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8
Size: 2171x3070 | Tagged: safe, artist:mysticalpha, derpibooru import, cheerilee, scootaloo, sweetie belle, anthro, earth pony, pegasus, pony, unicorn, g4, breasts, busty cheerilee, classroom, clothes, dialogue, female, filly, foal, hand on hip, high res, horn, image, implied apple bloom, looking at you, looking back, looking back at you, mare, offscreen character, png, pov, skirt, solo focus, speech bubble, talking to viewer, teacher
5
Size: 2171x3070 | Tagged: safe, alternate version, artist:mysticalpha, derpibooru import, cheerilee, anthro, earth pony, pony, g4, breasts, busty cheerilee, classroom, clothes, female, hand on hip, high res, image, jpeg, looking at you, looking back, looking back at you, mare, skirt, solo, teacher
6
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Size: 1771x2508 | Tagged: questionable, artist:mysticalpha, derpibooru import, edit, editor:slayerbvc, cheerilee, anthro, earth pony, belt, breasts, busty cheerilee, chalkboard, chest fluff, classroom, clothes, desk, female, hand on hip, looking at you, nipples, nudity, partial nudity, partial nudity edit, skirt, socks, solo, solo female, stockings, thigh highs, topless
10
Size: 1414x1000 | Tagged: safe, artist:uotapo, derpibooru import, edit, cheerilee, princess cadance, human, equestria girls, g4, adorasexy, blushing, breasts, busty cheerilee, busty princess cadance, chalkboard, cheeribetes, classroom, clipboard, clothes, curvy, cute, cutedance, dean cadance, eyelashes, eyeshadow, female, freckles, glasses, hot for teacher, image, jpeg, lips, long hair, looking at you, makeup, meganekko, moe, my little pony equestria girls: friendship games, patreon, patreon logo, school, sexy, side slit, skirt, smiling, solo, stupid sexy cheerilee, sweater vest, teacher, tube skirt
8
Size: 707x1000 | Tagged: safe, artist:uotapo, derpibooru import, cheerilee, equestria girls, blushing, breasts, busty cheerilee, chalkboard, cheeribetes, classroom, clipboard, cute, eyelashes, female, freckles, glasses, hot for teacher, lips, long hair, looking at you, meganekko, patreon, patreon logo, smiling, solo, sweater vest, teacher
11
Size: 1500x1900 | Tagged: safe, artist:zachc, derpibooru import, cheerilee, anthro, earth pony, g4, breasts, busty cheerilee, chalkboard, classroom, clothes, female, image, looking back, open mouth, png, rear view, skirt, solo, solo female, teacher
14
Size: 1511x2048 | Tagged: suggestive, artist:thebrokencog, derpibooru import, apple bloom, cheerilee, human, equestria girls, age difference, big breasts, blushing, bow, breasts, busty apple bloom, busty cheerilee, cheeribloom, classroom, clothes, daisy dukes, denim, denim shorts, drool, eyes closed, female, females only, forbidden love, french kiss, glasses, hair bow, image, kissing, large butt, lesbian, older, older apple bloom, plaid skirt, png, salivating, school, schoolgirl, sexy, shipping, short shirt, shorts, skirt, sloppy kissing, student, teacher, teacher and student
11
Size: 3840x2160 | Tagged: suggestive, artist:themanwithaquest, derpibooru import, cheerilee, anthro, earth pony, plantigrade anthro, g4, 3d, ass, barefoot, bedroom eyes, belly, belly button, board, breasts, busty cheerilee, butt, button-up shirt, chair, classroom, clothes, concave belly, day, desk, dress shirt, feet, feet on table, female, fetish, foot fetish, foot focus, front knot midriff, glasses, high heels, image, indoors, legs, looking at you, midriff, miniskirt, nail polish, panties, pleated skirt, png, shirt, shoes, short sleeves, skirt, smiling, smiling at you, soles, solo, source filmmaker, teacher, thong, toenail polish, toenails, toes, underass, underwear
10
Filtered
Size: 2554x2048 | Tagged: questionable, artist:thebrokencog, derpibooru import, cheerilee, sunset shimmer, human, equestria girls, age difference, big breasts, bra, breasts, busty cheerilee, busty sunset shimmer, cheerishimmer, classroom, clothed female nude female, clothes, commission, cougar, desk, duo, duo female, eyes closed, female, females only, forbidden love, french kiss, image, imminent sex, kissing, large butt, lesbian, lidded eyes, lying down, milf, nudity, on back, on table, on top, pencil skirt, png, school, schoolgirl, shipping, skirt, student, teacher, teacher and student, tongue out, tongue play, underwear
6
Size: 4000x4000 | Tagged: suggestive, ai content, ai generated, derpibooru import, stable diffusion, cheerilee, anthro, earth pony, aroused, backlighting, bedroom eyes, blushing, breasts, busty cheerilee, chalkboard, classroom, cleavage, clothes, desk, female, flirting, generator:pony diffusion v6 xl, generator:ponydiffusion, generator:purplesmart.ai, hand on cheek, high res, image, indoors, leaning forward, looking at you, lust, milf, offscreen character, png, prompter:yourclopaccount2, seductive look, smiling, smiling at you, solo, solo female, story included, teacher, want
1
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Size: 3276x4000 | Tagged: questionable, artist:09hankris, derpibooru import, cheerilee, anthro, big breasts, breasts, busty cheerilee, classroom, clothes, crotchboob expansion, crotchboobs, crotchboobs on anthro, crotchboobs plus chestboobs, female, implied apple bloom, implied cutie mark crusaders, implied scootaloo, implied sweetie belle, impossibly large crotchboobs, multiboob, nipples, nudity, oblivious, offscreen character, partial nudity, solo, solo female, teacher
9
Filtered
Size: 1216x832 | Tagged: questionable, ai content, ai generated, stable diffusion, cheerilee, anthro, earth pony, busty cheerilee, butt grope, car interior, exhibitionism, female, flirty, image, inviting, jpeg, looking back at you, milf, nudity, pinup, seductive pose, sexy, sideboob, sitting, smiling, sneakers, solo, teacher, white socks
17
Size: 2636x3036 | Tagged: suggestive, alternate version, artist:ponylonez, derpibooru import, edit, cheerilee, earth pony, pony, g4, alternate character, apple, bedroom eyes, blushing, book, butt, cameltoe, chalk, chalk drawing, chalkboard, cheerilee's cutie mark, choker, chubbilee, chubby, classroom, clothes, crossed legs, derpibooru exclusive, dock, fat, fat ass, female, food, frog (hoof), garter belt, heart, high res, hooves, image, indoors, jewelry, legwear, lingerie, looking at you, looking back, looking back at you, lying down, mare, ms paint, necklace, on table, panties, plot, png, presenting, raised tail, school, sex education, side, smiling, smiling at you, socks, solo, solo female, stockings, stupid sexy cheerilee, sultry pose, table, tail, teacher, the ass was fat, thicc ass, thicc thighs, thigh highs, traditional art, underhoof, underwear
19
Size: 1664x2144 | Tagged: suggestive, ai content, ai generated, derpibooru import, stable diffusion, cheerilee, anthro, earth pony, g4, bedroom eyes, bra, breasts, busty cheerilee, butt, clothes, dock, flowerbutt, grin, image, looking at you, looking back, looking back at you, panties, png, prompter:neondash, sideboob, smiling, solo focus, striptease, tail, thong, underwear
6
Size: 6000x6000 | Tagged: safe, ai content, ai generated, derpibooru import, stable diffusion, cheerilee, anthro, blouse, breasts, bust, chalkboard, classroom, cleavage, clock, clothes, female, female focus, generator:pony diffusion v6 xl, generator:purplesmart.ai, gilf, high res, image, looking sideways, mature, older, older cheerilee, png, prompter:yourclopaccount2, solo focus, sweater, teacher
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