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Size: 1000x1250 | Tagged: suggestive, artist:fearingfun, derpibooru import, oc, oc:fearingfun, unofficial characters only, clothes, corset, crossdressing, lingerie, male, panties, socks, solo, solo male, striped socks, tumblr, underwear
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Size: 2880x2016 | Tagged: suggestive, artist:fearingfun, derpibooru import, edit, oc, oc:fearingfun, unofficial characters only, clothes, corset, crossdressing, lingerie, male, panties, socks, solo, solo male, striped socks, tumblr, underwear
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Size: 1000x1381 | Tagged: suggestive, artist:fearingfun, derpibooru import, oc, oc:fearingfun, unofficial characters only, clothes, crossdressing, lingerie, male, panties, solo, solo male, tumblr, underwear
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Size: 1200x1218 | Tagged: questionable, artist:arkiiwarki, derpibooru import, rumble, oc, unofficial characters only, ask trap-rumble, alternate hairstyle, ask, blushing, clothes, colt, crossdressing, crotch bulge, cute, eyelashes, foal, foalcon, frilly underwear, lingerie, male, panties, simple background, solo, solo male, spankable coin purse, tongue out, trap, tumblr, underwear, wingboner
1
Size: 638x600 | Tagged: suggestive, artist:kryptchild, derpibooru import, snails, ask glitter shell, ask, bridle, clothes, crossdressing, glitter shell, lingerie, makeup, male, saddle, sexy saddle, solo, solo male, trap, tumblr
2
Size: 1280x5120 | Tagged: safe, artist:senseidezzy, deleted from derpibooru, derpibooru import, oc, oc:aero, unofficial characters only, pegasus, pony, comic:when aero met glitter, aero replies, ask, box, clothes, colt, comic, crossdressing, cute, makeup, male, no, offspring, parent:derpy hooves, parent:oc:warden, parents:canon x oc, parents:warderp, red background, scarf, simple background, socks, solo, striped socks, trap, tumblr
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Size: 960x1280 | Tagged: safe, artist:fearingfun, derpibooru import, oc, oc:fearingfun, unofficial characters only, clothes, crossdressing, food, male, monochrome, popsicle, socks, solo, stockings, striped socks, traditional art
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Size: 3000x2500 | Tagged: safe, artist:fearingfun, derpibooru import, oc, oc:fearingfun, unofficial characters only, pegasus, pony, abstract background, bow, clothes, colored pupils, crossdressing, cute, eyeshadow, femboy, hair bow, lipstick, makeup, male, socks, solo, striped socks
2
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Size: 2000x1500 | Tagged: questionable, artist:fearingfun, derpibooru import, oc, oc:fearingfun, unofficial characters only, clothes, crossdressing, crotch bulge, dress, explicit source, gay, jewelry, male, monochrome, necklace, pearl necklace, sketch, trap
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Filtered
Size: 1250x941 | Tagged: questionable, artist:fearingfun, derpibooru import, oc, oc:fearingfun, unofficial characters only, bed, clothes, crossdressing, crotch bulge, lipstick, male, panties, solo, solo male, stockings, trap, underwear
1
Size: 1280x1685 | Tagged: suggestive, artist:fearingfun, derpibooru import, oc, oc:fearingfun, unofficial characters only, pegasus, pony, bipedal, boots, chest fluff, clothes, crossdressing, ear piercing, earring, femboy, hoodie, jewelry, looking back, male, panties, pantyhose, piercing, pleated skirt, punk, ripped pantyhose, skirt, skirt lift, solo, solo male, tongue out, tongue piercing, trap, underwear
3
Size: 751x18314 | Tagged: suggestive, artist:senseidezzy, deleted from derpibooru, derpibooru import, oc, oc:aero, unofficial characters only, deer, pegasus, pony, reindeer, aero replies, anime, ask, bedroom eyes, bell, bipedal, butt, butt blush, candy, chihiro fujisaki, clothes, colt, comic, cosplay, costume, crossdressing, crossover, dress, dressup, food, harness, jessica rabbit, lingerie, lipstick, lolita fashion, lollipop, maid, male, marilyn monroe, offspring, parent:derpy hooves, parent:oc:warden, parents:canon x oc, parents:warderp, plot, princess peach, puella magi madoka magica, school uniform, schoolgirl, senketsu, shoes, skirt, solo, solo male, stockings, super mario bros., tack, thigh highs, tumblr, wedding dress, who framed roger rabbit, wig
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Size: 1550x1943 | Tagged: safe, artist:starrypallet, derpibooru import, princess celestia, sunburst, pony, ask princess sunburst, ask, clothes, crossdressing, dress, female, girly, glasses, male, rainbow socks, skirt, socks, stallion, striped socks, text, trollestia, tumblr
2
Size: 1280x2560 | Tagged: safe, artist:senseidezzy, deleted from derpibooru, derpibooru import, oc, oc:aero, unofficial characters only, pony, aero replies, ask, clothes, colt, comic, crossdressing, cute, eyeliner, hair, highlights, lipstick, makeup, male, offspring, one eye closed, parent:derpy hooves, parent:oc:warden, parents:canon x oc, parents:warderp, scarf, socks, solo, striped socks, tumblr, wink
1
Size: 747x1025 | Tagged: suggestive, artist:magical disaster, derpibooru import, snails, human, ass, back, clothes, crossdressing, femboy, frilly underwear, garter belt, glitter shell, humanized, lingerie, male, panties, popsicle, presenting, socks, solo, solo male, striped socks, topless, trap, underwear
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