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Tag changes on tag crossdressing

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ImageTagActionTimestampUser
17357
Size: 267x382 | Tagged: safe, artist:ancient-debris, shadow the hedgehog, hedgehog, 3d, boots, bow, crossdressing, dress, edit, femboy, frown, goth, goth outfit, goth shadow, gothic amy, gothic lolita, hair bow, lolita, looking ahead, male, simple background, solo, sonic speed simulator, standing, transparent background
 crossdressing199Added Lil' Pegasus
9950
Size: 3678x2058 | Tagged: safe, artist:soulstyblueberrie, knuckles the echidna, miles "tails" prower, sonic the hedgehog, echidna, fox, hedgehog, 2021, abstract background, belt, chain, clothes, crossdressing, dress, fangs, femboy, fruit print, jacket, lolita, shorts, smile, standing, sweet lolita, tank top, team sonic, trio
 crossdressing199Added Lil' Pegasus
6900
Size: 1440x1007 | Tagged: safe, artist:3mia_hadi3, blaze the cat, silver the hedgehog, cat, hedgehog, blaze x silver, carrying them, cosplay, crossdressing, dancing, duo, female, heart, hime lolita, lolita, male, mario, musical notes, princess peach, shipping, simple background, straight, super mario bros.
 crossdressing199Added Lil' Pegasus
6552
Size: 5000x5000 | Tagged: safe, artist:eggs-and-shrimp, dr. starline, angel wings, boots, bow, crossdressing, dress, glasses, holding something, idw sonic the hedgehog, lolita, looking at viewer, magical girl outfit, male, pink shoes, platypus, purple background, ribbon, salute, solo, star (symbol), sweet lolita, tricore, wand, wings, wink
 crossdressing199Added Lil' Pegasus
21714
Size: 1380x2005 | Tagged: safe, artist:0law, miles "tails" prower, fox, clothes, crossdressing, dress, kneeling, lolita, looking at viewer, looking back, looking back at viewer, male, mouth open, signature, smile, solo, sparkles, sweatdrop, sweet lolita, traditional media
 crossdressing199Added Lil' Pegasus
45325
Size: 800x800 | Tagged: safe, artist:sonicspirit128, sally acorn, sonic the hedgehog, chipmunk, hedgehog, hybrid, squirrel, 2018, archie sonic the hedgehog, classic lolita, clothes, cosplay, crossdressing, crossover, disney, dress, duo, female, lolita, maid marian, male, nighttime, robin hood, sally x sonic, shipping, straight, swing
 crossdressing199Added Mobian #DA5D
25219
Size: 2048x2048 | Tagged: safe, artist:fluffyeviltails, miles "tails" prower, fox, 2024, alternate outfit, blushing, crossdressing, cute, dress, eye clipping through hair, heart, hime lolita, lolita, male, mouth open, one fang, outline, princess dress, princess outfit, princess tails, signature, smile, solo, standing, tailabetes, wink
 crossdressing199Added Lil' Pegasus
25612
Size: 1344x1792 | Tagged: safe, artist:tailshisu, miles "tails" prower, fox, 2024, alternate outfit, blushing, border, bow, bowtie, clothes, crossdressing, cute, dress, embarrassed, femboy, frown, goth, gothic lolita, lifting dress, lolita, looking at viewer, maid outfit, male, signature, solo, standing, tailabetes
 crossdressing199Added Lil' Pegasus
39194
Size: 1547x1186 | Tagged: safe, artist:risziarts, sally acorn, sonic the hedgehog, chipmunk, hedgehog, 2025, carrying them, crossdressing, daytime, duo, female, leaping, male, sally x sonic, shipping, straight, wedding, wedding dress, wedding suit
 crossdressing199Added Raniel1987
24396
Size: 1668x1668 | Tagged: safe, artist:fixstern star, miles "tails" prower, 2022, alternate outfit, clothes, crossdressing, cute, dress, gloves off, looking at viewer, mouth open, school uniform, smile, solo, standing, tailabetes, v sign
 crossdressing199Added Refreshinator
12728
Size: 1055x1128 | Tagged: safe, artist:cowboymonkey, miles "tails" prower, human, 2022, alternate outfit, crossdressing, femboy, fox ears, fox tail, green background, humanized, male, one fang, partially humanized, school uniform, simple background, solo
 crossdressing199Added Refreshinator
15646
Size: 1962x1804 | Tagged: safe, artist:kumakumaoii, sonic the hedgehog, 2023, abstract background, alternate outfit, blushing, border, bow, crossdressing, cute, femboy, heart, male, school uniform, signature, smile, solo, sonabetes, standing, star (symbol), wink
 crossdressing199Added Refreshinator
30153
Size: 2380x1662 | Tagged: safe, artist:c52278, artist:狗不理栗子好吃吗, miles "tails" prower, shadow the hedgehog, sonic the hedgehog, age difference, alternate outfit, alternate universe, blushing, cross popping vein, crossdressing, duo, frown, gay, holding hands, holding them, lidded eyes, looking at each other, looking at viewer, love triangle, mouth open, school uniform, shadow x tails, shipping, signature, simple background, smile, smirk, sonadails, sonic x tails, standing, swirly eyes, turquoise background
 crossdressing199Added Refreshinator
30154
Size: 2268x2124 | Tagged: explicit, artist:c52278, artist:狗不理栗子好吃吗, shadow the hedgehog, abstract background, alternate outfit, alternate universe, anal, blowjob, blushing, censored, classroom, crossdressing, desk, gangbang, gay, grabbing tail, hand on another's head, indoors, lidded eyes, mouth open, nudity, one eye closed, oral, panties, panties down, pants, pants down, penis, precum, school uniform, sex, shadow x tails, shirt, signature, skirt, sonadails, spitroast, trio
 crossdressing199Added Refreshinator
42860
Size: 1403x1440 | Tagged: questionable, artist:m27pb, miles "tails" prower, nine, sonic prime, blushing, bulge, crossdressing, dialogue, ear piercing, earring, english text, femboy, heart, heels, holding something, lidded eyes, looking at viewer, mouth open, nurse outfit, simple background, sitting, solo, speech bubble, standing, syringe, talking, thong, white background
 crossdressing199Added Mobian #4A91
10484
Size: 720x847 | Tagged: safe, artist:léou2003, shadow the hedgehog, sonic the hedgehog, hedgehog, 2021, abstract background, belt, boots, bracelet, crossdressing, demisexual, demisexual pride, dress, duo, english text, face paint, flag, gay, holding hands, holding something, male, males only, necklace, pansexual, pansexual pride, pride, pride flag, shadow x sonic, shipping, shirt, shorts, smile, standing, wink
 crossdressing199Added Zoé
4276
Size: 1600x1156 | Tagged: safe, artist:skye-izumi, cream the rabbit, miles "tails" prower, fox, human, rabbit, abstract background, child, cosplay, crossdressing, crossover, gradient background, group, headband, kagamine len, kagamine rin, pointing, standing, vocaloid
 crossdressing199Added Mobian #2E3C
12489
Size: 1200x1400 | Tagged: grimdark, artist:askthefourshedgehogs, sonic the hedgehog, hedgehog, blood, blood splatter, crossdressing, crying, death, dress, floppy ears, greyscale, implied shadow, implied sonadow, kneeling, looking at something, male, shrunken pupils, solo, tears, tears of sadness, tears of shock, tragedy, wedding, wedding dress
 crossdressing199Added MrShadowMan01
18908
Size: 566x1024 | Tagged: safe, artist:kptya, miles "tails" prower, nine, sonic prime, 2024, alternate outfit, angry, clenched teeth, crossdressing, femboy, looking offscreen, school uniform, solo, standing, sweatdrop
 crossdressing199Added crystalninfii
12181
Size: 721x960 | Tagged: safe, artist:dddeerbo, artist:sp-rings, knuckles the echidna, echidna, abstract background, crossdressing, dress, femboy, hat, lidded eyes, looking offscreen, male, sandals, smile, solo, standing
 crossdressing199Added Gothic Love
34521
Size: 1670x1470 | Tagged: safe, artist:lunarozza, knuckles the echidna, rouge the bat, crossdressing, duo, fangs, gradient background, kigurumi, outfit swap, rouge's heart top, signature
 crossdressing199Added Gothic Love
34519
Size: 1672x1439 | Tagged: safe, artist:lunarozza, amy rose, sonic the hedgehog, amy's halterneck dress, crossdressing, duo, flat colors, gradient background, kigurumi, looking at each other, outfit swap, smile
 crossdressing199Added Gothic Love
32829
Size: 2048x1533 | Tagged: suggestive, artist:retro candyfloss, blaze the cat, espio the chameleon, silver the hedgehog, cat, alternate outfit, ballet, chameleon, crossdressing, leotard, pyrokinesis, species swap
 crossdressing199Added DragotheKomodo
26782
Size: 1575x1692 | Tagged: safe, artist:redhartsblog, shadow the hedgehog, sonic the hedgehog, alternate outfit, blushing, crossdressing, duo, femboy, gay, hand in pocket, heart, holding hands, lidded eyes, looking at each other, school uniform, schoolboy outfit, shadow x sonic, shipping, simple background, smile, standing, traditional media, white background
 crossdressing199Added Mobian #8491
25979
Size: 1000x1300 | Tagged: safe, artist:sakana_wo_kuu, amy rose, sonic the hedgehog, hedgehog, 2024, cosplay, crossdressing, hammer, implied amy, japanese text, male, offscreen character, piko piko hammer, simple background, solo, sonic boom (tv), speech bubble, white background
 crossdressing199Added Mobian #8B7B