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Size: 1024x781 | Tagged: dead source, semi-grimdark, artist:darkheartpie, miles "tails" prower, tails doll, oc, oc:tails.exe, abstract background, agender, black sclera, bleeding from eyes, blood, dialogue, floppy ears, glowing eyes, hair over one eye, holding them, looking at viewer, male, mouth open, reaching towards the viewer, red eyes, red sky, scared, self paradox, standing, talking to viewer, tree, trio, wink
Size: 1280x709 | Tagged: semi-grimdark, artist:creepypastera1, miles "tails" prower, sonic the hedgehog, oc, oc:sonic.exe, oc:tails.exe, green hill zone, 2020, abstract background, aged up, alternate version, black sclera, bleeding from eyes, blood, clenched teeth, close-up, duo, gay, glowing eyes, looking at each other, red eyes, scared, shipping, smile, sonic x tails, sonic.exe x tails.exe
Size: 663x574 | Tagged: semi-grimdark, artist:evilmoka, miles "tails" prower, oc, oc:tails.exe, black sclera, bleeding from eyes, blood, friday night funkin, from below, glowing eyes, grey background, looking at viewer, no mouth, red eyes, simple background, solo
Size: 1275x626 | Tagged: grimdark, artist:silveralchemist09, miles "tails" prower, sonic the hedgehog, oc, oc:tails.exe, fox, hedgehog, arm buster, black sclera, bleeding, bleeding from eyes, bleeding from mouth, blood, clenched teeth, duo, evil, evil grin, evil tails, evil vs good, fangs, frown, gun, holding arm, injured, lidded eyes, looking at each other, mouth open, pain, pencilwork, red eyes, red pupils, scratch (injury), simple background, this won't end well, three tails, watermark, white background, wound
Size: 1024x768 | Tagged: semi-grimdark, artist:datoneuwuwaffle, miles "tails" prower, oc, oc:tails.exe, fox, 2021, black background, black sclera, bleeding from eyes, blood, blood stain, clenched fist, dialogue, every tail has two sides, evil vs good, glitch, gloves, looking at viewer, red eyes, simple background, smile, socks, solo, standing, two sides
Size: 1200x1200 | Tagged: semi-grimdark, artist:anthonykaiz, miles "tails" prower, oc, oc:tails.exe, fox, black background, black sclera, bleeding from eyes, blood, frown, glitch, gloves, looking back, male, red eyes, shoes, simple background, socks, solo, walking
Size: 1560x1024 | Tagged: semi-grimdark, artist:funsydarkling, miles "tails" prower, oc, oc:tails.exe, fox, 2021, black sclera, bleeding from eyes, blood, blood stain, duo, fangs, gloves, lidded eyes, lineless, no outlines, red eyes, shoes, signature, socks, standing, tongue out, two sides, v sign, wink, wrench
Size: 2893x4092 | Tagged: semi-grimdark, artist:keikootohime, miles "tails" prower, oc, oc:tails.exe, fox, abstract background, black sclera, bleeding from eyes, friday night funkin, glitch, gloves, glowing eyes, holding something, looking at viewer, microphone, orange eyes, solo