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1
Size: 3431x4469 | Tagged: safe, artist:n-o-n, derpibooru import, edit, spoiled rich, earth pony, human, pony, g4, alcohol, alternate hairstyle, bedroom eyes, blushing, bracelet, clothes, computer, cyrillic, date, dress, drink, duo, duo male and female, ear piercing, earring, eyeshadow, female, glass, heart, high res, human pov, image, jewelry, looking at you, makeup, male, mare, milf, offscreen character, offscreen human, open mouth, open smile, piercing, png, pov, russian, smiling, smiling at you, solo focus, spoiled milf, table, talking to viewer, translation, translator:chiffry, wine, wine glass
14
Size: 1175x1500 | Tagged: safe, artist:vomitvomiting, derpibooru import, rarity, pony, g4, alcohol, alternate hairstyle, bedroom eyes, blushing, clothes, date, dress, glass, heart, hoof on chin, image, jewelry, looking at you, necklace, pearl necklace, png, solo, wine, wine glass
-1
Size: 1280x720 | Tagged: safe, artist:shieldwingarmorofgod, derpibooru import, starlight glimmer, oc, oc:shield wing, pony, unicorn, g4, alcohol, canon x oc, date, dinner date, drink, female, glass, horn, image, male, mare, offscreen character, png, pov, shipping, stallion, wine, wine glass
4
Size: 2566x1453 | Tagged: safe, artist:tinypurplebrush, derpibooru import, nightmare moon, princess celestia, queen chrysalis, rarity, alicorn, pony, unicorn, g4, alcohol, alternate hairstyle, alternate timeline, armor, celestia is not amused, chain, chair, chibi, clothes, collar, commission, date, drink, female, food, fork, glass, glow, glowing horn, heart, helmet, hoof shoes, horn, image, lesbian, looking at each other, looking at someone, magic, mare, night maid rarity, night maid uniform, nightmare takeover timeline, open mouth, plate, png, raised hoof, salad, ship:chrysmoon, shipping, shirt, slave, table, tablecloth, thought bubble, unamused, uniform, wine, wine glass
1
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Size: 3812x3017 | Tagged: questionable, artist:ahobobo, derpibooru import, oc, oc:centreus feathers, oc:cinderheart, unofficial characters only, dracony, dragon, hybrid, pony, unicorn, series:gluttonous gala, alcohol, areola, belly, belly button, big areola, big crotchboobs, bipedal, blushing, bottom heavy, butt expansion, cake, clothes, column, crotchboob expansion, crotchboobs, date, dress, drink, drinking, drunk, duo, duo female, eyeshadow, fat, fat tail, female, food, glass, growth, hip expansion, hoofclaw, horn, huge crotchboobs, image, lesbian, levitation, magic, makeup, nipples, nudity, png, potion, smug, stomach noise, table, tail, telekinesis, thigh expansion, thighs, weight gain, wide hips, wine, wine glass
21
Size: 832x1288 | Tagged: safe, ai generated, generator:autismmixpony, prompter:brazencaballo00091, stable diffusion, octavia melody, anthro, earth pony, g4, alcohol, breasts, clothes, date, dress, female, food, generator:pony diffusion v6 xl, glass, image, looking at you, octavia's bowtie, png, smiling at you, solo, solo female, wine, wine glass
12
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Size: 1280x1585 | Tagged: questionable, artist:scorpdk, edit, spoiled rich, human, areola, areola slip, bedroom eyes, big breasts, breasts, busty spoiled rich, cleavage, clothes, female, flashing, flirting, hentai caption, huge breasts, humanized, implied infidelity, implied sex, impossibly large breasts, jerk off encouragement, jewelry, joi/e, looking at you, milf, mother, necklace, nipple slip, nipples, nudity, propositioning, rental mommy, sexy, socks, solo, solo female, spoiled milf, stupid sexy spoiled rich, talking to viewer, text, text edit, thigh highs, wardrobe malfunction
33
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Size: 3840x2600 | Tagged: questionable, artist:hooves-art, derpibooru import, spoiled rich, stellar flare, anthro, unicorn, 3d, 4k, back to back, blender, breasts, busty spoiled rich, busty stellar flare, butt, butt to butt, butt touch, clothes, commission, duo, duo female, female, flexible, high res, image, milf, pants, png, splits, spoiled butt, spoiled milf, stellar milf, stellar rear, yoga, yoga pants
5
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Size: 1188x1778 | Tagged: questionable, artist:whydomenhavenipples, derpibooru import, diamond tiara, spoiled rich, anthro, areola, belt, big breasts, blood, blushing, breasts, busty spoiled rich, clothes, eyeshadow, female, grayscale, huge breasts, lidded eyes, lipstick, makeup, milf, monochrome, nipple slip, nipples, nosebleed, nudity, open mouth, pants, phone, sexy, shirt, spoiled milf, stupid sexy spoiled rich, sweat, thunder thighs, undersized clothes, voyeurism
3
Size: 2472x1800 | Tagged: safe, artist:jngart, derpibooru import, applejack, fluttershy, king sombra, mayor mare, princess luna, queen chrysalis, spoiled rich, sweetie belle, trixie, oc, anthro, earth pony, human, pegasus, unicorn, equestria girls, g4, arm around neck, arm behind back, backless, big breasts, blushing, braless, breasts, busty fluttershy, busty princess luna, busty spoiled rich, busty sweetie belle, clothes, crossed arms, female, hand on hip, hearts and hooves day, horn, image, male, milf, open mouth, open smile, open-back sweater, png, queen umbra, rule 63, sideboob, skirt, sleeveless, sleeveless sweater, smiling, spoiled milf, sweater, valentine's day 2026, virgin killer sweater, year of the horse, year of the horse 2026
18
Size: 1306x1920 | Tagged: suggestive, artist:thebrokencog, derpibooru import, diamond tiara, spoiled rich, human, g4, breasts, busty diamond tiara, busty spoiled rich, butt, butt grab, butt touch, clothes, commission, dress, female, females only, grope, humanized, image, imminent sex, incest, infidelity, jewelry, kiss on the lips, kissing, lesbian, marriage, married couple, milf, mother and child, mother and daughter, older, older diamond tiara, png, ring, romance, romantic, sexy, ship:spoiledtiara, shipping, sinfully sexy, spoiled butt, spoiled milf, sultry, sultry pose, wedding, wedding dress, wedding ring
7
Size: 859x1280 | Tagged: suggestive, artist:thebrokencog, derpibooru import, sci-twi, spoiled rich, twilight sparkle, human, equestria girls, g4, absolute cleavage, affair, age difference, ass up, asymmetrical docking, big breasts, breasts, busty sci-twi, busty spoiled rich, busty twilight sparkle, cleavage, clothes, commission, dominant, duo, duo female, ear piercing, earring, eyeshadow, female, femdom, french kiss, hooped earrings, hotel, hotel room, huge breasts, humanized, image, imminent sex, infidelity, jewelry, kissing, large butt, lesbian, lingerie, makeup, married woman, milf, necklace, night, older woman with younger woman, open mouth, piercing, png, sexy, sinfully sexy, sloppy kissing, spoiled milf, tongue out, tongue play
12
Size: 957x1280 | Tagged: suggestive, artist:thebrokencog, derpibooru import, spoiled rich, sunset shimmer, human, equestria girls, g4, affair, age difference, arm behind back, ass, asymmetrical docking, bad end, bad girl, bare butt, big breasts, breast squish, breasts, busty spoiled rich, busty sunset shimmer, butt, clothes, commission, cougar, couple, crack shipping, dance floor, dancing, duo, duo female, ear piercing, earring, eyeshadow, female, french kiss, gloves, hand on hip, high heels, hooped earrings, huge breasts, human coloration, humanized, image, infidelity, jewelry, kissing, large butt, leaning back, lesbian, long gloves, long hair, makeup, married woman, milf, older woman with younger woman, piercing, png, prom, public, public infidelity, raised leg, seduction, seductive, sexy, ship:sunspoiled, shipping, shoes, sinfully sexy, sloppy, sloppy kissing, spoiled butt, spoiled milf, sultry, sultry pose, tongue out, tongue play
5
Size: 1700x1657 | Tagged: safe, artist:raritymylove, derpibooru import, rarity, pony, unicorn, g4, alcohol, alternate hairstyle, blushing, candle, clothes, date, drink, ear fluff, ear piercing, earring, evening gloves, glass, gloves, heart, hearts and hooves day, horn, image, indoors, jewelry, long gloves, looking at you, offscreen character, piercing, png, restaurant, shy, solo, tiara, wine
10
Size: 1503x2048 | Tagged: suggestive, artist:thebrokencog, derpibooru import, spoiled rich, twilight sparkle, human, g4, breast grab, breast squeeze, breasts, busty spoiled rich, busty twilight sparkle, butt, clothes, commission, crack shipping, dress, duo, duo female, eyes closed, eyeshadow, fancy, female, females only, french kiss, grope, hand on head, hand on shoulder, hands on breasts, humanized, image, infidelity, kissing, lesbian, lipstick, makeup, milf, png, romantic, seduction, sexy, ship:twispoiled, shipping, sinfully sexy, sloppy kissing, spoiled milf, tongue out, tongue play, twibutt
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