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Size: 1753x2760 | Tagged: safe, artist:dollpone, derpibooru import, oc, oc:cappie, unofficial characters only, anthro, unicorn, clothes, crossdressing, dress, gloves, maid, male, mary janes, shoes, simple background, sissy, skirt, socks, solo, transparent background
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Size: 1280x1761 | Tagged: alternate hairstyle, artist:navy-pon, bird, bird on hand, bow, clothes, cute, derpibooru import, dress, eared humanization, eyes closed, female, fluttershy, hair bow, human, humanized, music notes, open mouth, pony coloring, princess, safe, shyabetes, simple background, singing, snow white, solo, white background, winged humanization, wings
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Size: 500x1050 | Tagged: safe, artist:cappie, derpibooru import, oc, oc:cappie, unofficial characters only, pony, unicorn, blushing, body pillow, body pillow design, clothes, crossdressing, dress, forced feminization, lock, maid, maid headdress, male, padlock, satin, shiny, shoes, silk, simple background, sissy, skirt, socks, solo, stallion, stockings, thigh highs, transparent background, uniform, zipper
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Size: 800x1040 | Tagged: questionable, artist:cappie, derpibooru import, oc, oc:cappie, unofficial characters only, pony, blushing, clothes, crossdressing, crotch bulge, dress, maid, maid headdress, male, panties, satin, silk, simple background, sissy, skirt, skirt lift, socks, solo, solo male, stallion, stockings, thigh highs, transparent background, underwear
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Size: 500x1050 | Tagged: safe, artist:cappie, derpibooru import, oc, oc:cappie, unofficial characters only, pony, unicorn, blushing, body pillow, body pillow design, clothes, crossdressing, dress, forced feminization, maid, maid headdress, male, satin, shiny, shoes, silk, simple background, sissy, skirt, socks, solo, stallion, stockings, thigh highs, transparent background, uniform
1
Size: 2440x1830 | Tagged: safe, artist:wintersporkle, derpibooru import, oc, oc:cappie, unofficial characters only, pony, clothes, crossdressing, dress, femboy, maid, male, simple background, sissy, solo, stallion, trap, uniform
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Size: 800x1000 | Tagged: safe, artist:cappie, derpibooru import, oc, oc:cappie, unofficial characters only, pony, blushing, cheongsam, chinese dress, clothes, crossdressing, dress, male, satin, silk, simple background, solo, stallion, transparent background
1
Size: 768x768 | Tagged: safe, artist:cheerymoon2017, derpibooru import, oc, oc:cappie, unofficial characters only, pony, bow, clothes, crossdressing, cute, dress, femboy, glowing horn, hair bow, magic, maid, male, master, raised hoof, sissy, skirt, skirt lift, solo, stallion, tail bow, telekinesis, trap
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Size: 736x1920 | Tagged: anthro, arm behind back, artist:antelon, big macintosh, clothes, crossdressing, derpibooru import, dress, femboy, freckles, green eyes, male, safe, short hair, simple background, smiling, solo, stallion, sundress, unguligrade anthro, white background
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Size: 1691x1908 | Tagged: safe, artist:blackblood-queen, derpibooru import, oc, oc:daniel dasher, unofficial characters only, anthro, dracony, hybrid, pegasus, unguligrade anthro, anthro oc, clothes, cloven hooves, crossdressing, crossover, crossover shipping, dress, eyes closed, leonine tail, male, monochrome, shipping, simple background, sketch, solo, stallion, white background
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Size: 3000x1830 | Tagged: questionable, artist:korozashisakae, derpibooru import, oc, oc:ashai, oc:cloudburn, oc:copper sparks, oc:deadeye, oc:garnet winters, oc:lucky, oc:mofu, oc:nightshade, oc:open book, oc:riptide, oc:sweetreats, oc:xandy, anthro, angel, ballgag, barefoot, breasts, busty oc, cheerleader, chucky, clothes, crossdressing, cuffs, devil, dracula, dress, dungarees, evil queen, feet, gag, high heels, image, maid, mummy, nightmare night, nun, paddle, png, police officer, pumpkin, shoes, snow white, socks, stockings, the pose, thigh highs
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Size: 1600x2371 | Tagged: anthro, artist:avchonline, canterlot royal ballet academy, clothes, crossdressing, derpibooru import, disney, disney princess, dress, gloves, jewelry, male, mary janes, necklace, oc, oc:threadwing, pantyhose, pegasus, pegasus oc, princess, princess dress, princess shoes, princess sofia, regalia, safe, shoes, stallion, tiara, unofficial characters only, wings
1
Size: 1650x2250 | Tagged: anthro, anthro oc, artist:alasou, clothes, commission, crossdressing, cute, derpibooru import, dress, fabulous, feet, gloves, it's a trap, looking back, male, male feet, oc, ocbetes, oc:cold front, pegasus, plantigrade anthro, safe, simple background, skirt, skirt lift, smiling, solo, stallion, stockings, that stallion sure does love dresses, thigh highs, trap, unofficial characters only, white background, wings
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Size: 720x890 | Tagged: anthro, artist:thyra, bonnet, bow, clothes, crossdressing, derpibooru import, dress, eyelashes, eyeshadow, hat, looking at you, makeup, male, oc, oc:cold front, one eye closed, safe, simple background, solo, stallion, trap, unofficial characters only, vintage, white background, wink
1
Size: 4688x5469 | Tagged: absurd resolution, anthro, artist:mrscurlystyles, blushing, bow, clothes, crossdressing, derpibooru import, dress, garters, grayscale, male, monochrome, oc, oc:cold front, simple background, sketch, solo, solo male, suggestive, unofficial characters only, white background
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