[[quoteright:350:[[Series/TheBigBangTheory http://static.tvtropes.org/pmwiki/pub/images/vlcsnap9424242.jpg]]]]
[[caption-width-right:350: "We're here to see Koothrappali, not ''[[SelfDemonstrating/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. And no, no amount of {{Genre Savv|y}}iness will protect you from it. Not to be confused with StepfordSmiler. 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.

----
!!Examples

[[foldercontrol]]

[[folder: Anime & 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.]]
* ''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.
* In ''DarkerThanBlack'', Contractors tend to have lessened emotions. When the EmotionlessGirl companion of the main character wants to get emotions across [[http://fc04.deviantart.net/fs71/f/2010/323/d/1/yin_attempting_to_smile_by_lilith_zer0-d336dxk.jpg she puts her fingers to the corners of her mouth to]] "[[FrozenFace make]]" herself smile. This differs from most of the examples because of the specific EmotionlessGirl trope appeal... this was considered [[MoeMoe adorable]] by fans instead. July makes himself smile this way too. It's [[UncannyValley not as cute]]. It is, however, ''hilarious''.
* [[FaceOfAThug Natsuki's]] '[[http://static.tvtropes.org/pmwiki/pub/images/mko10-34.jpg smile]]' in ''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 ''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 ''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 runs 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!"
* In general Amu from ''ShugoChara'' is capable of smiling normally, but in her "cool and spicy" mode at school when attempting to be friendly to others has a threateningly disturbing smile...really.
* [[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 tell her to smile, though we don't see it. Oddly enough, she smiles in other episodes, though it's a rare sight.
* Rei Ayanami from ''Anime/NeonGenesisEvangelion'' when she tries to force it. When she gives a genuine smile it's [[WhenSheSmiles absolutely beautiful]].
** Gendo in the ''Schick x Evangelion'' campaign commercials. His [[http://img.gawkerassets.com/img/17qy0ecw6upuzjpg/original.jpg clean-shaven, happy face]] is... ''very'' unsettling.
* ''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]] [[CrowningMomentOfFunny 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 ''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'' can not smile without a genuine reason to. Any attempt to do so otherwise results in this.
[[/folder]]

[[folder:Comic Books]]
* 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 Wasp's urging is ''priceless''.
* The Smiler from ''{{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]]

[[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 ''MagicalGirlLyricalNanoha'' 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.]]
[[/folder]]

[[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.
** [[CrowningMomentOfFunny 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]].
* 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]]

[[folder: Films -- Live-Action]]
* ''[[TheTerminator Terminator 2: Judgment Day]]'': 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.
* ''[[Film/TheAddamsFamily Addams Family Values]]'': After being forced to watch animated {{Disney}} movies for the better part of the day, Wednesday was asked to smile, and she did...
-->'''Amanda:''' She's scaring me!
* Happens in ''{{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 ''Series/LaFemmeNikita'', Nikita does an awkward grimace in the mirror when told to smile.
* One Creator/BusterKeaton comedy, ''Film/GoWest'' (1925), has Buster (who's not called "The Great Stone Face" for nothing) being told to smile at gunpoint. He reluctantly pushes up the corners of his mouth with his fingers.
* Creator/LillianGish pushes up the corners of her mouth in ''Film/BrokenBlossoms'' (1919) she's ordered to smile by her abusive father.
* 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/TheMatrix Revolutions'', 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.
[[/folder]]

[[folder:Literature]]
* Creator/IsaacAsimov's ''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'' they mention that Mazrim Taim never smiles... although he has a kind of half-smile that is ALMOST but not-quite one.
* In ''[[TheChroniclesOfNarnia The Silver Chair]]'', 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."
* 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 ''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."
[[/folder]]

[[folder: Live-Action TV]]
* In ''Series/ResshaSentaiTokkyuger'' we have SixthRanger Akira Nijino sporting [[https://imageshack.com/a/img538/4564/bYk3jg.gif this smile]].
* A fantastically memorable one occurs in an episode of ''EverybodyLovesRaymond'', where Ray tries to get his equally (if not more-so) mopey and pessimistic cousin, Gerard, to smile. The result is hilariously terrifying.
* In ''Series/TheAddamsFamily'' original series, Lurch's attempts at smiling were only out-creepied by his attempts at flirtation.
* ''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 ''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...
* On ''{{Friends}}'', Chandler has a nice smile, but whenever he gets his picture taken it turns into a grimace.
* ''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.
* ''Series/{{Monk}}'' does this in one episode, because [[spoiler: he's being watched by a killer who can read lips]].
* Bull on ''NightCourt'':
-->'''Random woman:''' He bared his teeth at me!
* On ''{{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 the Granada ''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.]]
* Same goes for Seven of Nine of ''Series/StarTrekVoyager''.
* 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 & Co. can't recognise him in a painting. And when he does smile... they find it very creepy.
* From ''Series/StarTrekDeepSpaceNine'': Do to his lack of lips, Odo's smiles look... odd to say the least.
* ''Series/RussellHowardsGoodNews'': "Every time UsefulNotes/GordonBrown smiles, a fairy dies." (For context, see below in the Real Life folder.)
* 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.
* ''{{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.
[[/folder]]

[[folder:Newspaper Comics]]
* In [[http://www.gocomics.com/pearlsbeforeswine/2011/11/29 this]] ''ComicStrip/PearlsBeforeSwine'' strip, Rat's attempt at a "charming smile" doesn't go well.
* 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 ''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.
[[/folder]]

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

[[folder:Theatre]]
* 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]]

[[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.
** Shih-na gets a rather [[http://img3.wikia.nocookie.net/__cb20120801003814/aceattorney/images/a/a6/Shih-na_Grin_1.gif unsettling grin]] when she's nervous.
[[/folder]]

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

[[folder: Web Comics]]
* From ''QuestionableContent'':
** [[http://questionablecontent.net/view.php?comic=1215 "I said SMILE, not horrible rictus."]]
** Earlier: [[http://questionablecontent.net/view.php?comic=751 No, no, I didn't mean literally]].
** [[TheWoobie Poor Hanners]] [[http://questionablecontent.net/view.php?comic=1399 tries to be normal,]] then [[http://questionablecontent.net/view.php?comic=1401 tries to figure out where she went wrong.]]
** As does Marigold when compensating for being told that it was impossible to resist the wishes of her sadface. Really, very few significant characters with teeth have gone without an [[TheUnSmile UnSmile]] (even Marten used an [=UnSmile=] at least once, though ironically).
*** Dora's ''cat'' gets one [[http://questionablecontent.net/view.php?comic=1584 upon moving into Marten's apartment.]]
** Hanners gets another one that's so creepy that Jeph shuddered while drawing [[http://questionablecontent.net/view.php?comic=1585 it.]]
* [[http://www.egscomics.com/?date=2003-01-28 This]], and [[http://www.egscomics.com/?date=2003-01-31 this]] ''Webcomic/ElGoonishShive'' comic.
* ''LackadaisyCats''' [[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.
* ''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 ''{{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."''
* ''SomethingPositive'': Davan [[TheEeyore rarely looks happy]], but [[http://www.somethingpositive.net/sp10312006.shtml maybe it's better that way...]]
* ''ThreePanelSoul'': "Giving someone a story to tell is easy. [[http://threepanelsoul.com/2010/08/02/on-gift-giving/ All it takes is a smile.]]"
* Amber from ''Webcomic/{{Shortpacked}}'' is told to smile for the customers. Her horrible grimace is, as Ethan sourly remarks, about how much smile they're paid for.
** From the same [[WalkyVerse Universe]], 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]]).
** And then there's [[http://www.shortpacked.com/2009/comic/book-10/02-i-am-also-batman/youarenotalone/ this]] ''{{Evangelion}}'' parody.
* Krom from ''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...
** She's absolutely right when 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.
* [[http://forlackofabettercomic.com/?id=197 Okay, that's the opposite of a smile.]]
* ''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 that we never get to see but leaves Antimony traumatized]].
* ''WebComic/{{Precocious}}'': Used to great effect [[http://www.precociouscomic.com/archive/comic/2011/04/09 here]].
* ''Webcomic/{{JL8}}'': [[http://24.media.tumblr.com/ed9249cb11bae0ab7881491b555efcff/tumblr_n1iihvpqnR1r7ni1io1_1280.jpg Poor Bruce.]]
[[/folder]]

[[folder: WebOriginal]]
* In ''WelcomeToNightVale'' Strexcorp has the following piece of advice that signs 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.
[[/folder]]

[[folder: Western Animation]]
* 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 ''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.
* 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 ''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 {{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 ''RenAndStimpy'', 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 [[{{Yandere}} Kitten]]. This would be the one that made a noise like bones cracking.
* Has happened at least twice with Mr. Burns on ''TheSimpsons''. First was when he was running for mayor, and he's being shown an artists 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 another episode he 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.
** 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.
* 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 ''{{Jimmy Two-Shoes}}'', 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'' has 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 party goer 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, [[CrowningMomentofFunny 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.
* Occurs in the ''WesternAnimation/MyLittlePonyFriendshipIsMagic'' episode, [[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".
* 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.
* Octus/Newton does this at the end of the third episode of ''{{WesternAnimation/Sym-Bionic Titan}}''. Also Lance's driver's license photo.
* The [[WesternAnimation/YoungJustice 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.
* ''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...
[[/folder]]

[[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: [[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
* 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)''
** [[{{QI}} Alan]] [[Series/JonathanCreek Davies]] summarized the Gordon Brown smile's creepiness by saying "you can see him DECIDE to smile, which really ruins any smile."
* 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.
** And yes, that's probably a [[InsultToRocks defamation towards ferrets]].
* Chilean President [[http://3.bp.blogspot.com/_lkfUAw2LR0M/TLfHJiNJctI/AAAAAAAAAj8/9JEESWGMx88/s1600/20091117-sebastian-pinera.jpg Sebastián Pińera]].
* [[http://en.wikipedia.org/wiki/Franz_Xaver_Messerschmidt Franz Xaver Messerschmidt]] (1736-1783) [[http://www.kuriositas.com/2010/04/madness-of-messerschmidt.html heads]] sculptures contains 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.
* There is something sincerely disturbing about Canadian politician Michael Ignatieff's [[http://nationalpostcomment.files.wordpress.com/2011/01/ignatieff0122.jpg smile]].
* [[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.
[[/folder]]

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