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Size: 2480x3507 | Tagged: questionable, artist:tsudanym, derpibooru import, cheerilee, rainbow dash, anthro, earth pony, pegasus, art pack:lesson learned 2, blushing, breasts, busty cheerilee, busty rainbow dash, cleavage, clothes, crotch bulge, desk, female, futa, futa rainbow dash, intersex, multicolored hair, nudity, skirt, student, stupid sexy cheerilee, teacher, teacher and student
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Size: 1368x2048 | Tagged: suggestive, artist:thebrokencog, derpibooru import, cheerilee, sweetie belle, human, equestria girls, age difference, breast grab, breasts, breath, breathing, busty cheerilee, busty sweetie belle, butt, cheeribelle, clothes, commission, duo, duo female, eyes closed, female, females only, grope, hallway, hand on belly, hand on breasts, image, imminent kissing, kissing, lesbian, miniskirt, necktie, older, older sweetie belle, pencil skirt, png, public, relationship, school, schoolgirl, shipping, shirt, short shirt, skirt, socks, student, sultry, sultry pose, teacher, teacher and student, thigh highs, thighs, unbuttoned
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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
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Size: 900x900 | Tagged: questionable, alternate version, artist:kevinsano, derpibooru import, twilight sparkle, twilight sparkle (alicorn), alicorn, anthro, pony, breast milk, breasts, busty twilight sparkle, caught, chalk, chalkboard, classroom, clenched teeth, clothes, female, glasses, gritted teeth, image, lactation, mare, milk, milk squirt, png, student, sweater, sweater vest, teacher, teacher and student, wide eyes
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Size: 2893x1977 | Tagged: questionable, artist:metalzaki, derpibooru import, princess ember, silverstream, smolder, anthro, dragon, hippogriff, ballgag, bondage, boots, breasts, classroom, clothes, corset, dragoness, female, gag, high heels, image, latex, lizard breasts, mistress, png, shoes, student, teacher, teacher and student, uniform
2
Size: 900x900 | Tagged: suggestive, alternate version, artist:kevinsano, derpibooru import, twilight sparkle, twilight sparkle (alicorn), alicorn, anthro, pony, breasts, busty twilight sparkle, caught, chalk, chalkboard, classroom, clenched teeth, clothes, female, glasses, gritted teeth, image, mare, png, student, teacher, teacher and student, wide eyes
5
Size: 2000x1300 | Tagged: safe, artist:vanillaghosties, derpibooru import, cheerilee, sweetie belle, earth pony, pony, unicorn, abuse, atg 2017, best pony, caught, chalkboard, cheeribuse, cheerilee is unamused, current year, eye contact, female, filly, floppy ears, frown, glare, grin, imminent spanking, levitation, looking at each other, magic, mare, nervous, nervous grin, newbie artist training grounds, now you fucked up, out of character, profile, raised hoof, sheepish grin, smiling, student, sweetie belle's magic brings a great big smile, sweetie fail, teacher, teacher and student, telekinesis, the emoji movie, this will end in detention, unamused, wat, wide eyes, worst pony, you dun goofed
6
Size: 4398x5615 | Tagged: suggestive, artist:an-tonio, artist:tolpain, derpibooru import, cheerilee, anthro, earth pony, absurd resolution, ass, bedroom eyes, blushing, breasts, busty cheerilee, clothes, collaboration, dialogue, duster, female, flowerbutt, globe, maid, master, nightgown, open mouth, panties, sexy, solo, solo female, stupid sexy cheerilee, teacher, underwear
2
Size: 900x900 | Tagged: suggestive, alternate version, artist:kevinsano, derpibooru import, twilight sparkle, twilight sparkle (alicorn), alicorn, anthro, pony, breasts, busty twilight sparkle, caught, chalk, chalkboard, classroom, clenched teeth, clothes, female, glasses, gritted teeth, image, mare, png, student, sweater, sweater vest, teacher, teacher and student, wide eyes
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Size: 900x900 | Tagged: questionable, alternate version, artist:kevinsano, derpibooru import, twilight sparkle, twilight sparkle (alicorn), alicorn, anthro, pony, breast milk, breasts, busty twilight sparkle, caught, chalk, chalkboard, classroom, clenched teeth, clothes, female, glasses, gritted teeth, image, lactation, mare, milk, milk squirt, png, student, teacher, teacher and student, wide eyes
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Size: 900x900 | Tagged: questionable, artist:kevinsano, derpibooru import, twilight sparkle, twilight sparkle (alicorn), alicorn, anthro, breast milk, breasts, caught, chalk, chalkboard, clothes, glasses, lactation, milk, milk squirt, student, sweater, sweater vest, teacher, teacher and student
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Size: 1280x1147 | Tagged: anthro, areola, artist:badgerben, artist:coralleaf, big areola, big breasts, big nipples, blushing, book, breast expansion, breasts, busty cheerilee, cheerilee, clothes, crotchboob expansion, crotchboobs, crotchboobs on anthro, crotchboobs plus chestboobs, derpibooru import, dialogue, embarrassed, embarrassed nude exposure, female, growth, high heels, huge areola, huge breasts, hyper, impossibly large crotchboobs, multiboob, nipples, nudity, open mouth, partial nudity, questionable, shoes, solo, solo female, stupid sexy cheerilee, teacher
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Size: 600x833 | Tagged: suggestive, artist:shepherd0821, derpibooru import, cheerilee, anthro, earth pony, ambiguous facial structure, black underwear, breasts, busty cheerilee, clothes, female, latex, panties, skirt, solo, solo female, stupid sexy cheerilee, teacher, underwear, upskirt
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Size: 872x972 | Tagged: safe, artist:v-invidia, derpibooru import, part of a set, cheerilee, desk, green eyes, homework, image, jpeg, teacher, teacher and student
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