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Size: 286x545 | Tagged: questionable, artist:melodytheartpony, derpibooru import, oc, oc:windswept skies, unofficial characters only, pegasus, semi-anthro, bipedal, blushing, braid, charm, clothes, collar, costume, crossdressing, crotch bulge, femboy, halloween, hat, holiday, jewelry, looking at you, male, necklace, panties, presenting, simple background, teasing, transparent background, trap, underwear, unshorn fetlocks, witch
1
Size: 880x631 | Tagged: safe, artist:tallaferroxiv, deleted from derpibooru, derpibooru import, trixie, oc, oc:windswept skies, pegasus, pony, braid, charm, cloud, cloud sculpting, collar, flying, male, request, simple background, stallion, white background
1
Size: 1489x1425 | Tagged: safe, artist:tallaferroxiv, deleted from derpibooru, derpibooru import, oc, oc:windswept skies, unofficial characters only, pegasus, pony, begging, braid, charm, collar, cute, floppy ears, image, implied princess luna, leash, levitation, magic, male, offscreen character, pet play, pet tag, png, simple background, sitting, smiling, solo, solo focus, spread wings, stallion, tail wag, telekinesis, transparent background, wings, yellow eyes
1
Size: 1200x849 | Tagged: suggestive, artist:warskunk, oc, oc:windswept skies, unofficial characters only, anthro, plantigrade anthro, bdsm, bit gag, black and white, blindfold, bondage, boots, braid, carousel bondage, charm, clothes, collar, corset, femboy, gag, girly, gray background, grayscale, hoof gloves, latex, latex suit, male, monochrome, museum, pega, raffle prize, saddle, shoes, simple background, sketch, solo, tack, tail wrap, wingless
-1
Size: 1280x989 | Tagged: safe, artist:warskunk, derpibooru import, oc, oc:windswept skies, unofficial characters only, anthro, pegasus, bedroom eyes, belly button, black and white, braid, charm, clothes, collar, crossdressing, femboy, fishnet clothing, fishnets, gradient background, grayscale, image, jpeg, looking at you, male, monochrome, raffle prize, short shirt, shorts, socks, solo, stockings, thigh highs
2
Size: 1280x989 | Tagged: suggestive, artist:warskunk, derpibooru import, oc, oc:windswept skies, unofficial characters only, anthro, pegasus, braid, breast forms, breasts, clothes, collar, corset, crossdressing, crotch bulge, evening gloves, femboy, fishnets, folded wings, gloves, gradient background, image, jpeg, latex, latex gloves, latex leotard, latex socks, latex suit, latex under clothes, leotard, long gloves, looking at you, male, socks, solo, stallion, trap, wings
1
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Size: 2344x3125 | Tagged: questionable, artist:mrscurlystyles, derpibooru import, oc, oc:windswept skies, unofficial characters only, anthro, pegasus, braid, bunny ears, bunny suit, charm, clothes, collar, crossdressing, crotch bulge, femboy, girly, grayscale, lineart, looking at you, male, monochrome, raffle prize, simple background, sketch, solo, solo male, trap, white background, wings
1
Size: 1446x2046 | Tagged: safe, artist:bingodingo, derpibooru import, oc, oc:windswept skies, unofficial characters only, anthro, pegasus, unguligrade anthro, anthro oc, braid, charm, clothes, collar, crossdressing, dress, femboy, gift art, girly, lidded eyes, male, pink dress, simple background, smiling, solo, spread wings, stallion, unshorn fetlocks, wings, yellow eyes
1
Size: 1280x989 | Tagged: suggestive, artist:warskunk, derpibooru import, oc, oc:windswept skies, unofficial characters only, anthro, pegasus, bag, braid, casual latex, charm, clothes, collar, crossdressing, dress, image, jpeg, latex, latex suit, latex under clothes, male, monochrome, shopping, solo, stallion
-1
Size: 2000x2000 | Tagged: safe, artist:barhandar, deleted from derpibooru, derpibooru import, oc, oc:windswept skies, unofficial characters only, pegasus, pony, atg 2020, braid, collar, flying, gray background, grayscale, image, male, monochrome, newbie artist training grounds, obstacle course, png, signature, simple background, sketch, solo, spread wings, stallion, wings
1
Size: 1080x1080 | Tagged: safe, artist:romanrazor, derpibooru import, oc, oc:windswept skies, unofficial characters only, anthro, unguligrade anthro, bag, braid, charm, clothes, collar, crossdressing, dress, femboy, girly, jewelry, lineart, looking back, male, necklace, purse, raised leg, request, simple background, sketch, smiling, solo, white background
0
Size: 2452x3320 | Tagged: safe, artist:barhandar, deleted from derpibooru, derpibooru import, oc, oc:windswept skies, unofficial characters only, pegasus, pony, atg 2019, blushing, braid, charm, clothes, collar, crossdressing, maid, male, newbie artist training grounds, simple background, solo, stallion, transparent background
0
Size: 2250x3006 | Tagged: safe, artist:barhandar, deleted from derpibooru, derpibooru import, oc, oc:windswept skies, unofficial characters only, pegasus, semi-anthro, armpits, atg 2019, balancing, ballerina, ballet slippers, braid, charm, clothes, collar, crossdressing, femboy, girly, image, looking at you, male, newbie artist training grounds, png, simple background, smiling, solo, spread wings, stallion, standing, standing on one leg, transparent background, tutu, unshorn fetlocks, wings
0
Size: 4000x4000 | Tagged: safe, artist:barhandar, deleted from derpibooru, derpibooru import, oc, oc:windswept skies, unofficial characters only, pegasus, pony, atg 2019, bed, bedroom, bipedal, blanket, collar, loose hair, male, moon, newbie artist training grounds, open mouth, partial color, pillow, rear view, sketch, sleepy, solo, stallion, underhoof, yawn
1
Size: 1280x625 | Tagged: safe, artist:tallaferroxiv, deleted from derpibooru, derpibooru import, oc, oc:windswept skies, oc:xodious, unofficial characters only, changeling, pegasus, pony, blushing, boop, braid, descriptive noise, floppy ears, interspecies, lidded eyes, male, monochrome, noseboop, palindrome get, request, simple background, smirk, sproing, stallion, white background, wingboner, wings
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