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* Kisuke Urahara from ''[[Bleach]]'', particularly before unleashing one of his [[Training from Hell|training regimes]] on someone.
** Shinji Hirako has an [https://web.archive.org/web/20100830222413/http://manga.animea.net/bleach-chapter-184-page-8.html even more classic version of a cheshire cat grin].
* Ichihara Yuko from ''[[xxxHolic×××HOLiC]]'' has a grin that can roughly be summed up in words as: "Not only do I know something you don't know, but it's going to bite you in the ass in a ''very'' [[Hilarity Ensues|amusing fashion]]." Despite this, it's when she appears ''serious'' that should really scare Watanuki. This is because Yuko's Cheshire cat grin simply means she's going to make him do all the laundry, whereas the latter expression is usually a forecast of man-eating crow demons or similar.
* [[Trickster Archetype|Deviant genius]] Hiruma from ''[[Eyeshield 21]]'' has this as one of his default expressions, to the point where those new to the series—or complete non-fans—can [[Loads and Loads of Characters|identify him]] as 'the one with the teeth.'
* Road Kamelot of ''[[D.Gray-man|D Gray Man]]'', several times. Along with some of the AKUMA. Hell, the Earl probably counts as well.
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