) and sang the Tion song.
* The music in [[https://www.youtube.com/watch?v=L60T-kztmBw this]] animation from the 80s might make some tear up.
* In a truly depressing case of WhatCouldHaveBeen, Big Bird [[http://www.nbcnews.com/science/weird-science/nasa-confirms-talks-fly-big-bird-doomed-shuttle-challenger-n353521 was NASA's first choice of payload specialist before Christa McAuliffe]] for the last ride of the Challenger. Episode 1839 (The "Death of Mr. Hooper" one) aired just over two years prior.
----