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Shikkoku mask
Shikkoku
is the protagonist and dark hero of Maschera: Lament of a Fallen Beast, an anime within the anime, Ore no Imouto Ga Konna Ni Kawaii Wakke Ga Nai. Shikkoku is the manifestation of a contract between an entity named Lucifer and a human named Shinya Kurusu. Shikkoku later turned into an antagonist the second season. Later he had romantic relations with the Queen of Nightmare.
Maschera shikkoku

Shikkoku unmasked