's infamously iconic malicious smile.
The First Sister's creepy smile.
grinning with wicked confidence.
Lord Hater's wicked smile.
's evil grin as he attempts to kill both Ben Tennyson and Zs'Skayr.
Shinnok's grinning evilly as he was released from inside of his amulet.
Queen Chrysalis' evil grin.
Chris Walker's evil grin.
The Dazzlings' malevolent grin.
's sinister smile as he makes his way to kill Roshan.
's evil grin as he prepares to blast the Kung Fu masters with his cannon.
IT/Pennywise's evil grin, as shown in the original television adaptation of IT.
IT/Pennywise grinning wickedly in the 2017 theatrical adaptation of IT.
Principal Cinch's malevolent smirk.
Turbo grinning evilly at Ralph.
Ed Bighead's sinister evil grin.
Starlight Glimmer's evil grin.
grinning evilly as she reveals her true colors to Nick and Judy.
Tord's evil grin as he starts to reveal his true nature.
Megatron grinning evilly.
's sinister smile as he revealed his true form as a toon to Eddie Valiant, moments after being flattened by a steamroller.
Blue Diamond's wicked grin.
grinning maliciously as he betrays Jake Rattlesnake.
Silver Fullbuster's evil grin.
's evil grin as he spies on Hogarth while he sleeps.
The Leprechaun's evil grin.
Gorgar's mischievous grin.
King Ghidorah's evil grin.
's nasty grin as he corners Leah Estrogen.
Randall Boggs' evil smile.
The Boogieman's evil smile.
Indominus Rex's evil grin.
Leonard's mischievous grin as he picks Red as his next volunteer for the slingshot game.
Kai's cruel grin as he watches the destruction of Master Oogway's statue.
's evil grin foreshadowing his true nature.
Alexander Paine's evil grin.
The Storm King's evil smile as he starts attacking Tempest Shadow with the Staff of Sacanas.
Tempest Shadow grinning maliciously.
Supreme Leader Snoke's evil grin.
Francis E. Francis' evil grin once he gets ready to unleash his puppies.
Bela's evil grin as he corners Winnie and Dennis.
's evil grin, in the original television adaptation of "The Stand".
White Diamond's evil grin.
Varian's malicious grin revealing his true nature.
's devilish grin when she met Tirek in Tartarus and want made deal with him in other plan.
Chris McLean's sadistic smile.
General Lunaris' evil grin.
Cassandra's sinister smirk foreshadowing her true nature.
's wicked grin, as shown in game over screens for the N. Sane Trilogy
version of Crash Bandicoot 3: Warped
Scar's sinister grin after manipulating Simba into going to the Elephant Graveyard.
The Shredder's evil grin.
Vlad Vladikoff's evil grin.
Sasha's wicked grin as she accept the offer to be Grime's lieutenant.
's evil grin as she abuses her own puppets.
's evil grin as he take revenge on Wojtas, Spejson and Walo.
Alastor's wicked smile after defeating Sir Pentious.
V.V. Argost smiling viciously.
Demencia's vicious smile as brutally beat up Sunblast.
Jim Starling's vicious grin as he became Negaduck
Sir Pentious's evil grin.
Ora' wicked and hungry grin.
Makucha's evil grin before attack Ajabu.
Mama Binturong grinning wickedly as she made an alliance with Makucha's army.
's evil grin as he makes a deal with Monsieur D'Arque.
Archibald Snatcher's evil grin.
Prince Hans grinning evilly as he betrays Anna.
Vlad Dracula's evil smirk.
's sinister grin after revealing his true nature to Anakin Skywalker.
's evil smile as he have new plan.
Zhan Tiri's malicious grin after her reborn.
Alphonse Perreir du von Scheck
smiling sinisterly as he reveals his true intentions of bulldozing Arnold's neighborhood to avenge his ancestor from the "Tomato Incident".
Chucky grins maliciously as he replaces the red team's paintball guns' rounds with real bullets.
' wicked smile in Yang's nightmare, after he cut off her arm in cold blood.
The Harvester Queen's evil grin.
's evil grin, as he prepares to kill Otis.
Jafar, Iago, Cruella De Vil, Ursula and Captain Hook all grinning evilly as they plot to take over the House of Mouse.
The Nome Messenger's evil smile.
The Chief Blue Meanie's evil grin.
Damien Thorn's infamously evil grin.
Fagin's evil grin as he accept Oliver's war.
's evil grin at Spider-Man, as he prepares to get revenge on him for making him lose his job and his girlfriend.
The Mad Bomber grinning wickedly.
Ben Buzzard's evil devilish smile.
Racist Mario's evil grin.
Claire Wyden grinning evilly.
Professor Venomous's evil grin.
The Cheshire Smile's almost disturbing evil grin.
shows her sadistic side.
Delbert Grady's small but hateful grin at Jack after telling him to "correct" Danny and Wendy.
Akane Minagawa's malicious smile.
Evelyn Deavor's evil grin.
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Henry Evans' wicked smile.