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-1
Size: 2219x1844 | Tagged: suggestive, alternate version, artist:khaki-cap, derpibooru import, oc, oc:khaki-cap, unofficial characters only, earth pony, pony, ass up, bunny suit, butt, clothes, crossdressing, cutie mark, disproportional anatomy, earth pony oc, face down ass up, huge butt, image, jacko challenge, large butt, looking at you, male, meme, old art, playboy, playboy bunny, png, raised tail, simple background, solo, stallion, tail, the ass was fat, wide hips
14
Size: 2254x2048 | Tagged: suggestive, artist:kjara-draws, artist:raikoh, derpibooru import, lily lace, pony, unicorn, g4, ass up, both cutie marks, butt, clothes, dress, face down ass up, female, heart, heart eyes, horn, image, jacko challenge, jpeg, looking at you, mare, meme, pink background, plot, redraw, see-through, simple background, smiling, solo, wingding eyes
1
Size: 2500x2000 | Tagged: safe, artist:shelti, derpibooru import, oc, oc:owl, unofficial characters only, earth pony, pony, ass up, colored pupils, countershading, face down ass up, female, gray background, high res, image, jacko challenge, mare, meme, open mouth, open smile, png, simple background, smiling, solo
1
Size: 3200x1800 | Tagged: safe, artist:rockhoppr3, derpibooru import, oc, oc:ace hearts, unofficial characters only, earth pony, pony, face down ass up, floppy ears, image, jacko challenge, looking at you, male, meme, png, signature, simple background, solo, stallion, transparent background
1
Size: 3200x1800 | Tagged: safe, alternate version, artist:rockhoppr3, derpibooru import, oc, oc:ace hearts, unofficial characters only, earth pony, pony, face down ass up, image, jacko challenge, looking at you, meme, png, signature, simple background, solo, transparent background, unshorn fetlocks
4
Size: 8640x4860 | Tagged: suggestive, artist:annette62, derpibooru import, oc, oc:annette (lewdpone), unofficial characters only, pegasus, pony, g5, beach, butt, clothes, face down ass up, female, females only, freckles, g5 oc, image, jacko challenge, jpeg, lens flare, looking at you, meme, ocean, plot, sand, sky, smiling, smiling at you, smirk, socks, stockings, tail, thigh highs, water
4
Size: 8640x4860 | Tagged: suggestive, alternate version, artist:annette62, derpibooru import, oc, oc:annette (lewdpone), unofficial characters only, pegasus, pony, g5, beach, butt, clothes, face down ass up, female, females only, freckles, g5 oc, image, jacko challenge, jpeg, lens flare, looking at you, meme, ocean, plot, sand, sky, smiling, smiling at you, smirk, socks, stockings, tail, thigh highs, water
5
Filtered
Size: 1280x720 | Tagged: questionable, artist:eqamrd, derpibooru import, princess celestia, alicorn, anthro, princess molestia, 3d, alternate hair color, ass, ass up, big breasts, breasts, busty princess celestia, butt, curvy, cutie mark, face down ass up, female, hips, horn, hourglass figure, image, jacko challenge, large butt, looking at you, mare, meme, nudity, patreon, patreon logo, png, sideboob, simple background, solo, solo female, tail, thick, wide hips, wings
2
Size: 2219x1844 | Tagged: suggestive, artist:khaki-cap, derpibooru import, oc, oc:khaki-cap, earth pony, pony, ass up, bent over, clothes, cutie mark, digital art, earth pony oc, face down ass up, femboy, image, jacko challenge, large butt, leotard, male, meme, png, signature, socks, stallion, the ass was fat, thicc thighs, tight clothing, wide hips
0
Filtered
Size: 1920x1080 | Tagged: questionable, alternate version, artist:fernando-fontes-64, derpibooru import, oc, oc:teresa, anthro, plantigrade anthro, 3d, ass, breasts, breasts on floor, butt, face down ass up, female, image, jacko challenge, jpeg, looking at you, meme, smiling, solo, solo female, wingless, wingless anthro
9
Filtered
Size: 1338x1363 | Tagged: questionable, artist:lil miss jay, derpibooru import, zecora, zebra, ass, ass up, big breasts, bimbo, bimboification, bimbony, blushing, breasts, busty zecora, butt, chestbreasts, face down ass up, female, grayscale, huge breasts, image, impossibly large breasts, jacko challenge, jpeg, lipstick, meme, monochrome, neo noir, partial color, plot, quadrupedal chest boobs, rhyme, sketch, solo, solo female
38
Size: 745x600 | Tagged: suggestive, artist:uzzi-ponydubberx, derpibooru import, rainbow dash, human, equestria girls, ass, ass up, blushing, breasts, busty rainbow dash, butt, clothes, commission, face down ass up, female, image, jacko challenge, jpeg, meme, patreon, patreon logo, rainbow dash's beach shorts swimsuit, rainbutt dash, solo, solo female, stupid sexy rainbow dash, sunset, swimming pool, swimsuit, thick
62
Filtered
Size: 2479x1592 | Tagged: questionable, artist:focusb, banned from derpibooru, ponybooru import, apple bloom, human, adorabloom, ass, bloom butt, butt, child, cute, face down ass up, female, humanized, image, iwtcird, jacko challenge, jpeg, lolicon, looking at you, meme, nudity, patreon, simple background, smiling, solo, solo female, underage, white background
11
Filtered
Size: 1920x1080 | Tagged: questionable, artist:popa-3d-animations, derpibooru import, rarity, human, equestria girls, 3d, ass, barefoot, blender, blender cycles, butt, face down ass up, feet, humanized, image, jacko challenge, jpeg, legs, lewd, looking at you, meme, nudity, rearity, sexy, thick, toes
4
Size: 3840x2686 | Tagged: safe, artist:xppp1clubs, derpibooru import, trixie, pony, unicorn, 3d, backwards cutie mark, face down ass up, female, horn, image, jacko challenge, jpeg, looking at you, mare, meme, simple background, solo, tail, white background
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