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2 11 0

Size: 1772x2071 | Tagged: safe, artist:ilovetails, artist:insaneaboutthislittlefox, miles "tails" prower, shadow the hedgehog, 2025, abstract background, age difference, dress, duo, femboy, frown, gay, looking at viewer, shadow x tails, shipping, sketch, standing, suit

1 9 0

Size: 1956x1565 | Tagged: safe, artist:ilovetails, artist:insaneaboutthislittlefox, miles "tails" prower, nine, shadow the hedgehog, sonic prime, 2025, age difference, arm fluff, clenched teeth, duo, ear fluff, floppy ears, frown, gay, lidded eyes, looking at each other, nine x shadow, pointing, shadow x tails, shipping, simple background, white background

1 7 0

Size: 1778x1101 | Tagged: safe, artist:ilovetails, artist:insaneaboutthislittlefox, miles "tails" prower, shadow the hedgehog, 2025, age difference, arms folded, cute, duo, eyes closed, frown, gay, leaning on them, lidded eyes, mouth open, shadow x tails, shadowbetes, shipping, simple background, sitting, sleeping, tailabetes, white background, zzz

1 7 0

Size: 2048x1810 | Tagged: safe, artist:shadails, miles "tails" prower, shadow the hedgehog, 2024, abstract background, duo, ear fluff, eating, food, gay, halloween, holding something, knife, looking at viewer, looking offscreen, mouth open, oven gloves, pie, shadow x tails, shipping, smile, smoke, standing

2 2 0

Size: 1648x1869 | Tagged: safe, artist:shadails, miles "tails" prower, 2024, alternate outfit, arm fluff, beanie, claws, collar, ear fluff, ear piercing, earring, fingerless gloves, hand on hip, jacket, jacket around waist, looking at viewer, mouth open, one fang, pants, punk, ripped pants, shirt, shoelaces, shoes, simple background, smile, solo, standing, transparent background, v sign, watch

3 3 0

Size: 1382x1281 | Tagged: safe, artist:shadails, shadow the hedgehog, 2024, all fours, arm fluff, ear fluff, looking down, simple background, solo, sweatdrop, transparent background

1 1 0

Size: 2048x1055 | Tagged: safe, artist:shadails, knuckles the echidna, miles "tails" prower, shadow the hedgehog, sonic the hedgehog, human, 2024, :|, clothes, flat colors, group, humanized, looking at viewer, looking offscreen, simple background, smile, standing, transparent background, v sign

3 10 0

Size: 1841x1192 | Tagged: safe, artist:shadails, miles "tails" prower, shadow the hedgehog, 2024, chaos emerald, crossover, duo, earth pony, frown, gay, my little pony, ponified, pony, shadow x tails, shipping, simple background, smile, species swap, transparent background, unicorn

3 9 0

Size: 1766x1685 | Tagged: safe, artist:shadails, miles "tails" prower, shadow the hedgehog, 2024, abstract background, blushing, cute, duo, ear fluff, frown, gay, lidded eyes, looking at them, looking offscreen, shadow x tails, shadowbetes, shipping, top surgery scars, trans male, transgender

3 11 0

Size: 1786x1566 | Tagged: safe, artist:shadails, miles "tails" prower, shadow the hedgehog, 2024, blushing, duo, femboy, frown, gay, looking at viewer, maid outfit, mouth open, shadow x tails, shipping, simple background, smile, sweatdrop, transparent background

2 12 0

Size: 1920x1080 | Tagged: safe, artist:shadails, miles "tails" prower, shadow the hedgehog, 2024, abstract background, dialogue, duo, english text, looking at viewer, mouth open, scarf, top surgery scars, trans male, transgender

1 8 0

Size: 1484x2048 | Tagged: safe, artist:shadails, miles "tails" prower, shadow the hedgehog, 2024, cosplay, deadpool, duo, ear fluff, eyes closed, gay, holding something, katana, looking at viewer, shadow x tails, shipping, simple background, smile, spiderman, spiderverse, standing, transparent background, upside down, v sign

1 8 0

Size: 2048x1908 | Tagged: safe, artist:shadails, miles "tails" prower, shadow the hedgehog, 2024, angel, angel wings, blushing, devil, devil horns, devil wings, dress, duo, ear fluff, gay, halo, looking at each other, shadow x tails, shipping, simple background, sparkles, transparent background

1 3 0

Size: 2048x1278 | Tagged: safe, artist:indigobeatss, artist:tsaikonautz, miles "tails" prower, 2025, duality, fluffy, grey background, overalls, redesign, simple background, solo, yellow sclera

10 19 0

Size: 2048x1433 | Tagged: safe, artist:indigobeatss, artist:tsaikonautz, kit the fennec, miles "tails" prower, 2025, bending over, blushing, cute, duo, eyes closed, frizzed, gay, gradient background, heart, holding hands, kit x tails, mouth open, shadow (lighting), shipping, smile, standing, tailabetes

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