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Size: 500x651 | Tagged: questionable, artist:fluffball, derpibooru import, mayor mare, anthro, bedroom eyes, breasts, busty mayor mare, commission, cougar, female, glasses, looking at you, looking back, nipples, nudity, office, pose, sideboob, sitting, smiling, solo, solo female, window
6
Size: 822x1122 | Tagged: suggestive, artist:lil miss jay, derpibooru import, mayor mare, anthro, full service playing cards, absolute cleavage, belly button, breasts, busty mayor mare, cleavage, clothes, cougar, cutie mark, ear fluff, eyeshadow, female, glasses, lipstick, looking away, makeup, panties, purple underwear, quill, raised eyebrow, scroll, solo, solo female, stockings, thigh highs, underwear
6
Size: 1500x1500 | Tagged: suggestive, artist:maniacpaint, derpibooru import, cup cake, diamond tiara, mayor mare, rarity, silver spoon, spike, twist, human, breasts, busty cup cake, busty mayor mare, cleavage, cougar, female, humanized, milf, tray
4
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Size: 1750x1930 | Tagged: questionable, artist:ss2sonic, derpibooru import, mayor mare, anthro, unguligrade anthro, artifact, blushing, breasts, busty mayor mare, cameltoe, cleavage, clothes, cougar, erect nipples, female, garters, heart, miniskirt, nipple outline, nudity, sitting, skirt, solo, solo female, spread legs, stockings
4
Size: 1000x1273 | Tagged: suggestive, artist:grimmhelm, derpibooru import, mayor mare, anthro, ballgag, bedroom eyes, blushing, bondage, breasts, busty mayor mare, cleavage, clothes, corset, cougar, desk, female, gag, looking at you, rope, solo, solo female
5
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Size: 2232x3157 | Tagged: questionable, artist:wolfmask, derpibooru import, mayor mare, anthro, ass, big breasts, bottomless, braless, breasts, busty mayor mare, butt, clothes, cougar, female, glasses, heart eyes, huge breasts, nipples, no panties, nudity, partial nudity, solo, solo female, thighs, thunder thighs, wingding eyes
4
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Size: 3240x2160 | Tagged: questionable, artist:antonsfms, derpibooru import, mayor mare, anthro, earth pony, plantigrade anthro, 3d, all fours, barefoot, bed, big breasts, breasts, busty mayor mare, candle, carpet, clothes, condom, cougar, dress, ear down, feet, female, fire, formal attire, formal dress, formal wear, gala dress, glasses, heart, high res, horny, hotel, hotel room, image, imminent sex, light, looking at you, looking back, looking back at you, makeup, png, presenting, room, smiling, smiling at you, solo, source filmmaker, toes
4
Size: 855x1539 | Tagged: suggestive, artist:doctor-awkward, derpibooru import, mayor mare, ms. harshwhinny, equestria girls, ballgag, bondage, breasts, bunny ears, bunny suit, busty mayor mare, busty ms. harshwhinny, clothes, cougar, equestria girls-ified, female, fishnets, gag, high heels, leotard, pantyhose, playboy, playboy bunny
2
Size: 1280x1455 | Tagged: suggestive, alternate version, artist:sketchybug, derpibooru import, mayor mare, anthro, breasts, busty mayor mare, clothes, cougar, dock, female, image, jpeg, looking at you, mayor plumpmare, overalls, smiling, solo, solo female, thicc thighs
3
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Size: 1280x1020 | Tagged: questionable, artist:lil miss jay, derpibooru import, edit, mayor mare, anthro, unguligrade anthro, absolute cleavage, big breasts, black background, breasts, busty mayor mare, cleavage, clothes, cougar, curvy, dialogue, female, glasses, latex, lingerie, looking at you, simple background, solo, solo female, tight clothing
5
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Size: 1737x2000 | Tagged: questionable, artist:amaraburrger, derpibooru import, mayor mare, anthro, earth pony, art pack:the cherry orchard, bra, breasts, busty mayor mare, cameltoe, cleavage, clothes, cougar, desk, female, glasses, high heels, image, leggings, legs, looking at you, martini glass, mayor plumpmare, miniskirt, monitor, panties, panty shot, pink underwear, png, shoes, simple background, sitting, skirt, skirt lift, skirt suit, socks, solo, solo female, spread legs, spreading, stockings, suit, thicc thighs, thigh highs, thighs, transparent background, unbuttoned, underwear, wine bottle
9
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Size: 1962x3000 | Tagged: questionable, artist:gunya, manebooru import, part of a set, mayor mare, anthro, earth pony, pony, g4, black underwear, book, bookshelf, bra, bra strap, breasts, busty mayor mare, chair, cleavage, clothes, coffee, coffee mug, cougar, curtains, desk, drink, erect nipples, explicit source, eyebrows, female, glasses, image, jpeg, lacy underwear, lidded eyes, lipstick, looking at you, makeup, mare, mayor plumpmare, mug, nail polish, nipple outline, nipples, nudity, pencil, see-through, shirt, sitting, skirt, smiling, socks, solo, stockings, thicc thighs, thigh highs, underwear, wide hips
17
Size: 1248x1824 | Tagged: suggestive, ai generated, prompter:thefuncave, mayor mare, anthro, earth pony, g4, absolute cleavage, ai composition, bedroom eyes, big breasts, breasts, busty mayor mare, cleavage, clothes, cougar, dress, erect nipples, eyeshadow, female, fishnet clothing, fishnet gloves, glasses, image, indoors, looking at you, makeup, mature, nipple outline, panties, png, revealing clothing, smiling, solo, solo female, thong, underwear
8
Size: 698x1280 | Tagged: suggestive, artist:mew, derpibooru import, mayor mare, human, bra, breasts, busty mayor mare, cleavage, clothes, cougar, crossed legs, cutie mark on human, ear piercing, earring, female, garter belt, garters, glasses, high heels, humanized, jewelry, lipstick, monochrome, panties, piercing, sexy, skirt, solo, solo female, stockings, that one freckle, underwear, undressing, upskirt
3
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Size: 719x1098 | Tagged: questionable, artist:deeriojim, artist:trollie trollenberg, derpibooru import, mayor mare, anthro, bedroom eyes, belly button, breast fondling, breast grab, breast hold, breasts, busty mayor mare, cougar, female, grope, nipples, nudity, solo, solo female
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