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  • Jenny Curtiss uses this to convince her boss in this scene from 21st Century Fox. The author even hangs a Shout-Out lampshade on it.
  • Alice Grove gets one in her self-named webcomic when she gets the upper hand in a fight.
  • Mega Man from Bob and George tends to have one whenever Ran-bombs are brought up.
  • Charby of Charby the Vampirate is quite good at large unsettling pre-murder smiles. Yiska's got a creepy predatory smile as well despite not being a vampire.
  • In C Karrus, Xylla's default expression seems to be this.
  • Cry 'Havoc' has Skoll, who sports one when fighting hand to hand against a fire team of rebels armed only with a sword.
  • Cursed Princess Club: Main character Gwendolyn does this unintentionally. Her witchlike appearance and Scary Teeth mean that she always looks threatening whenever she gives a big smile to someone who doesn't know her well. This is best shown off when she meets her reluctant fiancé Frederick a second time. She gives a strained smile in an attempt to keep things amiable as she tries to tell him that she's fine with being Just Friends, but the intimidating look of her smile (combined with some awkward wording on her part) reinforces Frederick's notion that she's a witch who plans to haunt him forever.
  • Dean & Nala + Vinny: Nala overhears Dean's mom, who is not a fan of cats, calling them "sneaky and scratchy" and refusing to get her blue pen because Nala is sitting too close to it.
    Nala: Don't worry, Vinny. I know how to calm people who are afraid of cats. (grabs the pen with an evil smile) Hello, Avril…
  • Demon King GF: Alvida, the titular Demon King, is fond of flashing an unhinged smile full of sharp teeth whenever she's plotting something devious (typically new ways to get one over on the Hero, her former nemesis turned husband).
  • Pandora from El Goonish Shive, a scary old and powerful Immortal who lives in a near constant state of boredom, tends to sport one of these whenever she's about to get someone involved in something "fun."
  • Florence Ambrose from Freefall often falls prey to this by accident when trying to be friendly, probably because she's a genetically engineered anthropomorphic wolf. She uses it deliberately to convince Sam to do what she wants him to.
  • Girl Genius:
    • The Jägermonsters (clawed, fanged, monstrous super soldiers) have been known to do this — and most of them are on the good guys' side. Some have better smiles than others, with Goomblast triumphing over most due to having more teeth than a Great White Shark. And it's even part of a reveal: Higgs' brief flash of his true colors to Tarvek is accompanied by the first and only smile he's had to offer, and it's exactly as big, toothy and sharp as any Jäger.
    • The eponymous heroine herself, though not a violent person, is also prone to sporting a scary grin when she's in the "madness place", i.e. in the throes of a bout of mad SCIENCE! And when she does, the Jägermonsters stay out of her way... She also sports this smile fairly often when possessed by the Big Bad.
    • The comic's resident bloodthirsty maniac, Bangladesh DuPree, breaks out one quite often. When she does, run.
    • Gil, too, when he's in a really bad mood. Or when he knows something bad is going to happen... to you.
    • All the Sparks do it any time they go into The Madness Place. Along with the changing speech bubbles, it's the biggest visual cue.
    • Sparafucile exploits these, with the knowledge given by a major in behavioral psycology with a minor in theater (her dissertation combined them). Thus she knows exactly how crazy her smile needs to be so she doesn't actually need to kill anyone.
  • Sobek of Godslave looks at Edith with a very fangs-filled smile when he realizes that Anpu's return and Edith's appearance mean his boring life is about the get interesting.
  • Homestuck:
    • Vriska Serket wears the biggest shit-eating smile possible as she waves Tavros's severed legs in front of him, just before impaling him on a lance and throwing him off a cliff.
    • Vriska is at least a semi-comedic example, since both Vriska's expression and gesture are just too ludicrously twisted to be taken seriously... but if you're interested in an example played bone-chillingly straight, why not say hello to Gamzee?
    • Aradia, of all people, pulls one twice:
      • Right before she timestops Bec Noir.
      • She also sports one for a substantial chunk of Act 6 Intermission 5, creeping John out immensely. This latter instance has become Memetic Mutation, and it has become a popular activity on Tumblr and Facebook to cut and paste Aradia's face into places it does not belong.
    • Caliborn arguably tops them all. During his Reveal, his psychotic grin is utterly terrifying — and he pulls it right before he chews his own leg off.
    • Jane, when entering Trickster Mode after licking the combined juju lollipop. There's a whole dance and everything. It's truly terrifying.
    • The last panel of A6A6I4 has Vriska perform another huge one whilst standing over their incapacitated foe Grimbark Jade. The intresting thing about this smile is that Vriska is now 88% on the heroes side.
  • Karin-dou 4koma: Ran's attempt to force a laugh turns into something like this, causing Tamaryu and Shisuki to piss themselves in fear. Her "smile" makes another appearance while groping Tamaryu.
  • Lackadaisy:
    • Trouble boys Rocky Rickaby and Calvin McMurray both possess alarming smiles. This is one of Rocky's primary expressions, but for his quiet, unassuming, cousin Calvin, it generally doesn't show unless he's pumping someone full of lead. And Rocky's has only gotten worse following a head injury and associated Sanity Slippage.
      "I thought this was my sincere smile. Isn't this my sincere smile?"
    • Mordecai, a killer-for-hire who has a hard time with emotions, managed to unsettle Viktor when his attempt at a seductive smile turned into one of these.
    • Serafine has a truly sinister grin as she threatens and robs Gracie's patrons at gunpoint, after killing Gracie's men in the hall.
  • Emperor Luca deSadar from The Meek gets some wide, toothy smiles while debating an ambassador from another country about the other country's recent history of genocide and torture against his people. It doesn't help that it's been strongly hinted that Luca suffered those tortures personally, or that the author has specifically stated that big, toothy grins are not associated with good humor in his culture.
  • Ken from No Need for Bushido has a memorable one going in the last panel of this comic. It's worth noting that he also has one both in the strip before that one and two strips after. Those poor mooks...
  • Olympus Overdrive: Eris has one. "We could all use a little discord after all!"
  • The Order of the Stick:
    • Token Evil Teammate Belkar gets one here after his Restraining Bolt is finally removed right as a group of hostile characters enters the room, giving him free rein to slaughter wantonly once more.
    • He gets another one later, though this time he's just trying to freak out his Genre Savvy party members.
    • Haley of all people gets a vicious expression when Vaarsuvius solves a "can't Sneak Attack with nowhere to hide" problem by casting Extended Greater Invisibility on her.
  • Penny Levac of Penny and Aggie manages two distinct ones in this strip.
  • Questionable Content:
  • Seth Williams of Remus sports one here, right before he has "a little fun" with Ryan.
  • Red, the fox from Ruby Quest, has a slasher smile which is of eldritch origin.
  • Schlock Mercenary: Lota, the king of Credomar and former cargo-delivery robot, and now the deadliest gunman in the universe, has one permanently welded to Lota's face. Given Lota's power, ego and disdain for puny pronouns, it goes well with the rest of Lota's terrifying demeanor.
  • The Sarnothi in Selkie can easily pull this off — especially with their being apex predators with More Teeth than the Osmond Family.
  • Sleepless Domain: The nameless, shadowy antagonist wears a smug and unnerving grin as a seemingly-permanent part of her facial expression. Not once does this smile ever leave her face, not even after she's stabbed through the eye, causing the entire right side of her face to visibly sag.
  • Slightly Damned: This happens very frequently with the demon characters (often accompanied with Glowing Eyes of Doom) but the one who does it the best is Moonshade. His most noteworthy one is done when he reveals his true nature.
  • Tower of God: During the Workshop Battle, Beta not only grins murderously himself, but creates even more of this effect by bowing down his head and displaying the sharp-toothed grin on the front of his cap.
  • In Trevor (2020), Enid has one when she explains to Purdy what they were really doing to Trevor.
  • Mike Warner; Card-Carrying Jerkass of the Walkyverse hardly ever smiles. Thank god as this Shortpacked! page shows.
  • Weak Hero:
    • Colton taunts Alex by saying that he's scared of fighting when Ben isn't around to help him out. Alex's response is to burst into Dissonant Laughter and flash a very toothy, very unhinged smile.
    • Wolf has a specific Berserk Button when people stare into his eyes for longer than three seconds. When Gray unknowingly presses said button, Wolf responds with a striking toothless smile.
    • Giju is quite fond of these:
      • When the Union first arrive at Cheongang's hideout, Juwon and Doyun greet them with intimidating scowls. Giju, meanwhile, is overjoyed at getting to fight Wolf, and grins widely instead.
      • After tricking Wolf into thinking the fight is over, Giju leaps to his feet and attacks Wolf from behind with a terrifyingly wide and bloodshot grin that shows off all of his teeth.
  • Mr. Ohm from Webcomics United has done things in high school. Whatever it was, it can't be good. Not with that sharky smile of his...
  • This is the default facial expression for Lawler, the Psycho for Hire of White Noise.
  • In Yokoka's Quest, Hurricane wears a wide, sharp-toothed grin as she's mauling Yokoka.
  • Unsurprisingly (being a jack-o-lantern), Zack Jack's Stingy Jack has this as his default expression. Look at him!

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