[[quoteright:350:[[Series/TheBigBangTheory http://static.tvtropes.org/pmwiki/pub/images/sheldon_smile.jpg]]]]
[[caption-width-right:350:Sheldon, you're here to see your friend, not [[ComicBook/TheJoker kill Batman]].]]

->'''Natalie Teeger:''' You're freaking people out!\\
'''Adrian Monk:''' No, he'll just think we're in love.\\
'''Natalie Teeger:''' You don't look like you're in love! You look like the victim of an industrial accident!
-->-- ''Series/{{Monk}}'', "Mr. Monk Goes to the Office"

Those characters that [[TheStoic never show any emotion]]? Or, if they do show emotion, it's always [[PerpetualFrowner anger and/or despondency]]? Yeah, every single one of them was at one point told to "cheer up a little". The result? Horrible. It can range from merely discomforting to downright {{Squick}}, as they just don't get it. Expect more or less horrified reaction from their friends. Sometimes appears alongside HaHaHaNo when they're especially not buying it.

This trope is always played for laughs. Not to be confused with StepfordSmiler, though they can overlap. May be the result of FingerForcedSmile. Compare SlasherSmile, for when the smile goes from merely creepy to horrific. See also TechnicallyASmile. Contrast WhenSheSmiles, where a smile is especially nice for a character.

Here is a [[https://www.youtube.com/watch?v=Fq2jVN2rbXU compilation]] with a lot of examples.


[[folder: Anime and Manga]]
* You definitely wouldn't like to meet Kitano from ''Manga/AngelDensetsu'' [[FaceOfAThug in real life]], when [[http://www.mangafox.com/manga/angel_densetsu/v01/c001/15.html he's]] [[http://www.mangafox.com/manga/angel_densetsu/v02/c007/25.html smiling]].
* Near from ''Manga/DeathNote'' [[http://media.photobucket.com/image/Near+sMILE+/demonbane29/death%2520note/2457.jpg here]]
** [[WhenSheSmiles Contrast with L.]]
* ''Manga/KyoNoGoNoNi'' has a chapter about trying to get a girl to smile. The characters regret it.
* The first of the ''LightNovel/FullMetalPanic!'' LightNovels describes [[TheStoic Sousuke's]] attempt at smiling for a student picture as making him look like he's suffering from [[http://en.wikipedia.org/wiki/Trigeminal_neuralgia facial neuralgia]]. The effort as depicted in the anime series looks similarly painful.
* [[FaceOfAThug Natsuki's]] '[[http://static.tvtropes.org/pmwiki/pub/images/mko10-34.jpg smile]]' in ''Manga/MinamiKe''. HilarityEnsues when he tries to do it -- plus follow a few other reasonable instructions completely literally -- while asking a favour of the Minamis.
* Ichi's "smile" from ''Manga/IchiTheKiller''. Is it pathetic? Or creepy? [[http://www.mangafox.com/manga/ichi_the_killer/c005/15.html You decide]].
* Sawako's earlier attempts at smiling in ''Manga/KimiNiTodoke''. Her innately [[EvilLaugh creepy laughter]] does not help matters.
* Naka Kaburagi from ''Nosatsu Junkie'' wants to be a model, but her smiling face makes her look like a criminal.
* In ''Manga/InuYasha'', Sesshomaru's expressions normally run the gamut from happy (read: completely impassive) to furious (read: slight frown). He's only shown (in current memory) fully smiling exactly ''once''. And when he does it is a thing of ''beauty'' to the viewers. But, given his normal disposition, his [[IneffectualSympatheticVillain retainer, Jaken]] has a slowly-building panic attack over it, eventually begging Sesshomaru to "go ahead and beat me, but please stop smiling!" More often, if Sesshoumaru starts to smile, it goes from a simple smirk, to a SlasherSmile, then literally ear to ear in a horrifying way as part of his transformation to demon dog.
* In general Amu from ''Manga/ShugoChara'' is capable of smiling normally, but in her "cool and spicy" mode at school when attempting to be friendly to others she has a threateningly disturbing smile...really.
* ''Manga/LuckyStar'': Akira's friend Akuru Nakatani is never shown smiling. [[PerpetualFrowner She constantly looks mildly peeved]], though she's not necessarily angry. When Akuru says she smiles now and then, TheUnSmile is what Akira imagines. (As for what it really looks like? [[TakeOurWordForIt Presumably]] [[WhenSheSmiles nice]].)
* [[EmotionlessGirl Chihaya Kisaragi]] in ''Anime/TheIdolmaster'' when the producer tells her to smile, though we don't see it. Oddly enough, she smiles in other episodes, though it's a rare sight.
* ''Manga/MutekiKanbanMusume'' has Tomoka Kayahara who somehow fulfils both this and WhenSheSmiles. When enjoying a bowl of her favourite ramen, Kayahara-sensei has a sparkly bishojo smile. Otherwise her Unsmile is the kind of thing that lingers in your nightmares.
** Some minor examples are when Megumi, Miki and Makiko (Miki's mother) try to fake a smile for a contest.
* Every smile Christopher Shouldered from ''LightNovel/{{Baccano}}'' gives is unnerving, regardless of the intent behind it. This can be blamed on his [[MoreTeethThanTheOsmondFamily maw of sharklike teeth]].
* ''Sub-Audio'' stars a [[TheStoic stoic]] HugeSchoolgirl that's mistaken for badass just because she doesn't/can't smile when the situation calls for it (girl talk, a guy offering tissues, etc.,) which [[IJustWantToHaveFriends really]] [[IJustWantToBeLoved gets to her]] [[NotSoStoic more than anyone realizes.]] It takes a [[BrotherSisterIncest "session"]] with her [[SiblingYinYang Cute Shotaro Boy brother]] to cheer her up where despite a subtle, pleasant smile that comes naturally, [[NightmareFace her forced smile results in this trope]] [[ShootTheShaggyDog and her brother advises her to stick]] to being stoic.
* Here's one from ''Manga/{{Bleach}}'': [[spoiler: Äs Nödt]]'s '''[[NightmareFuel/{{Bleach}} horrifying]]''' [[http://www.mangareader.net/bleach/496/17 un-smile]], coming after ([[AmbiguousGender s]]?)he [[spoiler: steals Byakuya's Bankai]]. It's next to no wonder that [[spoiler: their FanNickname is "As {{Troll}}"]]
** [[PerpetualFrowner Kensei]] in the Turn Back the Pendulum Arc, when trying to comfort a young Shuuhei Hisagi. He ended up looking a lot like an alligator.
* In ''Webcomic/AxisPowersHetalia'', at one point the very grumpy Switzerland muses that he doesn't seem to have been smiling much, as of late. When he meets Liechtenstein for breakfast, he tries to give her a smile. It comes out very strained.
** Germany is also this. He tries to smile and be friendly like the locals when visiting Italy. It ends up scaring the hell out of them.
* In ''Manga/{{Gintama}}'', Saitou Shimaru, hoping to overcome his shyness, tries smiling after Gintoki says that it'll make him seem more approachable. It makes everyone think he wants to murder them instead.
* China Kousaka in ''Anime/GundamBuildFighters'' cannot smile without a genuine reason to. Any attempt to do so otherwise results in this.
* When [[EmotionlessGirl Kohina]] of ''Manga/GugureKokkurisan tries'' smiling, her eyes and mouth slide around her face, sometimes falling off. [[WhenSheSmiles When she manages a genuine smile, however...]]
* ''Manga/YowamushiPedal'': Teshima tells [[PerpetualFrowner Imaizumi]] he needs to smile while praising Sadatoki for succesfully emulating Onoda's climbing style. The result is… confusing.
-->'''Sadatoki:''' Nii-chan, was he praising me or angry just now?
-->'''Sugimoto:''' Even I don't know!
* ''Manga/MyMonsterSecret'': Any time [[ChristmasCake Akari]] attempts a genuine smile (i.e. one that isn't a SlasherSmile or TranquilFury) she ends up with one of these. It's especially bad when she gets a job at a Maid Cafe and ends up terrifying her patrons.
* Maika of ''Manga/BlendS'' has this as a recurring issue. She's a very kind and pleasant person, but when she gets nervous or anxious she gets a scary look in her eyes and her smiles become terrifying. This tanked numerous job interviews she had until she came across Cafe Stile, which hired her ''because'' of this trait. Stile is a CosplayCafe where every waitress has a particular role, such as tsundere or little sister. The manager, Dino, hires Maika to be the "Sadist" character.

[[folder:Comic Books]]
* Comicbook/TheVision from the Marvel universe has this problem from time to time.
** During Creator/KurtBusiek's run on ''Comicbook/TheAvengers'', they become a UN organization, and have to get new photo [=IDs=] to go with the change of status. [[TheStoic Vision's]] attempt to smile for his photo at She-Hulk's urging is ''priceless''. He seems to do just fine on the rare occasion that he actually ''wants'' to smile, but apparently photo day is his downfall.
-->"I do not like this...'smile'."
** In ''Comicbook/TheVision2015'', the Vision's fake smile when he greets George and Martha for the first time cannot be unseen.
* The Smiler from ''Comicbook/{{Transmetropolitan}}''. He spends most of the series showing his teeth, but The Unsmile really comes to a point of fracture in the finale where at one point his face is split in two separate panels, one showing a perfect smile and one a pair of eyes clearly set on murder.

[[folder:Comic Strips]]
* In [[http://www.gocomics.com/pearlsbeforeswine/2011/11/29 this]] ''ComicStrip/PearlsBeforeSwine'' strip, Rat's attempt at a "charming smile" doesn't go well.
* ComicStrip/BeetleBailey normally has no trouble smiling, but this appears once when he's depressed. The camp psychiatrist first tells him to smile, but seeing the result asks him to go back to looking sad.
* In one very early ''ComicStrip/{{Peanuts}}'' strip, Charlie Brown is trying to take Snoopy's picture, and is trying to convince him to smile. Snoopy eventually makes a ''really big'' smile, causing his owner to roll his eyes and say, "Okay, forget the smile..."
* Not from a character known for never smiling, but a scary-as-hell fake smile nonetheless: Seth from ''ComicStrip/NineChickweedLane'', suddenly caught discussing sex around a group of children, responds with an "innocent smile" that [[http://comics.com/9_chickweed_lane/2010-12-10/ looks like it was copypasted from SMILEDOG]].
** Pretty much ''every'' character in this strip looks like some sort of horrifying deep-sea fish when they smile.
* A ''ComicStrip/CalvinAndHobbes'' strip has Calvin's dad ordering him to smile for a photograph. He made a hideous face that was technically a smile, since his mouth was upturned.
** Calvin's done that a number of times for photos. One of them was a strip Bill Watterson said he laughed out loud at. Needless to say, these smiles are ''always'' fantastic.
** There's also a scene at the breakfast table when Dad says that Calvin should have an earlier bedtime because [[NotAMorningPerson he's so grumpy in the morning]]. Calvin tries to look happy so that Dad will change his mind. [[http://www.gocomics.com/calvinandhobbes/1992/03/01 Dad is not fooled.]]
* In ''ComicStrip/OnTheFastrack'', Fistula's unsmile [[ContrivedCoincidence happens to be]] well-timed with a ringtone that sounds like glass breaking.
* In ''ComicStrip/DogEatDoug'', Sophie considers switching from begging to smiling. Doug faints at the sight.

[[folder:Fan Works]]
* Fun was had at the end of the Pegasus arc in ''WebVideo/YuGiOhTheAbridgedSeries'' where Kaiba is genuinely smiling when his MoralityPet little brother is freed and they go home. The parody has everyone stating that this is creepy as hell.
-->"Every time Kaiba smiles, a puppy dies."
* Likewise, the {{Narrator}} of a ''Franchise/LyricalNanoha'' parody [[http://static.tvtropes.org/pmwiki/pub/images/NanohaGamerSEp03-031-003.jpg here.]]
* [[http://x-losfic.livejournal.com/6762.html#cutid1 The Master quickly dusted off his black suit and concentrated on perfecting the "charmingly smarmy" to "death-by-cyanide-rictus" ratio of his smile.]]
* In ''Franchise/{{Superman}}'' story ''Fanfic/SupermanOf2499TheGreatConfrontation'', Alan Kent and his uncle George argue after Alan's appointment. During the argument, Alan's uncle smiles... creepily.
-->His uncle George, by contrast, was smiling. Uncle George. Good old George... who was always smiling. The quintessence of a reasonable man; forever pointing out the obvious. Good old Uncle George...\\
Whose bright smiles never quite seemed to reach the icy depths of his startling blue eyes.
* ''Fanfic/ThousandShinji''. When [[EmotionlessGirl Rei]] is trying to learn how to smile, she looks scary.
-->Her bandages now mostly off, Rei approaches the three with a huge grin on her face, but it looked like she didn’t know how to smile properly, and instead it came off as some sort of psychotic killer grin.
* In ''[[https://www.fanfiction.net/s/12380418/1/In-the-Interest-of-Justice In the Interest of Justice]]'', Monkey D. Dragon may or may not made cry the neighbour's baby by smiling at them. He actually manages to make grown-up Marines flinch by doing so at thirteen year old, and Sengoku remembers he was already that way at three, almost four.
* ''FanFic/ThePiecesLieWhereTheyFell'': At one point, Vix-Lei sees Night Blade smiling, and asks him to do another. What he gives is "an all too wide smile on his face, showing off his fangs and sharper teeth in a frightening way". Vix-Lei is amused, but asks him to stop; when he only grins even wider at her, Page has to step in (at Vix-Lei's request) and make him stop by using a spell to make her nose cold, then pokes him in the ear with it.
* ''FanFic/RobbReturns'': [[TheStoic Stannis]] smiles at [[CorruptCop Janos Slynt]] after reminding Slynt that he's fought and killed far more and far tougher opponents than a single corrupt cop. Jon Arryn describes it as looking like a death-rictus, and it causes Slynt [[BringMyBrownPants to soil himself]].

[[folder:Films -- Animation]]
* In ''Disney/BeautyAndTheBeast'', when Lumiere tries to get the Beast to smile for his date with Belle, [[http://i.imgur.com/c6l095n.jpg he grins so that all his fangs stick out.]] It's so bad that Mrs. Potts immediately tells him not to scare Belle.
* ''WesternAnimation/CorpseBride'': Mr. and Mrs. Everglot are barely seen smiling throughout the entire movie. However, when they meet the Van Dorts for the first time, Mrs. Everglot quietly encourages her husband to smile. After a few moments of struggling, he ends up with a part-grimace, part-look-of-unadulterated-pain.
** His face creaked from the strain. Loudly.
* Yzma from ''Disney/TheEmperorsNewGroove'' does one in the beginning of the film that's part this, part SlasherSmile as she [[FalseReassurance reassures]] Kuzco that she has no hard feelings about being fired. [[BlatantLies None whatsoever]].
* Marianne from ''WesternANimation/StrangeMagic'' gives a teeth gritting fake smile when forced to accompany her father to the Spring Ball.
* In ''Film/WhoFramedRogerRabbit'', Judge Doom is interrogating some men at a bar for Rogers whereabouts. One of the barmen plays a joke on him, and everyone except Doom has a good laugh. Judge Doom stares at them for a few seconds, then smiles, causing everyone else to stop laughing.

[[folder:Films -- Live-Action]]
* ''Film/Terminator2JudgmentDay'': the eponymous killer robot does this in a deleted scene (if not the TropeCodifier then at least a perfect textbook example): John tries to get him to smile, and so the T-800 scans the mouth of a grinning man talking on the telephone to see how it's done. Since he didn't scan the muscles above the mouth, [[http://www.youtube.com/watch?v=1ANUP5-aW4E it leads to a bizarrely creepy smile that has Arnie still affecting a scowl from the cheekbones up]]. When John suggests that he stop, the "smile" instantly leaves his face.
* Brought back for ''Film/TerminatorGenisys'', [[TheComicallySerious with hilarious results]]. Sarah Connor even remarks "I've been trying to teach him to blend in. I know, it needs work," the first time Pops shows it off to Kyle Reese. Later, it does the same thing when getting its mugshot photo taken.
* ''Film/AddamsFamilyValues'': After being forced to watch animated Creator/{{Disney}} movies for the better part of the day, Wednesday is asked to smile. [[https://www.youtube.com/watch?v=buZZyUBwymA She does. Sort of.]]
-->'''Amanda:''' She's scaring me!
* Happens in ''Film/{{Hancock}}'', where he makes a weird grimace-like smile when asked to for a fan, which was good for a laugh. Then he does the exact same thing to a camera, and it goes into hilarious.
* In ''Film/LaFemmeNikita'', Nikita does an awkward grimace in the mirror when told to smile.
* Alien Orphan in ''Film/TheSpecials''. Subverted in that he's not averse to smiling; he just hasn't quite got it down yet.
* Displayed by Smith in ''Film/TheMatrixRevolutions'', right after he [[spoiler: absorbs the Oracle.]]
* As the Theater section below mentions, Malvolio (the pompous and priggish head servant in Shakespeare's ''Twelfth Night'') is often played this way. In Trevor Nunn's movie of it, Nigel Hawthorne does an excellent version of a forced smile by a man not given to smiling.
* Played humorously in ''Film/WarmBodies''. A zombie smiling, even if it is established that he's friendly, is as creepy as you'd expect.
* ''Film/XMenApocalypse'': Nightcrawler tries to smile for a fake passport photo. The results are ghastly.
* In the movie adaptation of ''Theater/{{Gypsy}}'', Louise puts one on for a photoshoot right after a fight with Rose. It's not particularly creepy, but it's definitely fake.
* Gustave, the antagonist of ''Film/{{Hugo}}.'' One suspects that he's out of practice.
-->'''Madame Emile:''' Come on, give me your best smile.
-->'''Gustave:''' ''(opens mouth a little)''
-->'''Madame Emile:''' ''({{Beat}})'' Your ''best'' smile.

* Creator/IsaacAsimov:
** In ''Literature/TheCavesOfSteel'', Elijah Baley asks R. (Robot) Daneel Olivaw if he can smile.
--->''R. Daneel smiled. The gesture was sudden and surprising. His lips curled back and the skin about either end folded. Only the mouth smiled, however. The rest of the robot's face was untouched.\\
Baley shook his head. "Don't bother, R. Daneel. It doesn't do a thing for you."''
** He is trained to chuckle several millennia later in ''Forward the Foundation''. And it took what appears to be weeks of coaching to actually make it seem genuine.
* In ''Literature/TheWheelOfTime'':
** It's often mentioned that Mazrim Taim never smiles, although he has a kind of half-smile without a shred of good humour in it.
** Lord Talmanes takes being TheStoic to [[TheComicallySerious the extreme]], and only starts to smile when [[spoiler:he takes enough wounds from Shadow-tainted [[HumanoidAbomination Myrddraal]] weapons in the Last Battle that only HeroicWillpower keeps him from dying on the spot. The sight of him grinning frightens the ''[[StaringDownCthulhu Myrddraal]]'', and is generally agreed to be worse to look at than the corruption consuming his body. He gets better, too.]]
* In ''Literature/TheSilverChair'', when Eustace, Jill, and Puddleglum were trying to think of a way to leave Harfang without being caught, part of the idea was to put them off their guard by pretending that they love being there and are looking forward to the Autumn Feast. To this end, [[TheEeyore Puddleglum]] tells them they've got to be [[HaveAGayOldTime "gay"]]. During his demonstration, "he assumed a ghastly grin."
* ''Literature/{{Discworld}}'':
** Otto Chriek tries to photograph Nobby Nobbs in ''Discworld/TheTruth'':
--->'''Otto:''' Smile, please.\\
'''Nobby:''' I am smilin'.\\
'''Otto:''' Stop smiling, please.
** Rincewind often does this intentionally:
--->''He had put a lot of thought into that grin. It was the sort of grin people use when they stare at your left ear and tell you in an urgent tone of voice that they are being spied on by secret agents from the next galaxy. It was not a grin to inspire confidence. More horrible grins had probably been seen, but only on the sort of grinner that is orange with black stripes, has a long tail and hangs around in jungles looking for victims to grin at.''
** In ''Discworld/ReaperMan'', Ludmilla Cake (a werewolf) is described as having "the bright, crystalline smile perfected by people who had long ago learned not to let their feelings show."
** Similarly, Angua from the Ankh Morpork City Watch books is occasionally noted to be "smiling," insomuch as her teeth are bared and she's not actively speaking. As she's generally staring at the jugular vein of the recipient of the smile, and is in fact another werewolf, the results are generally quite unnerving.
* Erik in ''Literature/ThePhantomOfTheOpera'' tries to smile near the end, but his lips are so disfigured it comes out wrong.
* The ''Series/DoctorWho Literature/EighthDoctorAdventures'' novel ''Camera Obscura'' implies this, when the Doctor and Sabbath, his [[EnemyMine sometimes-antagonist]], are [[MidBattleTeaBreak interrupted]] during an argument that's getting a little violent. Knowing [[DeadpanSnarker the kind of]] [[NobleDemon character that]] [[StoutStrength Sabbath is]], and the fact [[TheStoic he probably hasn't beamed sincerely in decades]], and the fact the Doctor, [[WaifFu possibly half his size]], [[MusclesAreMeaningless was just shoving him around]], will allow you to appreciate the futility of their forcing smiles.
-->The station manager, a portly little man in wire rims, crept timidly from the office. ‘Everything all right, gentlemen?’ he asked, more hopefully than sternly.
-->Sabbath and the Doctor both beamed at him. The station master didn’t really find this a reassuring sight.
* Albreich in the ''Literature/HeraldsOfValdemar'' is warned not to put on a false smile. He's scary enough when he's scowling.
* In ''Literature/MortalEngines'', Katherine Valentine thinks that [[UltimateAuthorityMayor Magnus Chrome's]] smile looks like someone who had read a book on how to smile but has never actually seen one in real life.
* British statesman Lord Chesterfield writes about this trope in ''Literature/LettersToHisSon'': "both men and women upon whom unkind nature has inflicted a surliness and ferocity of countenance, do at least all they can, though often without success, to soften and mitigate it; they affect 'douceur', and aim at smiles, though often in the attempt, [[Literature/ParadiseLost like the Devil in Milton]], they GRIN HORRIBLY A GHASTLY SMILE." (letter 189)
* ''Literature/JohannesCabalTheNecromancer'' has the title character putting his anti-smile to good use in his demonic carnival.
* ''Literature/LesMiserables'' describes the smiles of InspectorJavert as being rare, quick and really unnerving, more like a predator's snarl than an expression of pleasure: "Javert, serious, was a watchdog; when he laughed, he was a tiger."
* In the ''Literature/ParadoxTrilogy'', CreepyChild Ren's face is usually blank and emotionless. She only smiles on a couple of occasions, and Devi describes it as horrifying and painful to look at.
* ''Literature/TheSilenceOfTheLambs'' : During the scene where Starling and Crawford process a "floater", Clarice notes that victims' teeth aren't bared in pain. [[FacialHorror Their faces have been gnawed by fish and turtles]].
* ''Literature/WingsOfFire'': After [[spoiler:Darkstalker]] is freed in ''Escaping Peril'', he gives the heroes a smile that is said to be charming yet menacing at the same time.

[[folder:Live-Action TV]]
* In ''Series/TheAddamsFamily'' original series, Lurch's attempts at smiling were only out-creepied by his attempts at flirtation.
* ''Series/TheBigBangTheory'', episode "The Griffin Equivalency": Sheldon, both with and without teeth. But don't take our word for it, see the page picture.
* In one episode of ''Series/BlackBooks'', Manny attempts to turn the small secondhand bookshop into a chain bookstore and encourages Bernard to smile, so as to appear more friendly and approachable to customers.
-->'''Manny:''' A bit more - wider - wider...\\
''(Bernard is pulling a horrific face.)''\\
'''Manny:''' No, that looks nasty...
* ''Series/{{Community}}'' - Abed, generally an emotional blank, formally greets his friends at his and Troy's housewarming party with a big toothy smile-thing. His friends are a bit startled.
* ''Series/DoctorWho'': The Twelfth Doctor does this whenever he smiles while showing teeth, and it's creepy enough. However, [[Recap/DoctorWhoS36E8TheLieOfTheLand "The Lie of the Land"]] takes it UpToEleven, as the Doctor [[spoiler:is supposedly BrainwashedAndCrazy, and his "smile" ''this'' time descends directly into the UncannyValley.]]
* A fantastically memorable one occurs in an episode of ''Series/EverybodyLovesRaymond'', where Ray tries to get his equally (if not more-so) mopey and pessimistic cousin, Gerard, to smile. The result is hilariously terrifying.
* On ''Series/{{Friends}}'', Chandler has a nice smile, but whenever he gets his picture taken it turns into a grimace.
* Will Graham of ''Series/{{Hannibal}}'' doesn't smile much, but when he does it's genuinely sweet - with the memorable exception of ''Roti'' during a stroke test. His lips curve upward, but it would have been ''less'' creepy if he'd burst into tears. Or thrown up. Or started screaming.
* Selina Meyer on ''Series/{{Veep}}'' suggests that Amy flirt with a reporter for favorable coverage. Amy assures Selina that she can do that, and demonstrates with a horrifying "flirtatious" smile that quickly changes Selina's mind.
* ''Series/HowIMetYourMother'': [[AwesomeMcCoolName The Captain]]. Marshall eventually figures out what it is about the captain that creeps them out: even when he smiles, his eyes seem completely serious and empty.
* In episode 4 of ''Series/TheITCrowd'' season 3, Jen, upon becoming employee of the month, tries to improve Roy's service by telling him to smile more.
-->'''Jen:''' When you're upstairs, fiddling about with [[AccentUponTheWrongSyllable com-puters]], would it hurt to smile? Don't you realise what a difference that would make, hey? Come on, let's see a smile now. Come on.\\
''(Roy attempts to smile)''\\
'''Jen:''' No, more warmth. Warmer.\\
''(Roy hesitantly tries to widen his smile)''\\
'''Jen:''' No, you're just showing more teeth. That's not warmth. I would say that's more of a threatening look, actually. I'll tell you what, Roy. Keep at it; ''that's'' your homework.
** As this is part of Jen's increasingly DrunkWithPower smugness as a result of becoming employee of the month, Roy gets his own back when Jen moments later learns that she will be forced to give a speech in front of the whole company about the IT department -- something she has absolutely no knowledge about. Upon delivering this news, [[ComedicSociopathy Roy has a genuinely big, genuinely happy smile on his face]].
--->'''Roy:''' ''(pointing)'' How's that?
* From ''Series/{{Kaamelott}}'': Léodagan almost never smiles, which is why Arthur and Co. can't recognize him in a painting. And when he does smile... they find it very creepy.
* ''Series/KamenRiderDrive''[='s=] [[SixthRanger Third Rider]], Chase, is TheStoic because he's a MechanicalLifeform; in his own DirectToVideo movie, his attempts to smile draw laughter and cause people to remark that he looks like a mannequin, which contributes to his desire to [[PersonalityChip gain human emotions]].
* The ''Series/LastOfTheSummerWine'' character with the IronicNickname "Smiler" has occasionally been known to smile. It looks like his face has been twisted the wrong way.
* ''Series/{{Monk}}'' does this in one episode, because [[spoiler: he's being watched by a killer who can read lips]].
* Bull on ''Series/NightCourt'':
-->'''Random woman:''' He bared his teeth at me!
* On ''Series/{{Reba}}'', Van's "charming smile", which he believes is warm and inviting, is anything but.
-->'''Reba:''' Van, that's not a killer smile, that's [[SlasherSmile the smile of a killer]].
* In ''Series/ResshaSentaiTokkyuger'' we have SixthRanger Akira Nijino sporting [[https://imageshack.com/a/img538/4564/bYk3jg.gif this smile]].
* ''Series/RussellHowardsGoodNews'': "Every time UsefulNotes/GordonBrown smiles, a fairy dies." (For context, see below in the Real Life folder.)
* In ''Series/{{Sherlock}}'' episode "[[Recap/SherlockS03E02TheSignOfThree The Sign of Three]]", Sherlock's "smile" to scare off Mary's ex is both disturbing and hilarious (well, at least to the audience).
* In the Granada ''Series/SherlockHolmes'' series, Jeremy Brett's Holmes rarely grins at all. Whenever a situation calls on him to smile, Brett twitches his mouth muscles for a hair of a second. "A" for effort, Holmes.
** Like the canonical Holmes, however, Brett ''is'' capable of a genuine smile. Except when he does, it usually [[CheshireCatGrin bodes badly]] for somebody.
* In one episode near the beginning of ''Series/StargateSG1'', Teal'c tries to smile under duress. You will either wet yourself laughing or be very afraid.
* Whenever Data tries to smile on ''Series/StarTrekTheNextGeneration'', he [[http://www.notentirelystable.com/resources/_wsb_322x214_data+dancing.JPG really shouldn't.]] He gets ''much'' better at it after the events of ''[[Film/StarTrekGenerations Generations]]''.
* Same goes for Seven of Nine of ''Series/StarTrekVoyager''.
* From ''Series/StarTrekDeepSpaceNine'': Due to his lack of lips, Odo's smiles look... odd to say the least.
** The stress of the Dominion War has a negative effect on Bashir's "boyish smile".
---> '''Garak:''' Not so boyish anymore.
* ''Series/StarTrekEnterprise'' has Dr. Phlox, who most of the time smiles normally...unless he's ''really'' pleased, or trying too hard to be friendly. Then he moves well past UncannyValley and straight into NightmareFuel. Think [[Music/{{Soundgarden}} ''Black Hole Sun'']].
* On ''Series/TheDickVanDykeShow'', Rob is at work trying to figure out why his wife, Laura, seems so upset (occasionally prone to crying fits). Sally and Buddy suggest that maybe she's jealous of someone. Rob dismisses the idea, saying that when she's jealous, she "smiles". They don't understand what he's talking about until he demonstrates by squinting his eyes and showing a lot of teeth.

* The [[http://static.tvtropes.org/pmwiki/pub/images/slint_spiderland.jpg album cover]] for ''Music/{{Spiderland}}'' by Music/{{Slint}} is a black and white photo of the band floating in an abandoned quarry, staring at the camera. They're smiling, but in such a way that their expressions are a new level of creepy.

[[folder:Professional Wrestling]]
* After adopting a "guru" gimmick, Wrestling/DiamondDallasPage begins to mentor the [[TantrumThrowing ever-petulant]] {{Wrestling/Christian}}, which culminated in Page advising him to try brightening his outlook, leading to this trope.
-->'''Christian:''' [[http://www.dailymotion.com/video/x7prs3_ddp-christian-backstage_sport?GK_FACEBOOK_OG_HTML5=1 I feel like an idiot]].

* In the ''Radio/CabinPressure'' episode "Rotterdam", the smile Carolyn puts on for the welcome address is described as "shark-like".

* OlderThanSteam: Malvolio from Creator/WilliamShakespeare's ''Theatre/TwelfthNight'' is usually treated this way, after being told in a letter (supposedly from his beloved) that his smiles become him.
-->"Jove, I thank thee: I will smile; I will do everything that thou wilt have me."

[[folder: Video Games]]
* In ''VideoGame/KingdomHearts'', when Sora felt down, both Donald and Goofy forced him to smile. "Turn that frown upside down!" It...didn't work very well.
* Believe it or not, the infamous ''VideoGame/FinalFantasyX'' [[http://www.youtube.com/watch?v=-5FTJxfV3pc laughing scene]] was actually made for the lulz. The voice actors sound like they're doing a bad job, but it's intentional.
** Played straight after Operation Mi'hen. "Kimari practice smiling."
* ''VideoGame/DeadlyPremonition'': Agent Francis York Morgan is a nice enough guy, if [[BunnyEarsLawyer extremely]] [[CloudCuckoolander weird]], but his smile is permanently caught somewhere between "electrocution victim" and "serial rapist."
* ''VideoGame/MassEffect2'': Commander Shepard seems to have this effect during [[http://desmond.yfrog.com/Himg15/scaled.php?tn=0&server=15&filename=lolwhutsheperd.jpg&xsize=640&ysize=640 an infamous scene]] from Miranda's romance.
* ''VideoGame/SuikodenV'' has Sagiri, who was [[spoiler: abducted by the assassin group Nether Gate as a child and trained to smile disarmingly all the time. Their logic was that a pleasantly-smiling girl would put their victims off-guard. [[GoneHorriblyRight It worked so well]] that, until the end of the game, she's incapable of doing anything ''but'' smiling.]]
* ''VideoGame/SengokuBasara'': You'd think that, him being a very pretty young man, it'd be nice to see [[TheStoic Mori Motonari]] smiling for a change. It's not. Sure, it means he's happy, but the reason he's happy is probably because he's [[ManipulativeBastard devised the perfect method to ruin your life]].
* Henry from ''VideoGame/FireEmblemAwakening'' has this as his "angry" expression. It's fitting, considering he's a PerpetualSmiler.
* Aristotle Means from ''VisualNovel/PhoenixWrightAceAttorneyDualDestinies'' frequently provides attempts at a toothy smile that look more like he's grimacing, baring his teeth and gums in a way Athena Cykes finds unsettling. [[spoiler:At the end of his VillainousBreakdown, he grins so hard his teeth ''shatter.'']]
** Shih-na from ''VisualNovel/AceAttorneyInvestigationsMilesEdgeworth'' gets a rather [[http://img3.wikia.nocookie.net/__cb20120801003814/aceattorney/images/a/a6/Shih-na_Grin_1.gif unsettling grin]] when she's nervous.
* In Filia's ending of ''VideoGame/{{Skullgirls}}'', as Carol (formerly [[NamesToRunAwayFromReallyFast Painwheel]]) is introduced to her class she gives a smile so big and desperate it's frankly disturbing. Then again, [[LivingWeapon goodness knows]] [[ChildSoldier when she last genuinely smiled at all.]]
** A later update made this un-smile into her taunt. [[SuckinessIsPainful It's so bad]] that it causes ''[[CherryTapping very slight damage.]]''
* Akio Mutou, ''VisualNovel/KatawaShoujo'''s resident AbsentMindedProfessor, is a nice enough man, but his face is incapable of making a smile that wouldn't "scare little children senseless".
* From the ''VideoGame/TeamFortress2'' comic "Old Wounds":
-->'''Sniper:''' [hands firmly gripping Medic's throat] "You were ''smilin'''. The last thing I ''saw'' 'fore [[spoiler: I bled out and ''died'']] was your smug, evil grin!"
-->'''Medic:''' "I was happy to see you! That's just how I ''look'' when I smile! Smug and evil!" [grins] "[[https://41.media.tumblr.com/dec65c95d7960a2c1ef5cbc3b6d2a242/tumblr_ntz2gv6A7x1qfnhmgo1_400.jpg See]]?"
* Stoic Post-Apocalyptic Samurai Uthid in ''VideoGame/{{HorizonZeroDawn}}'' is asked to smile by another character in some after mission dialog, and is accused of grimacing rather than smiling.

[[folder: Web Animation]]
* The only expression the Whites in ''WebAnimation/LuckyDayForever'' can display. Used to show that they are in the UncannyValley.

[[folder: Web Comics]]
* From ''Webcomic/QuestionableContent'':
** Faye does not quite grasp the concept of [[http://questionablecontent.net/view.php?comic=1215 smiling at her customers]].
---> '''Dora:''' I said ''smile'', not horrible rictus.
** Also at Dora's instigation, Penelope is a bit too eager to "[[http://questionablecontent.net/view.php?comic=751 show some teeth]]".
** Hannelore has NoSocialSkills and runs into this when she [[http://questionablecontent.net/view.php?comic=1399 tries to smile pleasantly]], then [[http://questionablecontent.net/view.php?comic=1401 realizes her mistake]]. The lesson is not learned, since the Un-Smile [[http://questionablecontent.net/view.php?comic=1585 returns]] in a form that the artist shuddered to draw.
** Marigold produces one when compensating for being told that it was impossible to resist the wishes of her sadface.
** Dora's ''cat'' delivers one [[http://questionablecontent.net/view.php?comic=1584 upon moving into Marten's apartment.]]
* In ''Webcomic/ElGoonishShive'', the normally {{aloof|DarkHairedGirl}} Susan pulls a [[http://www.egscomics.com/?date=2003-01-28 truly]] [[http://www.egscomics.com/?date=2003-01-31 disturbing]] one, complete with [[OpenTheIris impossibly dilated pupils]], to scare away a cat.
* ''Webcomic/{{Lackadaisy}}'': [[http://lackadaisy.foxprints.com/exhibit.php?exhibitid=29 Mordecai]], when trying to do a "smouldering" look.
-->'''Mordecai:''' Am I doing it now?\\
'''Viktor:''' No.\\
'''Mordecai:''' Is this it?\\
'''Viktor:''' Maybe happier, little bit.\\
'''Mordecai:''' How is--\\
'''Viktor:''' NO. Vorse. Dark look like Valentino is different from dark look like, ehh, I vill like to murder your family... vith ice pick, probably.
* ''Webcomic/BasicInstructions'' offers us some... [[ShapedLikeItself basic instructions]] on [[http://basicinstructions.net/basic-instructions/2006/8/23/how-to-fake-a-smile.html how to make a fake smile look genuine]]. Panels 1 and 3 look especially ridiculous.
--> ''Your hide will make a fine poncho''!
* ''Webcomic/BloodyUrban'': Murray tries smiling for a change [[http://bloodyurban.smackjeeves.com/comics/1475025/smile/ with horrifying results]].
* In ''Webcomic/{{Blip}}'', a very androgynous stranger on the bus gives K a beaming smile. K panics, and gives a half-smirk in response. ''"Just smile back, smile back... Yeah, that's natural."''
* ''Webcomic/SomethingPositive'': Davan [[TheEeyore rarely looks happy]], but [[http://www.somethingpositive.net/sp10312006.shtml maybe it's better that way...]]
* ''Webcomic/ThreePanelSoul'': "Giving someone a story to tell is easy. [[http://threepanelsoul.com/2010/08/02/on-gift-giving/ All it takes is a smile.]]"
* The Webcomic/{{Walkyverse}}:
** ''Webcomic/{{Shortpacked}}'':
*** Amber is told to smile for the customers. Her horrible grimace is, as Ethan sourly remarks, about how much smile they're paid for.
*** The scene in ''Anime/NeonGenesisEvangelion'' of Rei smiling at Shinji for the first time [[http://www.shortpacked.com/index.php?id=1062 gets redone]].
** ''Webcomic/ItsWalky'': PerpetualFrowner [[JerkAss Mike Warner's]] [[http://www.itswalky.com/d/20020407.html first attempt]] at smiling when not under the influence of alcohol. Gah! (Second time was only a [[SlasherSmile slight improvement]]).
* Krom from ''Webcomic/DarkLegacyComics'' doesn't smile often. [[http://www.darklegacycomics.com/255.html He has a good reason.]]
* Florence, the anthropomorphic Bowman's Wolf in ''Webcomic/{{Freefall}}'', has to be careful to smile ''without'' showing teeth to avoid doing one of these. Of course, [[http://freefall.purrsia.com/ff100/fv00098.htm sometimes]] she ''does'' want to. After all, a nice, big smile makes people more civilized. They do ''not'' want things to be ''un''civilized.
* One of the advertisements for ''Webcomic/OurLittleAdventure'' has Lenny, Angelika and Rocky each doing one for Julie who was complaining about them not smiling for the ad. When she sees these horrid smiles, she tells them it's okay to go back to frowning.
* From ''Webcomic/{{Concession}}'', [[http://concessioncomic.com/index.php?pid=20090317 Joel.]]
* In ''Webcomic/{{Oglaf}}'', anyone affected by the Funsnake's aura gets a wide-eyed, demented grin.
* ''Webcomic/BadMachinery:'' The protagonists meet Don Gravy in the hospital, after he has been driven mad by ''something'':
-->'''Linton:''' At least he's smiling.\\
'''Lottie:''' That's not a smile, Linton. That's a face you get when someone says "Cheese"... then takes two minutes to work out how to use the camera. That HURTS.
* ''Webcomic/GunnerkriggCourt'':
** EmotionlessGirl Jones [[http://www.gunnerkrigg.com/?p=1127 makes a smile]] that [[TakeOurWordForIt we never get to see]] but that leaves Antimony traumatized.
** Antimony can break out a [[http://www.gunnerkrigg.com/?p=1263 weapons-grade Un-Smile herself]], complete with WideEyesAndShrunkenIrises.
---> '''Antimony:''' Oh, don't worry, don't worry! ...It's not '''my''' blood.
* ''Webcomic/{{Precocious}}'': Used to great effect [[http://www.precociouscomic.com/archive/comic/2011/04/09 here]].
* ''Webcomic/{{JL8}}'': [[http://limbero.org/jl8/156 Poor Bruce.]]
* In ''{{Webcomic/Drowtales}}'', EmotionlessGirl Naal makes one, though the smile itself isn't actually seen.
--> '''Kiel:''' Together, no one can stop us!\\
'''Kiel:''' That's where you're supposed to grin and shout enthusiastically with me.\\
'''Naal:''' No one can stop us.\\
'''Kiel:''' That was soo weak! Plus that grin was creepy.\\
'''Naal:''' Sorry.
* ''Webcomic/LasLindas'' has a Tumblr page where users ask questions directed at various characters from the comic. One user asked [[EmotionlessGirl Naerie]] if she could smile for the audience. [[http://67.media.tumblr.com/b4da8edbb8e73c18b18c0719a88bb447/tumblr_oal2fjjLaE1rl7g5vo1_1280.jpg The result was rather unsettling.]]
* ''Webcomic/{{Niels}}'': In one comic, Thomas has been forced to arrest 250 and 300 after they got into a bar fight. He knows he can't hold them because the agency they belong to will get them released, but he does take a moment to relish that this happened at all. The result is a very awkward, stilted, and creepy open-mouthed grin.
* From ''Webcomic/OzzieTheVampire'': Kimmy's [[http://www.ozziethevampire.com/comic/episode-03-blood-line-page-18 "nice person smile".]]
-->'''Ozzie:''' Jesus ''Christ'', Kimmy.

[[folder: WebOriginal]]
* In ''Podcast/WelcomeToNightVale'', [=StrexCorp=] has the following piece of advice that sums up their mentality pretty well.
--> Step one: separate your lips. Step two: use facial muscles to pull back corners of mouth. Step three: widen your eyes. This is how to be happy.
** Implied of Kevin, as well. "No... that is ''not'' a smile."
* Frog Quest: We aren't shown the main character's smile, because the mirror exploded from the sheer terror of his face. Also, bandits flee and friends ask him never to smile again.

[[folder: Western Animation]]
* In ''WesternAnimation/The7D'' episode "Oh Happy Grumpy", Grumpy is [[spoiler: not really]] cursed by a [[spoiler: woman pretending to be a]] witch so he can't get angry or be turned into melted cheese. After being sung a song by Happy, Grumpy puts on a facade of happiness, [[https://vignette4.wikia.nocookie.net/the7d/images/a/a6/S2e01a_very_wide_grumpy_smile.png/revision/latest?cb=20160215214658 sporting a grin that not only creeps out the other 7D, but is so huge that it takes up the bulk of his face.]]
* Occurs in ''WesternAnimation/TheGrimAdventuresOfBillyAndMandy''. In one episode, when Mandy smiles, it causes their universe itself to fall apart and transports Grim, Billy, Mandy, and Irwin into the universe of ''WesternAnimation/ThePowerpuffGirls''. This wasn't because it was ugly, but because it "[[RealityBreakingParadox messed with the natural order.]]"
** Funnily enough, this is only after {{Flanderization}} changed her from an AntiHero to a VillainProtagonist. [[EarlyInstallmentWeirdness At least a couple earlier episodes]] (including the pilot) ended with Mandy flashing an evil smirk.
** Plus, there's a compilation video of all of the times that she has smiled. https://www.youtube.com/watch?v=VI1670PVrsM
* WesternAnimation/TexAveryMGMCartoons: Droopy usually has to say "I'm happy" to let the audience know, but he did grin in a promotional and it was ridiculous.
* The borderline psychotic Jolly Olly Ice Cream Man from ''WesternAnimation/HeyArnold'' gives one of these when asked to put on a pleasant smile for customers.
** Though with a little training from Arnold in one episode, he was able to put on a better smile.
* General consensus within the Franchise/{{DCAU}} is that Batman smiling, regardless of context, is creepy as hell. It's even a ''plot point'' in one episode of ''WesternAnimation/SupermanTheAnimatedSeries''
-->'''Robin:''' [[NotHimself See what I mean about him acting strange]]?... He's ''smiling''.
** [[TheComicallySerious At least he wasn't laughing]]. Poor Harley, [[http://www.youtube.com/watch?v=o2e96W0hYz0&t=0m18s all she wanted to do was impress Mistah J....]]
** Even ''WesternAnimation/BatmanTheBraveAndTheBold'' runs with this. The episode he smiles the most in is the one in which he's become a vampire planning to devour the Justice League.
** Oddly enough, Bruce Wayne smiles a lot and quite convincingly. It makes you wonder if his Bruce/Batman dichotomy is just [[http://en.wikipedia.org/wiki/Two-Face one chemical dip away from a mental breakdown...]]
* Ren, of ''WesternAnimation/TheRenAndStimpyShow'', gets one of these after donning the Happy Helmet in "Stimpy's Invention".
** The cartoon is the poster child of DerangedAnimation, so when he smiles... FACES SHOULD NOT BEND THAT WAY!
* Raven from ''WesternAnimation/TeenTitans'' is a PerpetualFrowner. The one time she tried to force herself to smile, it was... ugly; the sounds of previously unused facial muscles stretching could clearly be heard as she struggled to pull her lips into position. However, there have been instances where she genuinely smiled and it wasn't so bad.
** There's also Robin forcing a smile on his "date" with [[{{SpoiledBrat}} Kitten]]. This would be the one that made a noise like bones cracking.
* ''WesternAnimation/TheSimpsons'':
** This has happened at least twice with Mr. Burns. First, in "Two Cars in Every Garage and Three Eyes on Every Fish", when he was running for governor, and he's being shown an artist's rendition of his political ad where he's standing tall on a mountain top. He asks "Why are my teeth showing like that?!" to which his advisor responds "Because you're ''smiling''!" Mr. Burns commends him for producing the sort of trickery they were being paid for. Later he actually smiles, and it causes him physical pain to do so.
** In "The Seemingly Never-Ending Story", Mr. Burns bets his fortune to the Rich Texan over who can get a photo with a kid smiling. He loses because he is so creepy when smiling that all the town's children (and Otto) cry when standing next to him.
** Moe, beaten down into misanthropy by a hard life, rarely tries to smile, and it always looks forced, desperate and a little creepy when does.
** In "Homer vs. The Eighteenth Amendment", Rex Banner, the no-nonsense police officer trusted with keeping Springfield dry when it briefly enacted Prohibition. He tries to laugh at some point, but he just can't bring himself to do so.
** In "Last Tap Dance In Springfield", when Lisa takes up tap dancing her instructor, Little Vicky, tells her to "turn your frown upside-down!" and then chastises her when she attempts a smile. "That's a smile, not an upside-down frown! Work on that, too."
* Lemongrab of ''WesternAnimation/AdventureTime'' does this in "Too Young". A perpetually bitter, angry sourpuss, he assumes that a harmless prank was some kind of personal attack. Once he was informed that it was a prank, he tries to understand what a prank is. Not entirely grasping the concept of a joke, he smiles a very quick, little goofy smile... then starts LaughingMad in a HaHaHaNo sort of fashion. Then he sends everyone in the room to the dungeon. (In later episodes, he shown smiling rather cutely when he is actually genuinely happy.)
* Happens in ''WesternAnimation/TimeSquad'' when the characters have to get Leonardo Da Vinci to paint Mona Lisa's portrait. He encourages her to smile, but it turns out she has really bad teeth.
* The "Super Evil" episode of ''WesternAnimation/MakingFiends'' has Vendetta attempting to smile like Charlotte after an evil magazine quiz they took rated Charlotte as more evil. After several pained struggles, she finally manages a smile. A SlasherSmile.
* On ''WesternAnimation/JimmyTwoShoes'', Beezy gives a very forced one when having to pretend to be best friends with a [[WickedWeasel weavil]], whom he has serious FantasticRacism toward.
* ''WesternAnimation/AvatarTheLastAirbender''
** Villainous sociopath Azula. She can [[http://media.photobucket.com/image/azula%20smirk/Sara_Shadow/Avatar/azula-smirkhd-thebeach.png smirk]] without a problem, but [[http://media.photobucket.com/image/azula%20smile/Vig0r/vlcsnap-223570.png sincere smiling?]] Interestingly, she ''can'' give a real smile, after she practices a bit. She used a charming smile on a hapless partygoer later in the evening, to great effect. Then she went on a tangent about how she and the partygoer would rule the world (in [[AxCrazy typical Azula style]]), which ruined the whole effect, and sent the poor guy running for the hills.
** The second season episode "City of Walls and Secrets" brings you Joo Dee, and her constant pained grimace. It starts off as merely unsettling, but as the episode goes on, it only gets worse. And then right at the end of the episode, the Gaang meets a ''second'' Joo Dee, who has the exact same smile. A later episode shows [[spoiler:that there are multiple Joo Dees, each BrainwashedAndCrazy, and each making the same creepy smile.]]
* ''WesternAnimation/PinkyAndTheBrain'': The Brain's smile, at least in one episode. A character actually identifies him his best-effort smile.
* ''WesternAnimation/MyLittlePonyFriendshipIsMagic'':
** Occurs in [[Recap/MyLittlePonyFriendshipIsMagicS2E3LessonZero "Lesson Zero"]], when Twilight Sparkle has a psychotic breakdown. She starts smiling in a manner somewhere between "CheshireCatGrin", "[[WesternAnimation/HowTheGrinchStoleChristmas The Grinch]]", and "utter disconnect from reality".
** Starlight Glimmer makes everypony in her town put on one of these in [[Recap/MyLittlePonyFriendshipIsMagicS5E1TheCutieMapPart1 The Cutie Map"]], while she puts on condescending fake smiles herself. It greatly unnerves all of the Mane Six, especially Pinkie Pie, who notices something's off immediately.
* While teaching her Grunkle Stan to be more attractive to women in the ''WesternAnimation/GravityFalls'' episode "Dipper vs. Manliness", Mabel tells him to smile. The result sends ManChild Soos fleeing in terror.
* In one episode of ''WesternAnimation/SouthPark'', Kyle discovers that the girls have voted him the ugliest boy in class and is now forced to sit with the other ugly kids during lunch. When he attempts to stir morale up and encourages one of the kids to smile, the result he gets isn't exactly what he was hoping for.
* ''WesternAnimation/SymBionicTitan'':
** Octus/Newton does this at the end of the third episode.
** Also Lance's driver's license photo.
* ''WesternAnimation/YoungJustice'': The Green Beetle pulls one off when trying to endear himself to The Team to gain their trust. [[http://25.media.tumblr.com/26ee8bfc7fd2a9be6bb7553663963401/tumblr_mh8qfdYAUc1ryv3uoo1_500.gif It doesn't go so well.]] What really makes it creepy is that he isn't smiling physically; if you watch closely, he's using his shapeshifting powers to ''rearrange his face'' into the ''shape'' of a smile.
--->''"Is this not how humans show friendship?"''
* ''WesternAnimation/TheFairlyOddparents'': After having been [[HilarityEnsues put through hell]] during the Five Days of F.L.A.R.G. to avert an EarthShatteringKaboom, Timmy learns to his horror that F.L.A.R.G. ends with a similar Kaboom. Then he has a [[LoopholeAbuse sudden epiphany]]...
-->'''Mark Chang:''' What's with the face? It's happy yet at the same time disturbing...
* Pearl dons one in the ''WesternAnimation/StevenUniverse'' episode "An Indirect Kiss", in the middle of losing it.
-->We could've probably gotten in without hurdling a giant rock [[SanitySlippage (laughs in a less-than-sane fashion)]] into Rose's most precious sanctuary, but if you're okay with it, I'M FINE, TOO!
* Ice Bear usually plays TheStoic on ''WesternAnimation/WeBareBears'', giving only small, occasional smiles. Then he gets a job as a cupcake mascot, and his boss insists on a huge, stiff grin that makes babies cry. It doesn't help that he goes around saying "Cup-Cake" in his usual monotone.
* If [[TheStoic Lisa Loud]] from ''WesternAnimation/TheLoudHouse'' makes one of these, it's usually a sign that she's trying (and failing) to divert the conversation away from [[MadScientist one of her experiments]], usually one that involves the [[ForScience unknowing aid of her siblings as subjects]].
* In a ''WesternAnimation/{{Kaeloo}}'' episode parodying ''WesternAnimation/DoraTheExplorer'', Kaeloo teaches the viewers words in foreign languages, [[FakeInteractivity asks them to repeat what she said, and stares at the camera]] with a huge, creepy smile. The rest of the cast think she's lost it.

[[folder: Real Life]]
* Fun fact: You can subliminally tell if someone is faking by their ''eyes'', not their mouth. In a real smile, the eyebrows lower and the cheeks will rise, narrowing the edge of the eye -- some people (especially people with wrinkles) get "crow's feet" at their eyes if it's real. This is also why deceptive characters in fiction are often described as having smiles that do not reach their eyes.
* Seems to be standard for official pictures of the female members of the United States House and Senate. Examples include: [[http://upload.wikimedia.org/wikipedia/commons/2/2a/Nancy_Pelosi%2C_official_photo_portrait%2C_111th_Congress.jpg Speaker Pelosi]], [[http://upload.wikimedia.org/wikipedia/en/8/83/Kosmas.png Representive Kosmas]].
* Creator/HPLovecraft. He might be smiling, but he does ''not'' look happy.
* UsefulNotes/GordonBrown... he had a perfectly respectable "dour Scot" thing going on, but then his PR people must have decided he wasn't warm enough, because he suddenly started doing [[http://www.youtube.com/watch?v=cYPqAo3UasA&feature=related THIS all the time.]] ''(Shudder)'' [[Series/{{QI}} Alan]] [[Series/JonathanCreek Davies]] summarized Gordon Brown smile's creepiness by saying "you can see him DECIDE to smile, which really ruins any smile."
--> '''[[Series/TopGear Jeremy Clarkson:]]''' Who was it that told him that he had to smile... and then why did no-one tell him to ''stop''?
* UsefulNotes/RichardNixon. The man was an extreme introvert, and absolutely hated dealing with people on a personal level. It showed: whatever his mouth was doing, those two beady little ferret-eyes were always lurking right above it.
* [[GunmanWithThreeNames Lee Harvey Oswald]] seemed to have a cocky smirk as a default expression, but when he tried to smile... [[https://upload.wikimedia.org/wikipedia/commons/c/c1/Lee_Harvey_Oswald-USMC.jpg Yikes.]]
* Chilean President [[http://3.bp.blogspot.com/_lkfUAw2LR0M/TLfHJiNJctI/AAAAAAAAAj8/9JEESWGMx88/s1600/20091117-sebastian-pinera.jpg Sebastián Piñera]].
* The [[http://www.kuriositas.com/2010/04/madness-of-messerschmidt.html head]] sculptures of [[http://en.wikipedia.org/wiki/Franz_Xaver_Messerschmidt Franz Xaver Messerschmidt]] (1736-1783) contain a fine [[http://www.flickr.com/photos/access/77566870/ example]].
* Part of being Miss California is having a winning smile, So why does [[http://www.accesshollywood.com/content/images/90/230x306/90943_miss-california-carrie-prejean.jpg Carrie Prejean]] not have one?
** This trope is ubiquitous among pageant girls. Disturbingly so.
*** Especially the children.
*** You can't smile when you're not happy.
* People with depression, anxiety, or severe stress sometimes look as if they have forced smiles, because they sometimes get the advice of "Smile until you're happy/Fake it until you make it," "You're not happy because you're not smiling enough," or "Just grin and bear it." It's difficult to feign happiness if you don't believe there's anything to be happy about.
* There is something sincerely disturbing about Canadian politician Michael Ignatieff's [[http://nationalpostcomment.files.wordpress.com/2011/01/ignatieff0122.jpg smile]].
* [[UsefulNotes/NaziGermany Nazi]] [[PropagandaMachine Minister of Propaganda and Public Enlightenment]] Joseph Goebbels. [[http://28.media.tumblr.com/tumblr_lk1dy5YD9J1qigifbo1_500.jpg Eep.]]
** Of course, knowing who he is adds to the creepiness, but still...
* Some people's natural smiles are closed-mouth. At some point, it is inevitable that a photographer will order them to "really" smile and show their teeth. The end result is a fake grin that would do [[Disney/TheJungleBook Shere Khan]] proud.
* This can happen fairly frequently in family photographs, when trying to hold the smile for several snaps can become a strain, and saying "cheese" does nothing for the eyes. Professional photographers will try to get the group to laugh in order to avert this.
* All four guys in [[http://www.lsdimension.com/wp-content/uploads/2011/02/pihos.jpg this photo]], which the possible exception of Gaddafi. [[note]]Left to right: President Zine el Abidine Ben Ali of UsefulNotes/{{Tunisia}}, President Ali Abdullah Saleh of UsefulNotes/{{Yemen}}, Brother Leader UsefulNotes/MuammarGaddafi of UsefulNotes/{{Libya}}, President Hosni Mubarak of UsefulNotes/{{Egypt}}.[[/note]]
* People with Bell's Palsy or facial paralysis from birth often feel this way about themselves so when they're told to smile in pictures, their fake smiles look far different from their natural smiles to an almost jarring effect.
* Ted Bundy's smile isn't ''too'' bad - [[https://upload.wikimedia.org/wikipedia/commons/c/cc/Ted_Bundy_headshot.jpg but then you look at his eyes]]... The eyes and the mouth look like they're from two different photos.
* Dr Jonas Salk: Discovered the Polio vaccine, and saved countless lives by refusing to patent it, but also had a [[http://www.biography.com/people/jonas-salk-9470147 terrifying]] grin.
* One Nation senator Malcolm Roberts. [[http://www.onenation.com.au/images/candidates/malcolm-web.jpg Note the]][[https://i1.wp.com/theaimn.com/wp-content/uploads/2016/09/roberts.png?fit=400%2C400&ssl=1&resize=350%2C200 contracted]][[http://www.abc.net.au/news/image/7690188-3x2-940x627.jpg pupils.]]
* [[https://en.wikipedia.org/wiki/Eduard_Khil Eduard Khil]], he of the viral "[[https://youtu.be/6S8OsJOP4Bw Trololo]]" video.